NP-MRD: Showing NP-Card for 9E,11E-Octadecadienoic acid (NP0045038)

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Record Information

Version

2.0

Created at

2022-03-10 18:53:09 UTC

Updated at

2022-03-10 22:21:24 UTC

NP-MRD ID

NP0045038

Secondary Accession Numbers

None

Natural Product Identification

Common Name

9E,11E-Octadecadienoic acid

Description

9E,11E-Octadecadienoic acid, also known as isolinolenic acid, (e,e)-isolinoleic acid or (9E,11E)-9,11-octadecadienoate, belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions. Conjugated linoleic acid (CLA) is an integral term for the mixture of positional and geometrical isomers of the octadecadienoic acids, whose two double-bonds are separated with one single-bond. The most common isomers are cis-9, trans-11, and trans-10, cis-12. 9E,11E-Octadecadienoic acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. 9E,11E-Octadecadienoic acid has been detected in milk and dairy products (from cow) and red meat. This could make 9E,11E-octadecadienoic acid a potential biomarker for the consumption of these foods. 9E,11E-Octadecadienoic acid is one of many unsaturated fatty acids that have been identified in the oil of cannabis seeds (PMID: 6991645 ). Much attention has focused on the therapeutic potential of conjugated linoleic acid. Initial animal studies associated conjugated linoleic acid with beneficial health properties, such as reducing the risk of cancer, diabetes, atherosclerosis, inflammation, and obesity. More recent human CLA-supplementation studies have often shown conflicting and less convincing health benefits. The marked variation between studies may reflect the isomer-specific effect of the individual conjugated linoleic acid isomers, which can often have opposing effects. Detrimental effects have been observed in some studies, after supplementation with the trans-10, cis-12 conjugated linoleic acid isomer. Diet composition may modulate CLA effects on body fat accumulation. Contemporary dietary recommendations tend to limit red meat and dairy products and the possible CLA deficiencies must be compensated with dietary supplements. However, with human studies, a specific dietary pattern that controls and includes CLA has not been established. As a result, differences among studies and among subjects in the same study are likely. In rodents, the effects of CLA vary with genotype, suggesting that genetic predisposition to fat accumulation can play an important role in the effectiveness of CLA. Human volunteers with different body mass index have participated in the published studies and even in the same experiment. So, differences in lipid metabolism among subjects could help to explain the discrepancies observed in the literature. Age and maturity of the participants may also impact these studies (PMID: 17053429 , 17217167 , 17554969 , 16477173 ).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 52 51  0  0  0  0  0  0  0  0999 V2000
   -8.3324    0.3984   -1.9060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3672    0.6975   -0.7498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3159   -0.4950    0.1637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4050   -0.2979    1.3417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0016   -0.0420    0.8572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0545    0.1481    2.0447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6750    0.3994    1.5335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6629   -0.3962    1.8314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3162   -0.1041    1.3002 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6980   -0.8854    1.5878 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0892   -0.6869    1.1100 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2231    0.5339    0.2399 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6426    0.7247   -0.2340 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1439   -0.4194   -1.0352 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5580   -0.2524   -1.5246 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5491   -0.0917   -0.4323 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9437    0.0698   -0.9199 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1897    1.2428   -1.7753 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2856    2.0622   -2.0447 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4481    1.4650   -2.3069 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9108    1.2783   -2.1992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0625   -0.3705   -1.5302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7554   -0.0283   -2.7428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3579    0.8600   -1.2149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6434    1.6298   -0.2262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3299   -0.7914    0.5124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8743   -1.3551   -0.4226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4034   -1.2638    1.9111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7771    0.5295    1.9798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9833    0.8895    0.2308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6101   -0.8643    0.2359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3816    1.0200    2.6477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0432   -0.7894    2.6357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4483    1.2469    0.8959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8074   -1.2556    2.4571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1345    0.7477    0.6705 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5223   -1.7405    2.2180 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3448   -1.6038    0.5443 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7667   -0.5640    1.9797 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6206    0.3141   -0.6908 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7845    1.4316    0.6714 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2509    0.9566    0.6616 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6400    1.6737   -0.8377 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4398   -0.5956   -1.8725 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1139   -1.3401   -0.4008 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8290   -1.1535   -2.1391 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5358    0.5877   -2.2432 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2821    0.8201    0.1420 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5203   -1.0060    0.1958 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6628    0.1778   -0.0528 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3113   -0.8801   -1.4155 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2583    1.3662   -1.6826 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  2  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 20  1  0
 18 19  2  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
  8 35  1  0
  9 36  1  0
 10 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  0
 12 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 15 46  1  0
 15 47  1  0
 16 48  1  0
 16 49  1  0
 17 50  1  0
 17 51  1  0
 20 52  1  0
M  END


  Mrv1652303202019002D          

 20 19  0  0  0  0            999 V2000
 9997.2734 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.9882 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.7030 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.4187 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.1323 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.8479 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.5616 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.2773 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.9929 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.7065 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.4222 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.1399 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.5584 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.8435 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.1287 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.4139 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.6988 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.9840 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.2671 9998.0698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9992.9840 9999.3071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 13  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 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
 18 20  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0045038

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h7-10H,2-6,11-17H2,1H3,(H,19,20)/b8-7+,10-9+

> <INCHI_KEY>
JBYXPOFIGCOSSB-XBLVEGMJSA-N

> <FORMULA>
C18H32O2

> <MOLECULAR_WEIGHT>
280.4455

> <EXACT_MASS>
280.240230268

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
37.12451304490827

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(9E,11E)-octadeca-9,11-dienoic acid

> <ALOGPS_LOGP>
7.11

> <JCHEM_LOGP>
6.421876794333333

> <ALOGPS_LOGS>
-6.28

> <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>
88.51879999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.48e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
9E,11E-octadecadienoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 20-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-MAR-20         0                                  
HETATM    1  C   UNK     0    8661.5778663.832   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8662.9118663.064   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8664.2468663.832   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8665.5828663.064   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8666.9148663.832   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8668.2498663.064   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8669.5828663.832   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8670.9188663.064   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8672.2538663.832   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8673.5858663.064   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8674.9218663.832   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8676.2618663.064   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8660.2428663.064   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8658.9088663.832   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8657.5748663.064   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8656.2398663.832   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8654.9048663.064   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8653.5708663.832   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0    8652.2328663.064   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0    8653.5708665.373   0.000  0.00  0.00           O+0
CONECT    1    2   13                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11                                                            
CONECT   13    1   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   38    0
END

View in JSmol

Synonyms

Value	Source
9,11-Linoleic acid	HMDB, MeSH
CLA 80	HMDB
Conjugated linoleic acid	HMDB
delta9,11-Octadecadienoate	HMDB
Nouracid de 554	HMDB
Ricineic acid	HMDB
Ricinenic acid	HMDB
Selin cla	HMDB
9,11-Linoleic acid, (E,E)-isomer	MeSH, HMDB
9,11-Isolinoleic acid	MeSH, HMDB
Octadeca-9,11-dienoic acid	MeSH, HMDB
9,11-Octadecadienoate	MeSH, HMDB
(9E,11E)-9,11-Octadecadienoic acid	HMDB, ChEBI
(9E,11E)-Octadecadienoic acid	HMDB
9,11-Conjugated linoleic acid	HMDB
9-trans,11-trans-Linoleic acid	HMDB
9-trans,11-trans-Octadecadienoic acid	HMDB, ChEBI
9E,11E-Octadecadienoic acid	HMDB
FA(18:2(9E,11E))	HMDB
delta9,11-Octadecadienoic acid	HMDB
trans-11-trans-9-Octadecadienoic acid	HMDB
trans-9,trans-11 Conjugated linoleic acid	HMDB
trans-9,trans-11-Octadecadienoic acid	HMDB
Δ9,11-Octadecadienoic acid	HMDB
9E,11E-Octadecadienoate	Generator
10E,12Z-Octadecadienoate	Generator
(E,E)-9,11-Octadecadienoic acid	ChEBI
(E,E)-Isolinoleic acid	ChEBI
9-trans, 11-trans-CLA	ChEBI
9-trans,11-trans-Conjugated linoleic acid	ChEBI
9E,11E-CLA	ChEBI
9t,11t-CLA	ChEBI
Conjugated (9E,11E)-linoleic acid	ChEBI
Isolinoleic acid	ChEBI
Mangold's acid	ChEBI
trans,trans-9,11-Octadecadienoic acid	ChEBI
trans-9, trans-11-Octadecadienoic acid	ChEBI
(9E,11E)-9,11-Octadecadienoate	Generator
(E,E)-9,11-Octadecadienoate	Generator
(E,E)-Isolinoleate	Generator
9-trans,11-trans-Conjugated linoleate	Generator
9-trans,11-trans-Octadecadienoate	Generator
Conjugated (9E,11E)-linoleate	Generator
Isolinoleate	Generator
trans,trans-9,11-Octadecadienoate	Generator
trans-9, trans-11-Octadecadienoate	Generator

Chemical Formula

C₁₈H₃₂O₂

Average Mass

280.4455 Da

Monoisotopic Mass

280.24023 Da

IUPAC Name

(9E,11E)-octadeca-9,11-dienoic acid

Traditional Name

9E,11E-octadecadienoic acid

CAS Registry Number

1839-11-8

SMILES

CCCCCC\C=C\C=C\CCCCCCCC(O)=O

InChI Identifier

InChI=1S/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h7-10H,2-6,11-17H2,1H3,(H,19,20)/b8-7+,10-9+

InChI Key

JBYXPOFIGCOSSB-XBLVEGMJSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Cannabis sativa	NULL	Not Available
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Homo sapiens (Serum)	Animalia	KNApSAcK
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Pinus sibirica	Plant	KNApSAcK
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Lineolic acids and derivatives

Direct Parent

Lineolic acids and derivatives

Alternative Parents

Substituents

Octadecanoid
Long-chain fatty acid
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

Unsaturated fatty acids (LMFA01030119 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	7.11	ALOGPS
logP	6.42	ChemAxon
logS	-6.3	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	14	ChemAxon
Refractivity	88.52 m³·mol⁻¹	ChemAxon
Polarizability	37.12 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

HMDB0005047

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB023610

KNApSAcK ID

Not Available

Chemspider ID

4445923

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5282796

PDB ID

Not Available

ChEBI ID

36025

Good Scents ID

Not Available

References

General References

Toomey S, McMonagle J, Roche HM: Conjugated linoleic acid: a functional nutrient in the different pathophysiological components of the metabolic syndrome? Curr Opin Clin Nutr Metab Care. 2006 Nov;9(6):740-7. doi: 10.1097/01.mco.0000247465.34037.05. [PubMed:17053429 ]
Navarro V, Fernandez-Quintela A, Churruca I, Portillo MP: The body fat-lowering effect of conjugated linoleic acid: a comparison between animal and human studies. J Physiol Biochem. 2006 Jun;62(2):137-47. doi: 10.1007/BF03174074. [PubMed:17217167 ]
Tvrzicka E, Vecka M, Zak A: [Conjugated linoleic acid--the dietary supplement in the prevention of cardiovascular diseases]. Cas Lek Cesk. 2007;146(5):459-65. [PubMed:17554969 ]
Tricon S, Yaqoob P: Conjugated linoleic acid and human health: a critical evaluation of the evidence. Curr Opin Clin Nutr Metab Care. 2006 Mar;9(2):105-10. doi: 10.1097/01.mco.0000214567.44568.fb. [PubMed:16477173 ]

Showing NP-Card for 9E,11E-Octadecadienoic acid (NP0045038)

MOL for NP0045038 (9E,11E-Octadecadienoic acid)

3D MOL for NP0045038 (9E,11E-Octadecadienoic acid)

3D SDF for NP0045038 (9E,11E-Octadecadienoic acid)

3D-SDF for NP0045038 (9E,11E-Octadecadienoic acid)

PDB for NP0045038 (9E,11E-Octadecadienoic acid)

3D PDB for NP0045038 (9E,11E-Octadecadienoic acid)

SMILES for NP0045038 (9E,11E-Octadecadienoic acid)

INCHI for NP0045038 (9E,11E-Octadecadienoic acid)

Structure for NP0045038 (9E,11E-Octadecadienoic acid)

3D Structure for NP0045038 (9E,11E-Octadecadienoic acid)