NP-MRD: Showing NP-Card for Oleic acid (NP0000557)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

1.0

Created at

2005-11-16 15:48:42 UTC

Updated at

2024-05-11 19:51:16 UTC

NP-MRD ID

NP0000557

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Oleic acid

Description

Oleic acid (or 9Z)-Octadecenoic acid) is an unsaturated C-18 or an omega-9 fatty acid that is the most widely distributed and abundant fatty acid in nature. It occurs naturally in various animal and vegetable fats and oils. It is an odorless, colorless oil, although commercial samples may be yellowish. The name derives from the Latin word oleum, which means oil. Oleic acid is the most abundant fatty acid in human adipose tissue, and the second most abundant in human tissues overall, following palmitic acid. Oleic acid is a component of the normal human diet, being a part of animal fats and vegetable oils. Triglycerides of oleic acid represent the majority of olive oil (about 70%). Oleic acid triglycerides also make up 59–75% of pecan oil, 61% of canola oil, 36–67% of peanut oil, 60% of macadamia oil, 20–80% of sunflower oil, 15–20% of grape seed oil, sea buckthorn oil, 40% of sesame oil, and 14% of poppyseed oil. High oleic variants of plant sources such as sunflower (~80%) and canola oil (70%) also have been developed. Consumption has been associated with decreased low-density lipoprotein (LDL) cholesterol, and possibly with increased high-density lipoprotein (HDL) cholesterol, however, the ability of oleic acid to raise HDL is still debated. Oleic acid may be responsible for the hypotensive (blood pressure reducing) effects of olive oil that is considered a health benefit. Oleic acid is used in manufacturing of surfactants, soaps, plasticizers. It is also used as an emulsifying agent in foods and pharmaceuticals. Oleic acid is used commercially in the preparation of oleates and lotions, and as a pharmaceutical solvent.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0000207
     RDKit          3D
Oleic acid
 54 53  0  0  0  0  0  0  0  0999 V2000
   -6.3665    1.9995    0.8770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4256    0.5166    1.1015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7428   -0.2404   -0.0352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2925    0.2245   -0.0651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5347   -0.4807   -1.1718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5095   -1.9541   -1.0277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9184   -2.5399    0.1807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4833   -2.3002    0.4822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0537   -0.9265    0.6722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1487   -0.2966   -0.0272 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6247   -0.8351   -1.1502 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1189   -0.8113   -0.8620 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929    0.6048   -0.6117 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1014    0.4962   -0.3356 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6066    1.8748   -0.0836 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0845    1.8301    0.1871 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3987    0.9893    1.3900 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8894    1.0142    1.5785 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6454    1.6466    0.8216 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4842    0.3132    2.6314 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1086    2.2561   -0.1694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6034    2.4667    1.5225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3511    2.4509    1.1646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9304    0.3029    2.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4836    0.1963    1.2122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1888    0.0294   -1.0142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8512   -1.3023    0.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3141    1.3011   -0.3403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8113    0.1431    0.9143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1542   -0.2718   -2.1099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6016    0.0362   -1.3453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0858   -2.3672   -1.9771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5904   -2.3038   -1.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0571   -3.6646    0.0989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5491   -2.2706    1.0622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2619   -2.9301    1.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8254   -2.8055   -0.2583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5466   -0.3679    1.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0483    0.7450    0.2617 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2642   -1.8180   -1.4471 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4390   -0.1696   -2.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6189   -1.2104   -1.7679 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3314   -1.3861    0.0511 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4425    1.2579   -1.4886 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647    1.0523    0.2506 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5262    0.0221   -1.2385 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2410   -0.2171    0.4936 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0974    2.3092    0.7951 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4173    2.4692   -1.0089 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6155    1.3969   -0.6892 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4157    2.8755    0.3577 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9504    1.3885    2.3123 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0949   -0.0543    1.2628 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6763   -0.6849    2.5088 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 16 50  1  0
 16 51  1  0
 17 52  1  0
 17 53  1  0
 20 54  1  0
M  END


  Mrv1652309272007412D          

 20 19  0  0  0  0            999 V2000
   -3.7393   -0.6182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4544   -0.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1677   -0.6182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8826   -0.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5958   -0.6182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8826    0.6182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0254   -0.2046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3102   -0.6160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5965   -0.2023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6574   -0.2013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1669   -0.2013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8821   -0.6127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8010   -0.6127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0859   -0.2013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3726   -0.6127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5149   -0.1991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2300   -0.6104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9438   -0.1968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6582   -0.6072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3718   -0.1932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  1  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
  9 12  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 10 15  1  0  0  0  0
 19 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0000557

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCC\C=C/CCCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H,19,20)/b10-9-

> <INCHI_KEY>
ZQPPMHVWECSIRJ-KTKRTIGZSA-N

> <FORMULA>
C18H34O2

> <MOLECULAR_WEIGHT>
282.4614

> <EXACT_MASS>
282.255880332

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
37.092366766057495

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(9Z)-octadec-9-enoic acid

> <ALOGPS_LOGP>
7.68

> <JCHEM_LOGP>
6.783798451000001

> <ALOGPS_LOGS>
-6.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.988167283903808

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
87.4022

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.21e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
oleic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000207
     RDKit          3D
Oleic acid
 54 53  0  0  0  0  0  0  0  0999 V2000
   -6.3665    1.9995    0.8770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4256    0.5166    1.1015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7428   -0.2404   -0.0352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2925    0.2245   -0.0651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5347   -0.4807   -1.1718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5095   -1.9541   -1.0277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9184   -2.5399    0.1807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4833   -2.3002    0.4822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0537   -0.9265    0.6722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1487   -0.2966   -0.0272 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6247   -0.8351   -1.1502 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1189   -0.8113   -0.8620 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929    0.6048   -0.6117 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1014    0.4962   -0.3356 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6066    1.8748   -0.0836 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0845    1.8301    0.1871 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3987    0.9893    1.3900 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8894    1.0142    1.5785 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6454    1.6466    0.8216 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4842    0.3132    2.6314 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1086    2.2561   -0.1694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6034    2.4667    1.5225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3511    2.4509    1.1646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9304    0.3029    2.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4836    0.1963    1.2122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1888    0.0294   -1.0142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8512   -1.3023    0.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3141    1.3011   -0.3403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8113    0.1431    0.9143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1542   -0.2718   -2.1099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6016    0.0362   -1.3453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0858   -2.3672   -1.9771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5904   -2.3038   -1.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0571   -3.6646    0.0989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5491   -2.2706    1.0622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2619   -2.9301    1.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8254   -2.8055   -0.2583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5466   -0.3679    1.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0483    0.7450    0.2617 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2642   -1.8180   -1.4471 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4390   -0.1696   -2.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6189   -1.2104   -1.7679 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3314   -1.3861    0.0511 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4425    1.2579   -1.4886 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647    1.0523    0.2506 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5262    0.0221   -1.2385 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2410   -0.2171    0.4936 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0974    2.3092    0.7951 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4173    2.4692   -1.0089 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6155    1.3969   -0.6892 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4157    2.8755    0.3577 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9504    1.3885    2.3123 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0949   -0.0543    1.2628 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6763   -0.6849    2.5088 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 16 50  1  0
 16 51  1  0
 17 52  1  0
 17 53  1  0
 20 54  1  0
M  END

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  C   UNK     0      -6.980  -1.154   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.315  -0.386   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -9.646  -1.154   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -10.981  -0.386   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0     -12.312  -1.154   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0     -10.981   1.154   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -5.647  -0.382   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.312  -1.150   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.980  -0.378   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.227  -0.376   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.312  -0.376   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.647  -1.144   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.229  -1.144   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.894  -0.376   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.562  -1.144   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.561  -0.372   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.896  -1.139   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.228  -0.367   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.562  -1.133   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.894  -0.361   0.000  0.00  0.00           C+0
CONECT    1    2    7                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4                                                            
CONECT    7    1    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   12                                                       
CONECT   10   11   15                                                       
CONECT   11   10   12                                                       
CONECT   12   11    9                                                       
CONECT   13   14   16                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10                                                       
CONECT   16   13   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   38    0
END

COMPND    HMDB0000207
HETATM    1  C1  UNL     1      -6.367   1.999   0.877  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.426   0.517   1.102  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.743  -0.240  -0.035  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.292   0.225  -0.065  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.535  -0.481  -1.172  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.510  -1.954  -1.028  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.918  -2.540   0.181  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.483  -2.300   0.482  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.054  -0.926   0.672  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.149  -0.297  -0.027  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.625  -0.835  -1.150  1.00  0.00           C  
HETATM   12  C12 UNL     1       2.119  -0.811  -0.862  1.00  0.00           C  
HETATM   13  C13 UNL     1       2.593   0.605  -0.612  1.00  0.00           C  
HETATM   14  C14 UNL     1       4.101   0.496  -0.336  1.00  0.00           C  
HETATM   15  C15 UNL     1       4.607   1.875  -0.084  1.00  0.00           C  
HETATM   16  C16 UNL     1       6.085   1.830   0.187  1.00  0.00           C  
HETATM   17  C17 UNL     1       6.399   0.989   1.390  1.00  0.00           C  
HETATM   18  C18 UNL     1       7.889   1.014   1.579  1.00  0.00           C  
HETATM   19  O1  UNL     1       8.645   1.647   0.822  1.00  0.00           O  
HETATM   20  O2  UNL     1       8.484   0.313   2.631  1.00  0.00           O  
HETATM   21  H1  UNL     1      -6.109   2.256  -0.169  1.00  0.00           H  
HETATM   22  H2  UNL     1      -5.603   2.467   1.522  1.00  0.00           H  
HETATM   23  H3  UNL     1      -7.351   2.451   1.165  1.00  0.00           H  
HETATM   24  H4  UNL     1      -5.930   0.303   2.062  1.00  0.00           H  
HETATM   25  H5  UNL     1      -7.484   0.196   1.212  1.00  0.00           H  
HETATM   26  H6  UNL     1      -6.189   0.029  -1.014  1.00  0.00           H  
HETATM   27  H7  UNL     1      -5.851  -1.302   0.187  1.00  0.00           H  
HETATM   28  H8  UNL     1      -4.314   1.301  -0.340  1.00  0.00           H  
HETATM   29  H9  UNL     1      -3.811   0.143   0.914  1.00  0.00           H  
HETATM   30  H10 UNL     1      -4.154  -0.272  -2.110  1.00  0.00           H  
HETATM   31  H11 UNL     1      -2.602   0.036  -1.345  1.00  0.00           H  
HETATM   32  H12 UNL     1      -3.086  -2.367  -1.977  1.00  0.00           H  
HETATM   33  H13 UNL     1      -4.590  -2.304  -1.064  1.00  0.00           H  
HETATM   34  H14 UNL     1      -3.057  -3.665   0.099  1.00  0.00           H  
HETATM   35  H15 UNL     1      -3.549  -2.271   1.062  1.00  0.00           H  
HETATM   36  H16 UNL     1      -1.262  -2.930   1.429  1.00  0.00           H  
HETATM   37  H17 UNL     1      -0.825  -2.806  -0.258  1.00  0.00           H  
HETATM   38  H18 UNL     1      -1.547  -0.368   1.493  1.00  0.00           H  
HETATM   39  H19 UNL     1       0.048   0.745   0.262  1.00  0.00           H  
HETATM   40  H20 UNL     1       0.264  -1.818  -1.447  1.00  0.00           H  
HETATM   41  H21 UNL     1       0.439  -0.170  -2.058  1.00  0.00           H  
HETATM   42  H22 UNL     1       2.619  -1.210  -1.768  1.00  0.00           H  
HETATM   43  H23 UNL     1       2.331  -1.386   0.051  1.00  0.00           H  
HETATM   44  H24 UNL     1       2.442   1.258  -1.489  1.00  0.00           H  
HETATM   45  H25 UNL     1       2.065   1.052   0.251  1.00  0.00           H  
HETATM   46  H26 UNL     1       4.526   0.022  -1.239  1.00  0.00           H  
HETATM   47  H27 UNL     1       4.241  -0.217   0.494  1.00  0.00           H  
HETATM   48  H28 UNL     1       4.097   2.309   0.795  1.00  0.00           H  
HETATM   49  H29 UNL     1       4.417   2.469  -1.009  1.00  0.00           H  
HETATM   50  H30 UNL     1       6.615   1.397  -0.689  1.00  0.00           H  
HETATM   51  H31 UNL     1       6.416   2.876   0.358  1.00  0.00           H  
HETATM   52  H32 UNL     1       5.950   1.388   2.312  1.00  0.00           H  
HETATM   53  H33 UNL     1       6.095  -0.054   1.263  1.00  0.00           H  
HETATM   54  H34 UNL     1       8.676  -0.685   2.509  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3   24   25
CONECT    3    4   26   27
CONECT    4    5   28   29
CONECT    5    6   30   31
CONECT    6    7   32   33
CONECT    7    8   34   35
CONECT    8    9   36   37
CONECT    9   10   10   38
CONECT   10   11   39
CONECT   11   12   40   41
CONECT   12   13   42   43
CONECT   13   14   44   45
CONECT   14   15   46   47
CONECT   15   16   48   49
CONECT   16   17   50   51
CONECT   17   18   52   53
CONECT   18   19   19   20
CONECT   20   54
END

HMDB0000207
     RDKit          3D
Oleic acid
 54 53  0  0  0  0  0  0  0  0999 V2000
   -6.3665    1.9995    0.8770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4256    0.5166    1.1015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7428   -0.2404   -0.0352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2925    0.2245   -0.0651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5347   -0.4807   -1.1718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5095   -1.9541   -1.0277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9184   -2.5399    0.1807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4833   -2.3002    0.4822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0537   -0.9265    0.6722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1487   -0.2966   -0.0272 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6247   -0.8351   -1.1502 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1189   -0.8113   -0.8620 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929    0.6048   -0.6117 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1014    0.4962   -0.3356 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6066    1.8748   -0.0836 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0845    1.8301    0.1871 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3987    0.9893    1.3900 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8894    1.0142    1.5785 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6454    1.6466    0.8216 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4842    0.3132    2.6314 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1086    2.2561   -0.1694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6034    2.4667    1.5225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3511    2.4509    1.1646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9304    0.3029    2.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4836    0.1963    1.2122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1888    0.0294   -1.0142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8512   -1.3023    0.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3141    1.3011   -0.3403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8113    0.1431    0.9143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1542   -0.2718   -2.1099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6016    0.0362   -1.3453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0858   -2.3672   -1.9771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5904   -2.3038   -1.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0571   -3.6646    0.0989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5491   -2.2706    1.0622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2619   -2.9301    1.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8254   -2.8055   -0.2583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5466   -0.3679    1.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0483    0.7450    0.2617 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2642   -1.8180   -1.4471 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4390   -0.1696   -2.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6189   -1.2104   -1.7679 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3314   -1.3861    0.0511 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4425    1.2579   -1.4886 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647    1.0523    0.2506 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5262    0.0221   -1.2385 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2410   -0.2171    0.4936 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0974    2.3092    0.7951 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4173    2.4692   -1.0089 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6155    1.3969   -0.6892 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4157    2.8755    0.3577 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9504    1.3885    2.3123 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0949   -0.0543    1.2628 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6763   -0.6849    2.5088 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 16 50  1  0
 16 51  1  0
 17 52  1  0
 17 53  1  0
 20 54  1  0
M  END

View in JSmol

Synonyms

Value	Source
(9Z)-Octadecenoic acid	ChEBI
(Z)-Octadec-9-enoic acid	ChEBI
18:1 N-9	ChEBI
18:1DElta9cis	ChEBI
C18:1 N-9	ChEBI
cis-9-Octadecenoic acid	ChEBI
cis-Delta(9)-Octadecenoic acid	ChEBI
cis-Oleic acid	ChEBI
FA 18:1	ChEBI
Octadec-9-enoic acid	ChEBI
Oelsaeure	ChEBI
Oleate	ChEBI
(9Z)-Octadecenoate	Generator
(Z)-Octadec-9-enoate	Generator
cis-9-Octadecenoate	Generator
cis-delta(9)-Octadecenoate	Generator
cis-Δ(9)-octadecenoate	Generator
cis-Δ(9)-octadecenoic acid	Generator
cis-Oleate	Generator
Octadec-9-enoate	Generator
(9Z)-9-Octadecenoate	HMDB
(9Z)-9-Octadecenoic acid	HMDB
(Z)-9-Octadecanoate	HMDB
(Z)-9-Octadecanoic acid	HMDB
9,10-Octadecenoate	HMDB
9,10-Octadecenoic acid	HMDB
9-(Z)-Octadecenoate	HMDB
9-(Z)-Octadecenoic acid	HMDB
9-Octadecenoate	HMDB
9-Octadecenoic acid	HMDB
Century CD fatty acid	HMDB
cis-Octadec-9-enoate	HMDB
cis-Octadec-9-enoic acid	HMDB
Distoline	HMDB
Emersol 210	HMDB
Emersol 211	HMDB
Emersol 213	HMDB
Emersol 220 white oleate	HMDB
Emersol 220 white oleic acid	HMDB
Emersol 221 low titer white oleate	HMDB
Emersol 221 low titer white oleic acid	HMDB
Emersol 233LL	HMDB
Emersol 6321	HMDB
Emersol 6333 NF	HMDB
Emersol 7021	HMDB
Glycon ro	HMDB
Glycon wo	HMDB
Groco 2	HMDB
Groco 4	HMDB
Groco 5l	HMDB
Groco 6	HMDB
Industrene 104	HMDB
Industrene 105	HMDB
Industrene 205	HMDB
Industrene 206	HMDB
L'acide oleique	HMDB
Metaupon	HMDB
Oelsauere	HMDB
Oleic acid extra pure	HMDB
Oleinate	HMDB
Oleinic acid	HMDB
Pamolyn	HMDB
Pamolyn 100	HMDB
Pamolyn 100 FG	HMDB
Pamolyn 100 FGK	HMDB
Pamolyn 125	HMDB
Priolene 6900	HMDB
Red oil	HMDB
Tego-oleic 130	HMDB
Vopcolene 27	HMDB
Wecoline oo	HMDB
Z-9-Octadecenoate	HMDB
Z-9-Octadecenoic acid	HMDB
Acid, 9-octadecenoic	HMDB
Acid, oleic	HMDB
9 Octadecenoic acid	HMDB
Acid, cis-9-octadecenoic	HMDB
cis 9 Octadecenoic acid	HMDB
FA(18:1(9Z))	HMDB
FA(18:1n9)	HMDB

Chemical Formula

C₁₈H₃₄O₂

Average Mass

282.4614 Da

Monoisotopic Mass

282.25588 Da

IUPAC Name

(9Z)-octadec-9-enoic acid

Traditional Name

oleic acid

CAS Registry Number

112-80-1

SMILES

CCCCCCCC\C=C/CCCCCCCC(O)=O

InChI Identifier

InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H,19,20)/b10-9-

InChI Key

ZQPPMHVWECSIRJ-KTKRTIGZSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Merangelgri			2022-10-12	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, experimental)	Merangelgri			2022-10-12	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, experimental)	Merangelgri			2022-10-12	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCL3, experimental)	merangelgri@uncg.edu	Not Available	Not Available	2024-05-11	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, CDCL3, experimental)	merangelgri@uncg.edu	Not Available	Not Available	2024-05-11	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CDCl₃, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Abelmoschus esculentus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Abies pinsapo	LOTUS Database	35616633
Abramis brama	FooDB	DTU Food
Abrus precatorius	LOTUS Database	35616633
Abutilon ramosum	LOTUS Database	35616633
Acacia x cedilloi	LOTUS Database	35616633
Achillea fragrantissima	LOTUS Database	35616633
Achyranthes aspera	LOTUS Database	35616633
Acipenseridae	FooDB	DTU Food
Aconitum japonicum	LOTUS Database	35616633
Acorus calamus	LOTUS Database	35616633
Actinidia chinensis	FooDB	DTU Food
Aegle marmelos	Plant	KNApSAcK
Agaricus bisporus	FooDB	DTU Food
Agaricus blazei	LOTUS Database	35616633
Agave	FooDB	FooDB
Agave decipiens	LOTUS Database	35616633
Ailanthus altissima	LOTUS Database	35616633
Allamanda cathartica	LOTUS Database	35616633
Allium ampeloprasum	FooDB	FooDB
Allium ascalonicum	FooDB	FooDB
Allium cepa	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Allium cepa L.	FooDB	DTU Food
Allium fistulosum	FooDB	FooDB
Allium hirtifolium	Plant	KNApSAcK
Allium obliquum	LOTUS Database	35616633
Allium sativum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Allium schoenoprasum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Allium tuberosum	FooDB	FooDB
Aloe vera	LOTUS Database	35616633
Aloysia triphylla	FooDB	FooDB
Alpinia oxyphylla	KNApSAcK Database	22123792
Amaranthus	FooDB	FooDB
Amaranthus caudatus	LOTUS Database	35616633
Amaranthus dubius	LOTUS Database	35616633
Amaranthus paniculatus	LOTUS Database	35616633
Amelanchier alnifolia	FooDB	FooDB
Anacardium occidentale	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Ananas comosus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Anarhichas lupus	FooDB	DTU Food
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	DTU Food
Anethum graveolens	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Angelica keiskei	FooDB	FooDB
Angelica pubescens	LOTUS Database	35616633
Anguilliformes	FooDB	DTU Food
Anisophyllea laurina	LOTUS Database	35616633
Annona cherimola	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Annona macroprophyllata	LOTUS Database	35616633
Annona muricata	FooDB	FooDB
Annona reticulata	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Annona squamosa	FooDB	FooDB
Anser anser	FooDB	FooDB
Anthriscus cerefolium	FooDB	DTU Food
Aphanamixis polystachya	KNApSAcK Database	22123792
Apios americana	LOTUS Database	35616633
Apium graveolens	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Apium graveolens var. dulce	FooDB	FooDB
Apium graveolens var. rapaceum	FooDB	DTU Food
Apium graveolens var. secalinum	FooDB	DTU Food
Arabidopsis thaliana	KNApSAcK Database	22123792
Arachis hypogaea	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Arctium lappa	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Areca catechu	LOTUS Database	35616633
Arisaema tortuosum	LOTUS Database	35616633
Armoracia rusticana	FooDB	DTU Food
Artemisia capillaris	KNApSAcK Database	22123792
Artemisia dracunculus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Artemisia vulgaris	FooDB	FooDB
Artocarpus altilis	FooDB	FooDB
Artocarpus heterophyllus	FooDB	FooDB
Asclepias syriaca	LOTUS Database	35616633
Asparagus officinalis	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Astacidea	FooDB	DTU Food
Astragalus hamosus	LOTUS Database	35616633
Atractylodes lancea	LOTUS Database	35616633
Attalea colenda	LOTUS Database	35616633
Attalea speciosa	FooDB	FooDB
Auricularia auricula-judae	FooDB	FooDB
Auricularia polytricha	FooDB	FooDB
Avena sativa L.	FooDB	DTU Food
Averrhoa carambola	KNApSAcK Database	22123792
Azima tetracantha	LOTUS Database	35616633
Basella alba	FooDB	FooDB
Bauhinia tomentosa	KNApSAcK Database	22123792
Belone belone	FooDB	DTU Food
Benincasa hispida	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Bertholletia excelsa	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Beta vulgaris	FooDB	FooDB
Beta vulgaris ssp. cicla	FooDB	DTU Food
Bison bison	FooDB	FooDB
Bocconia latisepala	LOTUS Database	35616633
Boerhavia diffusa	LOTUS Database	35616633
Borago officinalis	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Bos taurus	FooDB	DTU Food
Bos taurus X Bison bison	FooDB	FooDB
Brachyura	FooDB	DTU Food
Brassica alboglabra	FooDB	FooDB
Brassica hirta	KNApSAcK Database	22123792
Brassica juncea	FooDB	FooDB
Brassica napus	FooDB	DTU Food
Brassica napus var. napus	FooDB	DTU Food
Brassica oleracea	FooDB	DTU Food
Brassica oleracea var. botrytis	FooDB	DTU Food
Brassica oleracea var. capitata	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Brassica oleracea var. gemmifera	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Brassica oleracea var. gongylodes	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Brassica oleracea var. italica	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Brassica oleracea var. sabauda	FooDB	DTU Food
Brassica oleracea var. viridis	FooDB	FooDB
Brassica rapa	FooDB	DTU Food
Brassica rapa ssp. chinensis	FooDB	DTU Food
Brassica rapa var. pekinensis	FooDB	FooDB
Brassica rapa var. rapa	FooDB	DTU Food
Brassica ruvo	FooDB	FooDB
Bredemeyera brevifolia	LOTUS Database	35616633
Brosimum alicastrum	FooDB	FooDB
Brucea javanica	KNApSAcK Database	22123792
Brunfelsia americana	LOTUS Database	35616633
Bryonia alba	LOTUS Database	35616633
Bubalus bubalis	FooDB	FooDB
Bunium incrassatum	LOTUS Database	35616633
Byrsonima crassifolia	FooDB	FooDB
Cachrys sicula	LOTUS Database	35616633
Cajanus cajan	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Callyspongia fallax	LOTUS Database	35616633
Calophyllum calaba	KNApSAcK Database	22123792
Calophyllum inophyllum	KNApSAcK Database	22123792
Camellia sinensis	LOTUS Database	35616633
Canarium album	LOTUS Database	35616633
Canarium ovatum	FooDB	FooDB
Canavalia ensiformis	LOTUS Database	35616633
Cannabis sativa	CannabisDB	Not Available
Cantharellus cibarius	FooDB	DTU Food
Capparis spinosa	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Capra aegagrus hircus	FooDB	FooDB
Capsicum annuum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Capsicum annuum L.	FooDB	FooDB
Capsicum annuum var. annuum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Capsicum chinense	FooDB	FooDB
Capsicum pubescens	FooDB	FooDB
Carex capillifolia	LOTUS Database	35616633
Carica papaya	LOTUS Database	35616633
Carica papaya L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Caridea	FooDB	DTU Food
Carissa macrocarpa	FooDB	FooDB
Carthamus tinctorius	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Carum carvi	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Carya	FooDB	FooDB
Carya illinoinensis	FooDB	DTU Food
Cassia fistula	LOTUS Database	35616633
Castanea	FooDB	DTU Food
Castanea crenata	FooDB	FooDB
Castanea mollissima	FooDB	FooDB
Castanea sativa	FooDB	FooDB
Cedrela odorata	LOTUS Database	35616633
Celastrus paniculata	LOTUS Database	35616633
Celosia cristada	KNApSAcK Database	22123792
Centaurea aspera	LOTUS Database	35616633
Ceratonia siliqua	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Chamaecyparis formosensis	LOTUS Database	35616633
Chamaemelum nobile	FooDB	FooDB
Chamerion angustifolium	FooDB	FooDB
Chenopodium album	FooDB	FooDB
Chenopodium quinoa	FooDB	FooDB
Chlamydomonas reinhardtii	LOTUS Database	35616633
Chrysanthemum coronarium	FooDB	FooDB
Cicer arietinum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Cichorium endivia	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Cichorium intybus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Cinnamomum	FooDB	DTU Food
Cinnamomum aromaticum	FooDB	FooDB
Cinnamomum triplinerve	LOTUS Database	35616633
Cinnamomum verum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Cirsium	FooDB	DTU Food
Citrullus colocynthis	LOTUS Database	35616633
Citrullus lanatus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Citrus ×limon (L.) Burm. f. (pro sp.)	FooDB	DTU Food
Citrus aurantiifolia	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Citrus latifolia	FooDB	FooDB
Citrus limon	FooDB	DTU Food
Citrus maxima	FooDB	FooDB
Citrus paradisi	FooDB	DTU Food
Citrus reticulata	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Citrus X sinensis (L.) Osbeck (pro. sp.)	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Cladosporium cladosporioides	LOTUS Database	35616633
Cleistanthus collinus	LOTUS Database	35616633
Cleome amblyocarpa	LOTUS Database	35616633
Clitoria ternata	KNApSAcK Database	22123792
Clitoria ternatea	LOTUS Database	35616633
Clupeinae	FooDB	DTU Food
Cocos nucifera	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Coffea arabica L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Coffea canephora	FooDB	DTU Food
Coix lacryma-jobi	LOTUS Database	35616633
Colletia spinosissima	LOTUS Database	35616633
Colocasia esculenta	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Columba	FooDB	FooDB
Columbidae	FooDB	DTU Food
Corchorus aestuans	LOTUS Database	35616633
Corchorus olitorius	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Cordia sinensis	LOTUS Database	35616633
Coregonus	FooDB	DTU Food
Coriandrum sativum L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Corylus	FooDB	DTU Food
Corylus avellana	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Crateva religiosa	FooDB	FooDB
Cratoneuron filicinum	LOTUS Database	35616633
Crocus sativus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Crotalaria pallida	LOTUS Database	35616633
Crotalaria retusa	LOTUS Database	35616633
Cryptolepis buchananii	LOTUS Database	35616633
Cryptostegia grandiflora	LOTUS Database	35616633
Cucumis melo	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Cucumis metuliferus	FooDB	FooDB
Cucumis sativus	LOTUS Database	35616633
Cucumis sativus L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Cucurbita	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Cucurbita foetidissima	LOTUS Database	35616633
Cucurbita maxima	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Cucurbita moschata	FooDB	FooDB
Cucurbita pepo	LOTUS Database	35616633
Cuminum cyminum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Cuphea appendiculata	LOTUS Database	35616633
Curcuma longa	Plant	KNApSAcK
Curcurbita pepo L.	-	KNApSAcK
Cyamopsis tetragonoloba	LOTUS Database	35616633
Cyclopteridae	FooDB	DTU Food
Cydonia oblonga	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Cymbopogon citratus	FooDB	FooDB
Cynara cardunculus	FooDB	FooDB
Cynara scolymus	FooDB	DTU Food
Cynomorium songaricum	LOTUS Database	35616633
Dalbergia lanceolaria	LOTUS Database	35616633
Datura innoxial	KNApSAcK Database	22123792
Datura metel	KNApSAcK Database	22123792
Datura stramonium	LOTUS Database	35616633
Daucus carota	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Daucus carota ssp. sativus	KNApSAcK Database	22123792
Delonix regia	LOTUS Database	35616633
Dictamnus albus	LOTUS Database	35616633
Dimocarpus longan	FooDB	FooDB
Dioscorea	FooDB	DTU Food
Dioscorea pentaphylla	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Diospyros	FooDB	DTU Food
Diospyros kaki	FooDB	FooDB
Diospyros virginiana	FooDB	FooDB
Diplotaxis harra	LOTUS Database	35616633
Dipteryx lacunifera	LOTUS Database	35616633
Dipteryx odorata	LOTUS Database	35616633
Dirca palustris	LOTUS Database	35616633
Dromaius novaehollandiae	FooDB	FooDB
Drymaria cordata	KNApSAcK Database	22123792
Dryopteris carthusiana	LOTUS Database	35616633
Drypetes roxburghii	LOTUS Database	35616633
Duhaldea cappa	LOTUS Database	35616633
Durio zibethinus	FooDB	FooDB
Dysphania ambrosioides	FooDB	FooDB
Elaeagnus angustifolia	LOTUS Database	35616633
Elaeis	FooDB	DTU Food
Elaeis guineensis	LOTUS Database	35616633
Eleocharis dulcis	FooDB	FooDB
Elettaria cardamomum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Eleutherine bulbosa	LOTUS Database	35616633
Eleutherococcus sessiliflorus	LOTUS Database	35616633
Empetrum nigrum	FooDB	FooDB
Engraulidae	FooDB	DTU Food
Epilobium parviflorum	LOTUS Database	35616633
Equilabium molle	LOTUS Database	35616633
Equus caballus	FooDB	FooDB
Eragrostis tef	FooDB	FooDB
Erigeron caucasicus	LOTUS Database	35616633
Erigeron philadelphicus	LOTUS Database	35616633
Eriobotrya japonica	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Eruca vesicaria subsp. Sativa	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Erycibe expansa	KNApSAcK Database	22123792
Erythrina suberosa	LOTUS Database	35616633
Erythroxylum monogynum	LOTUS Database	35616633
Esox lucius	FooDB	DTU Food
Eucheuma	FooDB	DTU Food
Eugenia javanica	FooDB	FooDB
Eugenia uniflora	FooDB	FooDB
Euphausia superba	LOTUS Database	35616633
Euphorbia niciciana	LOTUS Database	35616633
Eutrema japonicum	FooDB	FooDB
Fagopyrum esculentum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Fagopyrum tataricum	FooDB	FooDB
Fagus	FooDB	FooDB
Feijoa sellowiana	FooDB	FooDB
Fernandoa adenophylla	LOTUS Database	35616633
Ferula assa-foetida	KNApSAcK Database	22123792
Ficus carica	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Flammulina velutipes	FooDB	FooDB
flavus		Not Available
Foeniculum vulgare	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Fragaria x ananassa	FooDB	DTU Food
Frullania incumbens	KNApSAcK Database	22123792
Fumaria vaillantii	LOTUS Database	35616633
Gadiformes	FooDB	DTU Food
Gadus	FooDB	DTU Food
Gallus gallus	FooDB	DTU Food
Ganoderma australe	LOTUS Database	35616633
Garcinia dulcis	LOTUS Database	35616633
Garcinia mangostana	FooDB	FooDB
Gardenia resinifera	LOTUS Database	35616633
Gastropoda	FooDB	DTU Food
Gaylussacia baccata	FooDB	FooDB
Ginkgo biloba	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Gladiolus italicus	LOTUS Database	35616633
Glycine max	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Gnetum edule	LOTUS Database	35616633
Gossypium	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Gossypium hirsutum	LOTUS Database	35616633
Gremmeniella abietina	LOTUS Database	35616633
Grifola frondosa	FooDB	FooDB
Gustavia longifolia	LOTUS Database	35616633
Hansenia weberbaueriana	LOTUS Database	35616633
Hedysarum alpinum	FooDB	FooDB
Helianthus annuus L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Helianthus tuberosus	FooDB	DTU Food
Helichrysum amorginum	LOTUS Database	35616633
Heracleum sphondylium	LOTUS Database	35616633
Hibiscus cannabinus	LOTUS Database	35616633
Hibiscus sabbariffa	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Hibiscus sabdariffa	LOTUS Database	35616633
Hippoglossus hippoglossus	FooDB	DTU Food
Hippophae rhamnoides	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Hirschfeldia incana	LOTUS Database	35616633
Hordeum vulgare	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Houttuynia cordata	LOTUS Database	35616633
Hoya ovalifolia	LOTUS Database	35616633
Humulus lupulus	LOTUS Database	35616633
Hydnora johannis	LOTUS Database	35616633
Hygrophila auriculata	LOTUS Database	35616633
Hygrophorus chrysodon	LOTUS Database	35616633
Hyoscyamus niger	KNApSAcK Database	22123792
Hypera postica	LOTUS Database	35616633
Hypericum maculatum	LOTUS Database	35616633
Hypericum tomentosum	LOTUS Database	35616633
Hyssopus officinalis L.	FooDB	FooDB
Illicium verum	FooDB	FooDB
Inga aptera	LOTUS Database	35616633
Inula grandis	LOTUS Database	35616633
Ipomoea aquatica	FooDB	FooDB
Ipomoea batatas	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Iris sofarana	LOTUS Database	35616633
Iris soforana	KNApSAcK Database	22123792
Irvingia gabonensis	LOTUS Database	35616633
Isatis tinctoria	KNApSAcK Database	22123792
Ixora coccinea	LOTUS Database	35616633
Jasminum fluminense	LOTUS Database	35616633
Jatropha curcas	LOTUS Database	35616633
Jatropha curcus	KNApSAcK Database	22123792
Jatropha gossypifolia	LOTUS Database	35616633
Jodina rhombifolia	LOTUS Database	35616633
Juglans	FooDB	DTU Food
Juglans ailanthifolia	FooDB	FooDB
Juglans cinerea	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Juglans nigra L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Juglans regia	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Juniperus formosana	LOTUS Database	35616633
Juniperus phoenicea	LOTUS Database	35616633
Justicia heterocarpa	LOTUS Database	35616633
Justicia heterocarpa T.ANDERS	KNApSAcK Database	22123792
Khaya senegalensis	LOTUS Database	35616633
Lablab purpureus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Lactarius deliciosus	LOTUS Database	35616633
Lactuca sativa	FooDB	15986496
Lactuca serriola	LOTUS Database	35616633
Lagenaria breviflora	LOTUS Database	35616633
Lagenaria siceraria	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Lagerstroemia speciosa	LOTUS Database	35616633
Lagerstroemia thomsonil	KNApSAcK Database	22123792
Lagopus muta	FooDB	DTU Food
Laminaria japonica	KNApSAcK Database	22123792
Lantana strigocamara	LOTUS Database	35616633
Larix gmelini	LOTUS Database	35616633
Lathraea squamaria	LOTUS Database	35616633
Lathyrus sativus	FooDB	FooDB
Laurus nobilis	KNApSAcK Database	22123792
Laurus nobilis L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Lens culinaris	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Lentinus edodes	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Lepidium sativum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Leporidae	FooDB	DTU Food
Leptolyngbya tenuis	LOTUS Database	35616633
Lepus timidus	FooDB	DTU Food
Levisticum officinale	FooDB	FooDB
Ligustrum lucidum	LOTUS Database	35616633
Lilium longiflorum	LOTUS Database	35616633
Limanda limanda	FooDB	DTU Food
Lindera neesiana	LOTUS Database	35616633
Linum scabrellum	Plant	KNApSAcK
Linum usitatissimum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Litchi chinensis	FooDB	DTU Food
Lota lota	FooDB	DTU Food
Luffa aegyptiaca	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Lupinus	FooDB	FooDB
Lupinus albus	KNApSAcK Database	22123792
Lupinus angustifolius	LOTUS Database	35616633
Lygodium japonicum	LOTUS Database	35616633
Macadamia	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Macadamia integrifolia	LOTUS Database	35616633
Macadamia tetraphylla	FooDB	FooDB
Macrococculus pomiferus	LOTUS Database	35616633
Malpighia emarginata	FooDB	FooDB
Malus	FooDB	DTU Food
Malus pumila	FooDB	16448186
Malva sylvestris	LOTUS Database	35616633
Mammea americana	FooDB	FooDB
Mandragora autumnalis	KNApSAcK Database	22123792
Mangifera indica	KNApSAcK Database	22123792
Manihot esculenta	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Manilkara zapota	FooDB	FooDB
Maranta arundinacea	FooDB	FooDB
Matricaria recutita	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Matteuccia struthiopteris	FooDB	FooDB
Medicago sativa	FooDB	DTU Food
Melanitta fusca	FooDB	FooDB
Melanogrammus aeglefinus	FooDB	DTU Food
Meleagris gallopavo	FooDB	DTU Food
Melicope lunu-ankenda	LOTUS Database	35616633
Melissa officinalis L.	FooDB	FooDB
Mentha	FooDB	FooDB
Mentha aquatica	FooDB	FooDB
Mentha arvensis	FooDB	FooDB
Mentha spicata	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Mentha x piperita	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Merlangius merlangus	FooDB	DTU Food
Mespilus germanica	FooDB	FooDB
Metroxylon sagu	FooDB	FooDB
Micromesistius poutassou	FooDB	DTU Food
Microstomus kitt	FooDB	DTU Food
Mitracarpus hirtus	LOTUS Database	35616633
Molva molva	FooDB	DTU Food
Momordica charantia	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Monotropa uniflora	LOTUS Database	35616633
Morchellaceae	FooDB	FooDB
Morella rubra	FooDB	FooDB
Moringa oleifera	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Mortierella hygrophila	LOTUS Database	35616633
Morus	FooDB	FooDB
Morus nigra	FooDB	FooDB
Mucuna puriens	Plant	KNApSAcK
Mus musculus	LOTUS Database	35616633
Musa acuminata	FooDB	FooDB
Musa paradisiaca	LOTUS Database	35616633
Musa x paradisiaca	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Myrica	FooDB	FooDB
Myristica fragrans	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Myrmekioderma rea	LOTUS Database	35616633
Mytilidae	FooDB	DTU Food
Narthecium ossifragum	LOTUS Database	35616633
Nelumbo	FooDB	FooDB
Nelumbo nucifera	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Nepeta cataria	LOTUS Database	35616633
Nephelium lappaceum	FooDB	FooDB
Nephropidae	FooDB	DTU Food
Nephrops norvegicus	FooDB	DTU Food
Nicotiana tabacum	LOTUS Database	35616633
Nigella sativa	LOTUS Database	35616633
Nigella sativa L	KNApSAcK Database	22123792
Nigrospora oryzae	LOTUS Database	35616633
Notopterygium incisum	KNApSAcK Database	22123792
Numida meleagris	FooDB	FooDB
Nuphar lutea	FooDB	FooDB
Nymphaea alba	KNApSAcK Database	22123792
Ocimum basilicum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Octopus vulgaris	FooDB	DTU Food
Odocoileus	FooDB	FooDB
Oecophylla smaragdina	LOTUS Database	35616633
Oenothera biennis	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Olea europaea	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Oncorhynchus mykiss	FooDB	DTU Food
Ononis natrix	LOTUS Database	35616633
Opisthoplatia orientalis	LOTUS Database	35616633
Opuntia	FooDB	DTU Food
Opuntia cochenillifera	FooDB	FooDB
Opuntia macrorhiza	FooDB	FooDB
Origanum majorana	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Origanum onites	FooDB	FooDB
Origanum vulgare	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Origanum X majoricum	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Oryza rufipogon	FooDB	FooDB
Oryza sativa	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Ovis aries	FooDB	DTU Food
Pachyrhizus erosus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Paeonia lactiflora	LOTUS Database	35616633
Panax ginseng	KNApSAcK Database	22123792
Panax quinquefolius	LOTUS Database	35616633
Pandanus conoideus Lam	KNApSAcK Database	22123792
Pangium edule	FooDB	FooDB
Panicum miliaceum	FooDB	DTU Food
Papaver	FooDB	DTU Food
Papaver bracteatum	LOTUS Database	35616633
Paramacrolobium coeruleum	LOTUS Database	35616633
Parinari montana	LOTUS Database	35616633
Passiflora edulis	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Passiflora incarnata	LOTUS Database	35616633
Pastinaca sativa	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Pediomelum esculentum	FooDB	FooDB
Penicillium turbatum	LOTUS Database	35616633
Pentaclethra macrophylla	LOTUS Database	35616633
Perciformes	FooDB	DTU Food
Perideridia oregana	FooDB	FooDB
Persea americana	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Persicaria minor	LOTUS Database	35616633
Petasites japonicus	FooDB	FooDB
Petiveria alliacea	LOTUS Database	35616633
Petroselinum crispum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Phaseolus coccineus	FooDB	FooDB
Phaseolus lunatus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Phaseolus vulgaris	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Phellinus pomaceus	LOTUS Database	35616633
Phellodendron chinense	LOTUS Database	35616633
Phoenix dactylifera	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Photinia melanocarpa	FooDB	FooDB
Phyllostachys edulis	FooDB	DTU Food
Physalis	FooDB	DTU Food
Physalis philadelphica var. immaculata	FooDB	FooDB
Phytolacca americana	FooDB	FooDB
Picea jezoensis	LOTUS Database	35616633
Picea obovata	LOTUS Database	35616633
Pimenta dioica	FooDB	FooDB
Pimpinella anisum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Pinus	FooDB	DTU Food
Pinus edulis	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Pinus jeffreyi	LOTUS Database	35616633
Pinus pinaster	LOTUS Database	35616633
Pinus radiata	LOTUS Database	35616633
Pinus resinosa	LOTUS Database	35616633
Pinus sibirica	KNApSAcK Database	22123792
Piper nigrum L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Pistacia vera	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Pisum sativum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Pithecellobium dulce	LOTUS Database	35616633
Plantago ovata	LOTUS Database	35616633
Pleuronectidae	FooDB	DTU Food
Pleuronectiformes	FooDB	DTU Food
Pleurotus ostreatus	FooDB	DTU Food
Pollachius	FooDB	DTU Food
Polygala tenuifolia	LOTUS Database	35616633
Polygonum alpinum	FooDB	FooDB
Polygonum minus	KNApSAcK Database	22123792
Pongamia pinnata	LOTUS Database	35616633
Populus tremula	LOTUS Database	35616633
Populus tremuloides	LOTUS Database	35616633
Portulaca oleracea	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Potentilla asiatica	KNApSAcK Database	22123792
Potentilla desertorum	KNApSAcK Database	22123792
Potentilla orientalis	KNApSAcK Database	22123792
Poterium polygamum	-	KNApSAcK
Pouteria sapota	FooDB	FooDB
Prunus africana	LOTUS Database	35616633
Prunus armeniaca	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Prunus avium	FooDB	FooDB
Prunus avium L.	FooDB	DTU Food
Prunus cerasus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Prunus domestica	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Prunus dulcis	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Prunus laurocerasus	LOTUS Database	35616633
Prunus mume	LOTUS Database	35616633
Prunus persica	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Prunus persica var. nucipersica	FooDB	DTU Food
Prunus persica var. persica	FooDB	FooDB
Prunus tomentosa	FooDB	FooDB
Prunus virginiana	FooDB	FooDB
Psidium cattleianum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Psidium guajava	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Psophocarpus tetragonolobus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Pterodon emarginatus	LOTUS Database	35616633
Punica granatum	KNApSAcK Database	22123792
Pyrus communis	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Pyrus pyrifolia	FooDB	FooDB
Quercus	FooDB	FooDB
Ranidae	FooDB	DTU Food
Raphanus sativus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Raphanus sativus var. longipinnatus	FooDB	DTU Food
Raphanus sativus var. sativus	FooDB	FooDB
Reinhardtius hippoglossoides	FooDB	DTU Food
Rheum rhabarbarum	FooDB	DTU Food
Rhodotorula glutinis	LOTUS Database	35616633
Ribes aureum	FooDB	FooDB
Ribes glandulosum	FooDB	FooDB
Ribes nigrum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Ribes rubrum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Ribes uva-crispa	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Rosa	FooDB	DTU Food
Rosa platyacantha	LOTUS Database	35616633
Rosa taiwanensis	LOTUS Database	35616633
Rubus arcticus	FooDB	FooDB
Rubus chamaemorus	FooDB	FooDB
Rubus idaeus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Rubus occidentalis	FooDB	FooDB
Rubus spectabilis	FooDB	FooDB
Rudbeckia fulgida	LOTUS Database	35616633
Rumex	FooDB	FooDB
Rumex acetosa	FooDB	DTU Food
Rumex articus	FooDB	FooDB
Saccharina japonica	FooDB	DTU Food
Sagittaria latifolia	FooDB	FooDB
Salix pulchra	FooDB	FooDB
Salmonella enterica	LOTUS Database	35616633
Salmonidae	FooDB	DTU Food
Salpa thompsoni	LOTUS Database	35616633
Salsola collina	LOTUS Database	35616633
Salsola longifolia	LOTUS Database	35616633
Salvelinus	FooDB	DTU Food
Salvelinus namaycush	FooDB	DTU Food
Salvia elegans	FooDB	FooDB
Salvia fruticosa	LOTUS Database	35616633
Salvia hispanica	FooDB	FooDB
Salvia officinalis	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Salvia rosmarinus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Sambucus nigra	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Sambucus nigra L.	FooDB	DTU Food
Sander lucioperca	FooDB	DTU Food
Santalum album	KNApSAcK Database	22123792
Santalum obtusifolium	LOTUS Database	35616633
Satureja hortensis L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Satureja montana	FooDB	FooDB
Saussurea japonica	LOTUS Database	35616633
Saussurea medusa	LOTUS Database	35616633
Saxifraga stolonifera	LOTUS Database	35616633
Saxifraga stolonifera Meerb.	KNApSAcK Database	22123792
Scaevola spinescens	LOTUS Database	35616633
Scleroderma polyrhizum	LOTUS Database	35616633
Scolochloa festucacea	LOTUS Database	35616633
Scomber japonicus	LOTUS Database	35616633
Scombridae	FooDB	DTU Food
Scophthalmus maximus	FooDB	DTU Food
Scorzonera hispanica	FooDB	DTU Food
Scrophularia nodosa	LOTUS Database	35616633
Scrophularia rubricaulis	LOTUS Database	35616633
Scurrula atropurpurea	KNApSAcK Database	22123792
Scurrura atropurpurea	-	KNApSAcK
Scutellaria baicalensis	LOTUS Database	35616633
Scytosiphon lomentaria	LOTUS Database	35616633
Sebastes alutus	FooDB	DTU Food
Sebastes viviparus	FooDB	DTU Food
Sebastiana sebiferum	-	KNApSAcK
Secale cereale	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Sechium edule	FooDB	DTU Food
Senna alexandrina	LOTUS Database	35616633
Serenoa repens	LOTUS Database	35616633
Sesamum indicum	KNApSAcK Database	22123792
Sesamum orientale	KNApSAcK Database	22123792
Sesbania bispinosa	FooDB	FooDB
Sideritis taurica	LOTUS Database	35616633
Siluriformes	FooDB	DTU Food
Silybum marianum	LOTUS Database	35616633
Sinapis alba	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Sisymbrium	FooDB	FooDB
Solanum argentinum	LOTUS Database	35616633
Solanum lycopersicum	FooDB	Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Solanum lycopersicum var. cerasiforme	FooDB	FooDB
Solanum lycopersicum var. lycopersicum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Solanum melongena	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Solanum quitoense	FooDB	FooDB
Solanum tuberosum	KNApSAcK Database	22123792
Sorbus aucuparia	FooDB	FooDB
Sorghum bicolor	FooDB	FooDB
Spermacoce pusilla	LOTUS Database	35616633
Spinacia oleracea	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Squalus acanthias	FooDB	DTU Food
Stangeria eriopus	LOTUS Database	35616633
Stellaria dichotoma	LOTUS Database	35616633
Sterculia tragacantha	LOTUS Database	35616633
Streptomyces rochei	LOTUS Database	35616633
Streptomyces sundarbansensis	LOTUS Database	35616633
Struthio camelus	FooDB	FooDB
Strychnos spinosa	LOTUS Database	35616633
Stuckenia pectinata	LOTUS Database	35616633
Suaeda aegyptiaca	LOTUS Database	35616633
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	DTU Food
Syagrus romanzoffiana	LOTUS Database	35616633
Syzygium aromaticum	FooDB	FooDB
Syzygium cumini	FooDB	FooDB
Syzygium jambos	FooDB	FooDB
Talaromyces flavus	LOTUS Database	35616633
Tamarindus indica	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Taraxacum officinale	KNApSAcK Database	22123792
Taxus mairei	LOTUS Database	35616633
Terminalia chebula	Plant	KNApSAcK
Tetragonia tetragonioides	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Thelesperma	FooDB	FooDB
Theobroma cacao	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Thunnus	FooDB	DTU Food
Thymus pulegioides	FooDB	FooDB
Thymus vulgaris	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Tilia cordata	FooDB	KNAPSACK
Tilia cordata Mill.	KNApSAcK Database	22123792
Tilia L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Tilia tomentosa	LOTUS Database	35616633
Toona sinensis	LOTUS Database	35616633
Tragopogon porrifolius	FooDB	FooDB
Trichodesma zeylanicum	LOTUS Database	35616633
Trichosanthes tricuspidata	LOTUS Database	35616633
Trifolium incarnatum	LOTUS Database	35616633
Trigonella foenum-graecum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Tripneustes ventricosus	LOTUS Database	35616633
Trisopterus esmarkii	FooDB	DTU Food
Triticum	FooDB	DTU Food
Triticum aestivum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Triticum durum	FooDB	DTU Food
Triticum spelta	FooDB	FooDB
Triticum turanicum	FooDB	FooDB
Triticum turgidum	LOTUS Database	35616633
Tritrichomonas suis	LOTUS Database	35616633
Trypanosoma brucei	LOTUS Database	35616633
Turnera ulmifolia	LOTUS Database	35616633
Tylosema esculentum	LOTUS Database	35616633
Typha angustifolia	FooDB	FooDB
Vaccinium	FooDB	DTU Food
Vaccinium angustifolium	FooDB	FooDB
Vaccinium angustifolium X Vaccinium corymbosum	FooDB	FooDB
Vaccinium arboreum	FooDB	FooDB
Vaccinium corymbosum	FooDB	FooDB
Vaccinium deliciosum	FooDB	FooDB
Vaccinium elliottii	FooDB	FooDB
Vaccinium macrocarpon	FooDB	FooDB
Vaccinium myrtilloides	FooDB	FooDB
Vaccinium myrtillus	FooDB	DTU Food
Vaccinium ovalifolium	FooDB	FooDB
Vaccinium ovatum	FooDB	FooDB
Vaccinium oxycoccos	FooDB	FooDB
Vaccinium parvifolium	FooDB	FooDB
Vaccinium reticulatum	FooDB	FooDB
Vaccinium stamineum	FooDB	FooDB
Vaccinium uliginosum	FooDB	FooDB
Vaccinium vitis-idaea	FooDB	DTU Food
Vachellia constricta	LOTUS Database	35616633
Vachellia nilotica	LOTUS Database	35616633
Valerianella locusta	FooDB	FooDB
Vanilla	FooDB	FooDB
Ventilago denticulata	LOTUS Database	35616633
Verbena officinalis	FooDB	FooDB
Viburnum edule	FooDB	FooDB
Vicia faba	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Vigna aconitifolia	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Vigna angularis	FooDB	DTU Food
Vigna mungo	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Vigna radiata	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Vigna umbellata	FooDB	FooDB
Vigna unguiculata	FooDB	FooDB
Vigna unguiculata ssp. cylindrica	FooDB	FooDB
Vigna unguiculata ssp. unguiculata	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Vigna unguiculata var. sesquipedalis	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Virola surinamensis	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Vitellaria paradoxa	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Vitex trifolia	KNApSAcK Database	22123792
Vitis	FooDB	DTU Food
Vitis aestivalis	FooDB	FooDB
Vitis labrusca	FooDB	FooDB
Vitis rotundifolia	FooDB	FooDB
Vitis vinifera	LOTUS Database	35616633
Vitis vinifera L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Withania somnifera	Plant	KNApSAcK
Xanthosoma sagittifolium	FooDB	FooDB
Zanthoxylum gilletii	LOTUS Database	35616633
Zea mays L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Zingiber officinale	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Zizania	FooDB	FooDB
Zizania aquatica	FooDB	FooDB
Ziziphus jujuba	LOTUS Database	35616633
Ziziphus spina-christi	LOTUS Database	35616633
Ziziphus zizyphus	FooDB	FooDB

Species Where Detected

Species Name	Source	Reference
Escherichia coli	KNApSAcK Database	22123792
Homo sapiens (Serum)	KNApSAcK Database	22123792
Homo sapiens (Urine)	KNApSAcK Database	22123792

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Long-chain fatty acids

Alternative Parents

Substituents

Long-chain fatty acid
Unsaturated fatty acid
Straight chain fatty acid
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

octadec-9-enoic acid (CHEBI:16196 )
Unsaturated fatty acids (C00712 )
Monounsaturated fatty acids (C00712 )
Unsaturated fatty acids (LMFA01030002 )

Physical Properties

State

Liquid

Experimental Properties

Property	Value	Reference
Melting Point	13.4 °C	Not Available
Boiling Point	194.00 to 195.00 °C. @ 1.20 mm Hg	The Good Scents Company Information System
Water Solubility	0.012 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	7.698 (est)	The Good Scents Company Information System

Predicted Properties

Property	Value	Source
Water Solubility	0.00012 g/L	ALOGPS
logP	7.68	ALOGPS
logP	6.78	ChemAxon
logS	-6.4	ALOGPS
pKa (Strongest Acidic)	4.99	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	87.4 m³·mol⁻¹	ChemAxon
Polarizability	37.09 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0000207

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Oleic_acid

METLIN ID

190

PubChem Compound

445639

PDB ID

Not Available

ChEBI ID

16196

Good Scents ID

rw1029521

References

General References

Sreekumar A, Poisson LM, Rajendiran TM, Khan AP, Cao Q, Yu J, Laxman B, Mehra R, Lonigro RJ, Li Y, Nyati MK, Ahsan A, Kalyana-Sundaram S, Han B, Cao X, Byun J, Omenn GS, Ghosh D, Pennathur S, Alexander DC, Berger A, Shuster JR, Wei JT, Varambally S, Beecher C, Chinnaiyan AM: Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Nature. 2009 Feb 12;457(7231):910-4. doi: 10.1038/nature07762. [PubMed:19212411 ]
Hoffmann GF, Meier-Augenstein W, Stockler S, Surtees R, Rating D, Nyhan WL: Physiology and pathophysiology of organic acids in cerebrospinal fluid. J Inherit Metab Dis. 1993;16(4):648-69. [PubMed:8412012 ]
Takahashi K, Rytting JH: Novel approach to improve permeation of ondansetron across shed snake skin as a model membrane. J Pharm Pharmacol. 2001 Jun;53(6):789-94. [PubMed:11428654 ]
Jensen MD: Gender differences in regional fatty acid metabolism before and after meal ingestion. J Clin Invest. 1995 Nov;96(5):2297-303. [PubMed:7593616 ]
Russell AP, Somm E, Debigare R, Hartley O, Richard D, Gastaldi G, Melotti A, Michaud A, Giacobino JP, Muzzin P, LeBlanc P, Maltais F: COPD results in a reduction in UCP3 long mRNA and UCP3 protein content in types I and IIa skeletal muscle fibers. J Cardiopulm Rehabil. 2004 Sep-Oct;24(5):332-9. [PubMed:15602154 ]
Crocker I, Lawson N, Daniels I, Baker P, Fletcher J: Significance of fatty acids in pregnancy-induced immunosuppression. Clin Diagn Lab Immunol. 1999 Jul;6(4):587-93. [PubMed:10391868 ]
Colette C, Percheron C, Pares-Herbute N, Michel F, Pham TC, Brillant L, Descomps B, Monnier L: Exchanging carbohydrates for monounsaturated fats in energy-restricted diets: effects on metabolic profile and other cardiovascular risk factors. Int J Obes Relat Metab Disord. 2003 Jun;27(6):648-56. [PubMed:12833107 ]
Christophe AB, De Greyt WF, Delanghe JR, Huyghebaert AD: Substituting enzymatically interesterified butter for native butter has no effect on lipemia or lipoproteinemia in Man. Ann Nutr Metab. 2000;44(2):61-7. [PubMed:10970994 ]
de la Maza MP, Hirsch S, Nieto S, Petermann M, Bunout D: Fatty acid composition of liver total lipids in alcoholic patients with and without liver damage. Alcohol Clin Exp Res. 1996 Nov;20(8):1418-22. [PubMed:8947319 ]
Droke EA, Briske-Anderson M, Lukaski HC: Fatty acids alter monolayer integrity, paracellular transport, and iron uptake and transport in Caco-2 cells. Biol Trace Elem Res. 2003 Dec;95(3):219-32. [PubMed:14665727 ]
Valjakka-Koskela R, Hirvonen J, Monkkonen J, Kiesvaara J, Antila S, Lehtonen L, Urtti A: Transdermal delivery of levosimendan. Eur J Pharm Sci. 2000 Oct;11(4):343-50. [PubMed:11033078 ]
Jones AE, Stolinski M, Smith RD, Murphy JL, Wootton SA: Effect of fatty acid chain length and saturation on the gastrointestinal handling and metabolic disposal of dietary fatty acids in women. Br J Nutr. 1999 Jan;81(1):37-43. [PubMed:10341674 ]
Thielitz A, Helmdach M, Ropke EM, Gollnick H: Lipid analysis of follicular casts from cyanoacrylate strips as a new method for studying therapeutic effects of antiacne agents. Br J Dermatol. 2001 Jul;145(1):19-27. [PubMed:11453902 ]
Richieri GV, Ogata RT, Kleinfeld AM: Equilibrium constants for the binding of fatty acids with fatty acid-binding proteins from adipocyte, intestine, heart, and liver measured with the fluorescent probe ADIFAB. J Biol Chem. 1994 Sep 30;269(39):23918-30. [PubMed:7929039 ]
Lima WP, Carnevali LC Jr, Eder R, Costa Rosa LF, Bacchi EM, Seelaender MC: Lipid metabolism in trained rats: effect of guarana (Paullinia cupana Mart.) supplementation. Clin Nutr. 2005 Dec;24(6):1019-28. Epub 2005 Sep 22. [PubMed:16182414 ]
Vinggaard AM, Provost JJ, Exton JH, Hansen HS: Arf and RhoA regulate both the cytosolic and the membrane-bound phospholipase D from human placenta. Cell Signal. 1997 Feb;9(2):189-96. [PubMed:9113419 ]
Mittendorfer B, Liem O, Patterson BW, Miles JM, Klein S: What does the measurement of whole-body fatty acid rate of appearance in plasma by using a fatty acid tracer really mean? Diabetes. 2003 Jul;52(7):1641-8. [PubMed:12829627 ]
Cater NB, Denke MA: Behenic acid is a cholesterol-raising saturated fatty acid in humans. Am J Clin Nutr. 2001 Jan;73(1):41-4. [PubMed:11124748 ]
Bajaj M, Suraamornkul S, Romanelli A, Cline GW, Mandarino LJ, Shulman GI, DeFronzo RA: Effect of a sustained reduction in plasma free fatty acid concentration on intramuscular long-chain fatty Acyl-CoAs and insulin action in type 2 diabetic patients. Diabetes. 2005 Nov;54(11):3148-53. [PubMed:16249438 ]
Andersen TC, Pedersen JF, Nordentoft T, Olsen O: Fat and mesenteric blood flow. Scand J Gastroenterol. 1999 Sep;34(9):894-7. [PubMed:10522608 ]
Ayala-Bravo HA, Quintanar-Guerrero D, Naik A, Kalia YN, Cornejo-Bravo JM, Ganem-Quintanar A: Effects of sucrose oleate and sucrose laureate on in vivo human stratum corneum permeability. Pharm Res. 2003 Aug;20(8):1267-73. [PubMed:12948025 ]

Hatmaker EA, Rangel-Grimaldo M, Raja HA, Pourhadi H, Knowles SL, Fuller K, Adams EM, Lightfoot JD, Bastos RW, Goldman GH, Oberlies NH, Rokas A: Genomic and Phenotypic Trait Variation of the Opportunistic Human Pathogen Aspergillus flavus and Its Close Relatives. Microbiol Spectr. 2022 Dec 21;10(6):e0306922. doi: 10.1128/spectrum.03069-22. Epub 2022 Nov 1. [PubMed:36318036 ]

Showing NP-Card for Oleic acid (NP0000557)

MOL for NP0000557 (Oleic acid)

3D MOL for NP0000557 (Oleic acid)

3D SDF for NP0000557 (Oleic acid)

3D-SDF for NP0000557 (Oleic acid)

PDB for NP0000557 (Oleic acid)

3D PDB for NP0000557 (Oleic acid)

SMILES for NP0000557 (Oleic acid)

INCHI for NP0000557 (Oleic acid)

Structure for NP0000557 (Oleic acid)

3D Structure for NP0000557 (Oleic acid)