NP-MRD: Showing NP-Card for Myristic acid (NP0000315)

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Record Information

Version

1.0

Created at

2005-11-16 15:48:42 UTC

Updated at

2024-04-19 09:49:46 UTC

NP-MRD ID

NP0000315

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Myristic acid

Description

Myristic acid, also known as tetradecanoic acid or C14:0, 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. Myristic acid (its ester is called myristate) is a saturated fatty acid that has 14 carbons; as such, it is a very hydrophobic molecule that is practically insoluble in water. It exists as an oily white crystalline solid. Myristic acid is found in all living organisms ranging from bacteria to plants to animals, and is found in most animal and vegetable fats, particularly butterfat, as well as coconut, palm, and nutmeg oils. Industrially, myristic acid is used to synthesize a variety of flavour compounds and as an ingredient in soaps and cosmetics (Dorland, 28th ed). Within eukaryotic cells, myristic acid is also commonly conjugated to a penultimate N-terminal glycine residue in receptor-associated kinases to confer membrane localization of these enzymes (a post-translational modification called myristoylation via the enzyme N-myristoyltransferase). Myristic acid has a high enough hydrophobicity to allow the myristoylated protein to become incorporated into the fatty acyl core of the phospholipid bilayer of the plasma membrane of eukaryotic cells. Also, this fatty acid is known because it accumulates as fat in the body; however, its consumption also impacts positively on cardiovascular health (see, for example, PMID: 15936650 ). Myristic acid is named after the scientific name for nutmeg, Myristica fragrans, from which it was first isolated in 1841 by Lyon Playfair.

Structure

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

HMDB0000806
     RDKit          3D
Myristic acid
 44 43  0  0  0  0  0  0  0  0999 V2000
    5.6666   -0.1656   -2.0006 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8305    0.7014   -0.7739 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1443    0.0119    0.4072 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6644   -0.1516    0.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9495   -0.8292    1.1902 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5078   -1.0109    0.8528 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8600    0.3072    0.6066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6310    0.1727    0.2683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4111   -0.4743    1.3634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8704   -0.5884    0.9875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4855    0.7516    0.7277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9304    0.6982    0.3670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1195   -0.1117   -0.8918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5625   -0.1672   -1.2734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3814    0.4303   -0.5425 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9616   -0.8589   -2.3977 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6020   -0.1777   -2.6033 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8198    0.2055   -2.6444 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4148   -1.2037   -1.7223 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9081    0.8318   -0.4999 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3980    1.7034   -0.9383 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6146   -0.9694    0.6139 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2048    0.6173    1.3169 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6177   -0.7061   -0.8915 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2630    0.8705   -0.1314 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4545   -1.7974    1.4273 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0963   -0.1940    2.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4804   -1.5784   -0.1243 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9688   -1.6401    1.5898 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0241    1.0434    1.4186 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2850    0.7873   -0.3252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9771    1.2477    0.2195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6861   -0.3296   -0.6969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0442   -1.4776    1.6545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3673    0.2137    2.2515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9571   -1.2785    0.0998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4463   -1.0870    1.7931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9696    1.2609   -0.1191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3940    1.3370    1.6684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5801    0.3386    1.1940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2300    1.7519    0.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5827    0.4198   -1.7043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7272   -1.1471   -0.8186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4599   -0.4390   -3.1567 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  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
 10 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
 16 44  1  0
M  END


  Mrv1652309272007352D          

 16 15  0  0  0  0            999 V2000
   -3.9296   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2151   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5006   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2151   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9296   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6441   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6440   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3585   -1.6499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6440   -0.4125    0.0000 O   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
  5  6  1  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
 12 13  1  0  0  0  0
  1 14  1  0  0  0  0
 14 16  2  0  0  0  0
 14 15  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0000315

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H28O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14(15)16/h2-13H2,1H3,(H,15,16)

> <INCHI_KEY>
TUNFSRHWOTWDNC-UHFFFAOYSA-N

> <FORMULA>
C14H28O2

> <MOLECULAR_WEIGHT>
228.3709

> <EXACT_MASS>
228.20893014

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
30.096995398489902

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
tetradecanoic acid

> <ALOGPS_LOGP>
6.10

> <JCHEM_LOGP>
5.367445447666666

> <ALOGPS_LOGS>
-5.12

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.952019655228562

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
67.88159999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.72e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
myristic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000806
     RDKit          3D
Myristic acid
 44 43  0  0  0  0  0  0  0  0999 V2000
    5.6666   -0.1656   -2.0006 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8305    0.7014   -0.7739 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1443    0.0119    0.4072 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6644   -0.1516    0.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9495   -0.8292    1.1902 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5078   -1.0109    0.8528 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8600    0.3072    0.6066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6310    0.1727    0.2683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4111   -0.4743    1.3634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8704   -0.5884    0.9875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4855    0.7516    0.7277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9304    0.6982    0.3670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1195   -0.1117   -0.8918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5625   -0.1672   -1.2734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3814    0.4303   -0.5425 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9616   -0.8589   -2.3977 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6020   -0.1777   -2.6033 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8198    0.2055   -2.6444 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4148   -1.2037   -1.7223 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9081    0.8318   -0.4999 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3980    1.7034   -0.9383 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6146   -0.9694    0.6139 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2048    0.6173    1.3169 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6177   -0.7061   -0.8915 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2630    0.8705   -0.1314 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4545   -1.7974    1.4273 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0963   -0.1940    2.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4804   -1.5784   -0.1243 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9688   -1.6401    1.5898 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0241    1.0434    1.4186 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2850    0.7873   -0.3252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9771    1.2477    0.2195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6861   -0.3296   -0.6969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0442   -1.4776    1.6545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3673    0.2137    2.2515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9571   -1.2785    0.0998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4463   -1.0870    1.7931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9696    1.2609   -0.1191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3940    1.3370    1.6684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5801    0.3386    1.1940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2300    1.7519    0.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5827    0.4198   -1.7043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7272   -1.1471   -0.8186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4599   -0.4390   -3.1567 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  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
 10 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
 16 44  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      -7.335  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.002  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.668  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.001  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.667  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.667  -3.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.001  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.334  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.668  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.002  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.335  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.669  -3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -8.669  -2.310   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0     -10.003  -3.080   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -8.669  -0.770   0.000  0.00  0.00           O+0
CONECT    1    2   14                                                       
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   13                                                       
CONECT   13   12                                                            
CONECT   14    1   16   15                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   30    0
END

COMPND    HMDB0000806
HETATM    1  C1  UNL     1       5.667  -0.166  -2.001  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.830   0.701  -0.774  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.144   0.012   0.407  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.664  -0.152   0.050  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.950  -0.829   1.190  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.508  -1.011   0.853  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.860   0.307   0.607  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.631   0.173   0.268  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.411  -0.474   1.363  1.00  0.00           C  
HETATM   10  C10 UNL     1      -2.870  -0.588   0.987  1.00  0.00           C  
HETATM   11  C11 UNL     1      -3.486   0.752   0.728  1.00  0.00           C  
HETATM   12  C12 UNL     1      -4.930   0.698   0.367  1.00  0.00           C  
HETATM   13  C13 UNL     1      -5.119  -0.112  -0.892  1.00  0.00           C  
HETATM   14  C14 UNL     1      -6.563  -0.167  -1.273  1.00  0.00           C  
HETATM   15  O1  UNL     1      -7.381   0.430  -0.542  1.00  0.00           O  
HETATM   16  O2  UNL     1      -6.962  -0.859  -2.398  1.00  0.00           O  
HETATM   17  H1  UNL     1       6.602  -0.178  -2.603  1.00  0.00           H  
HETATM   18  H2  UNL     1       4.820   0.206  -2.644  1.00  0.00           H  
HETATM   19  H3  UNL     1       5.415  -1.204  -1.722  1.00  0.00           H  
HETATM   20  H4  UNL     1       6.908   0.832  -0.500  1.00  0.00           H  
HETATM   21  H5  UNL     1       5.398   1.703  -0.938  1.00  0.00           H  
HETATM   22  H6  UNL     1       5.615  -0.969   0.614  1.00  0.00           H  
HETATM   23  H7  UNL     1       5.205   0.617   1.317  1.00  0.00           H  
HETATM   24  H8  UNL     1       3.618  -0.706  -0.891  1.00  0.00           H  
HETATM   25  H9  UNL     1       3.263   0.870  -0.131  1.00  0.00           H  
HETATM   26  H10 UNL     1       3.454  -1.797   1.427  1.00  0.00           H  
HETATM   27  H11 UNL     1       3.096  -0.194   2.099  1.00  0.00           H  
HETATM   28  H12 UNL     1       1.480  -1.578  -0.124  1.00  0.00           H  
HETATM   29  H13 UNL     1       0.969  -1.640   1.590  1.00  0.00           H  
HETATM   30  H14 UNL     1       1.024   1.043   1.419  1.00  0.00           H  
HETATM   31  H15 UNL     1       1.285   0.787  -0.325  1.00  0.00           H  
HETATM   32  H16 UNL     1      -0.977   1.248   0.219  1.00  0.00           H  
HETATM   33  H17 UNL     1      -0.686  -0.330  -0.697  1.00  0.00           H  
HETATM   34  H18 UNL     1      -1.044  -1.478   1.654  1.00  0.00           H  
HETATM   35  H19 UNL     1      -1.367   0.214   2.251  1.00  0.00           H  
HETATM   36  H20 UNL     1      -2.957  -1.279   0.100  1.00  0.00           H  
HETATM   37  H21 UNL     1      -3.446  -1.087   1.793  1.00  0.00           H  
HETATM   38  H22 UNL     1      -2.970   1.261  -0.119  1.00  0.00           H  
HETATM   39  H23 UNL     1      -3.394   1.337   1.668  1.00  0.00           H  
HETATM   40  H24 UNL     1      -5.580   0.339   1.194  1.00  0.00           H  
HETATM   41  H25 UNL     1      -5.230   1.752   0.090  1.00  0.00           H  
HETATM   42  H26 UNL     1      -4.583   0.420  -1.704  1.00  0.00           H  
HETATM   43  H27 UNL     1      -4.727  -1.147  -0.819  1.00  0.00           H  
HETATM   44  H28 UNL     1      -7.460  -0.439  -3.157  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3   20   21
CONECT    3    4   22   23
CONECT    4    5   24   25
CONECT    5    6   26   27
CONECT    6    7   28   29
CONECT    7    8   30   31
CONECT    8    9   32   33
CONECT    9   10   34   35
CONECT   10   11   36   37
CONECT   11   12   38   39
CONECT   12   13   40   41
CONECT   13   14   42   43
CONECT   14   15   15   16
CONECT   16   44
END

HMDB0000806
     RDKit          3D
Myristic acid
 44 43  0  0  0  0  0  0  0  0999 V2000
    5.6666   -0.1656   -2.0006 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8305    0.7014   -0.7739 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1443    0.0119    0.4072 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6644   -0.1516    0.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9495   -0.8292    1.1902 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5078   -1.0109    0.8528 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8600    0.3072    0.6066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6310    0.1727    0.2683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4111   -0.4743    1.3634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8704   -0.5884    0.9875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4855    0.7516    0.7277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9304    0.6982    0.3670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1195   -0.1117   -0.8918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5625   -0.1672   -1.2734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3814    0.4303   -0.5425 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9616   -0.8589   -2.3977 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6020   -0.1777   -2.6033 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8198    0.2055   -2.6444 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4148   -1.2037   -1.7223 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9081    0.8318   -0.4999 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3980    1.7034   -0.9383 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6146   -0.9694    0.6139 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2048    0.6173    1.3169 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6177   -0.7061   -0.8915 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2630    0.8705   -0.1314 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4545   -1.7974    1.4273 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0963   -0.1940    2.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4804   -1.5784   -0.1243 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9688   -1.6401    1.5898 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0241    1.0434    1.4186 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2850    0.7873   -0.3252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9771    1.2477    0.2195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6861   -0.3296   -0.6969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0442   -1.4776    1.6545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3673    0.2137    2.2515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9571   -1.2785    0.0998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4463   -1.0870    1.7931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9696    1.2609   -0.1191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3940    1.3370    1.6684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5801    0.3386    1.1940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2300    1.7519    0.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5827    0.4198   -1.7043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7272   -1.1471   -0.8186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4599   -0.4390   -3.1567 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  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
 10 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
 16 44  1  0
M  END

View in JSmol

Synonyms

Value	Source
1-Tetradecanecarboxylic acid	ChEBI
14	ChEBI
14:0	ChEBI
14:00	ChEBI
Acide tetradecanoique	ChEBI
C14	ChEBI
CH3-[CH2]12-COOH	ChEBI
Myristinsaeure	ChEBI
N-Tetradecan-1-Oic acid	ChEBI
N-Tetradecanoic acid	ChEBI
N-Tetradecoic acid	ChEBI
Tetradecoic acid	ChEBI
Tetradecanoate	Kegg
1-Tetradecanecarboxylate	Generator
N-Tetradecan-1-Oate	Generator
N-Tetradecanoate	Generator
N-Tetradecoate	Generator
Tetradecoate	Generator
Tetradecanoic acid	Generator
Myristate	Generator
1-Tridecanecarboxylate	HMDB
1-Tridecanecarboxylic acid	HMDB
Crodacid	HMDB
Myristic acid pure	HMDB
Myristoate	HMDB
Myristoic acid	HMDB
Tetradecanoic (myristic) acid	HMDB
Acid, tetradecanoic	HMDB
Acid, myristic	HMDB
FA(14:0)	HMDB

Chemical Formula

C₁₄H₂₈O₂

Average Mass

228.3709 Da

Monoisotopic Mass

228.20893 Da

IUPAC Name

tetradecanoic acid

Traditional Name

myristic acid

CAS Registry Number

544-63-8

SMILES

CCCCCCCCCCCCCC(O)=O

InChI Identifier

InChI=1S/C14H28O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14(15)16/h2-13H2,1H3,(H,15,16)

InChI Key

TUNFSRHWOTWDNC-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	[¹H, ] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	bgnzk@missouri.edu	Not Available	Not Available	2023-07-24	View Spectrum
1D NMR	[¹H, ] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	bgnzk@missouri.edu	Not Available	Not Available	2023-07-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600.133705802 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600.133705802 MHz, CDCl₃, simulated)	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 auriculiformis	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
Aesculus hippocastanum	LOTUS Database	35616633
Agaricus bisporus	FooDB	DTU Food
Agave decipiens	LOTUS Database	35616633
Agelas conifera	LOTUS Database	35616633
Aleuroglyphus ovatus	LOTUS Database	35616633
Allium ampeloprasum	LOTUS Database	35616633
Allium cepa	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Allium cepa L.	FooDB	DTU Food
Allium sativum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Allium schoenoprasum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Althaea officinalis	LOTUS Database	35616633
Amaranthus	FooDB	USDA
Amaranthus caudatus	LOTUS Database	35616633
Amaranthus retroflexus	LOTUS Database	35616633
Amphimedon compressa	LOTUS Database	35616633
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 sinensis	Plant	KNApSAcK
Anguilliformes	FooDB	DTU Food
Anisophyllea laurina	LOTUS Database	35616633
Annona cherimola	FooDB	DTU Food
Annona muricata	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Annona reticulata	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Anser anser	FooDB	FooDB
Anthemis aciphylla	LOTUS Database	35616633
Anthemis aciphylla BOISS.var.discoidea BOISS	Plant	KNApSAcK
Anthriscus cerefolium	FooDB	DTU Food
Antirrhinum majus	LOTUS Database	35616633
Apis cerana	LOTUS Database	35616633
Apium graveolens	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Apium graveolens var. rapaceum	FooDB	DTU Food
Apium graveolens var. secalinum	FooDB	DTU Food
Aplysina archeri	LOTUS Database	35616633
Arabidopsis thaliana	Plant	KNApSAcK
Arachis hypogaea	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Arbacia punctulata	LOTUS Database	35616633
Arctium lappa	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Areca catechu	Plant	KNApSAcK
Arisaema tortuosum	LOTUS Database	35616633
Armoracia rusticana	FooDB	DTU Food
Arnica montana	LOTUS Database	35616633
Artemisia capillaris	Plant	KNApSAcK
Artemisia monosperma	LOTUS Database	35616633
Asparagus officinalis	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Astacidea	FooDB	DTU Food
Astragalus hamosus	LOTUS Database	35616633
Attalea colenda	LOTUS Database	35616633
Attalea speciosa	LOTUS Database	35616633
Avena sativa L.	FooDB	DTU Food
Averrhoa carambola	FooDB	DTU Food
Azima tetracantha	LOTUS Database	35616633
Basella alba	LOTUS Database	35616633
Bellis perennis	LOTUS Database	35616633
Belone belone	FooDB	DTU Food
Bergera koenegii	-	KNApSAcK
Bertholletia excelsa	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Beta vulgaris ssp. cicla	FooDB	DTU Food
Bison bison	FooDB	FooDB
Bombax ceiba	LOTUS Database	35616633
Bos taurus	FooDB	DTU Food
Bos taurus X Bison bison	FooDB	USDA
Brachyura	FooDB	DTU Food
Brassica juncea	FooDB	USDA
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. gemmifera	FooDB	DTU Food
Brassica oleracea var. gongylodes	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Brassica oleracea var. italica	FooDB	DTU Food
Brassica oleracea var. sabauda	FooDB	DTU Food
Brassica rapa	FooDB	DTU Food
Brassica rapa ssp. chinensis	FooDB	DTU Food
Brassica rapa var. rapa	FooDB	DTU Food
Brunfelsia americana	LOTUS Database	35616633
Bubalus bubalis	FooDB	FooDB
Cachrys sicula	LOTUS Database	35616633
Callyspongia fallax	LOTUS Database	35616633
Calophyllum calaba	Plant	KNApSAcK
Calophyllum inophyllum	Plant	KNApSAcK
Camellia sinensis	LOTUS Database	35616633
Canarium album	LOTUS Database	35616633
Canavalia ensiformis	LOTUS Database	35616633
Cancer magister	FooDB	USDA
Cannabis sativa	CannabisDB	Not Available
Cantharellus cibarius	FooDB	DTU Food
Capparis spinosa	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Capra aegagrus hircus	FooDB	USDA
Capsicum annuum	FooDB	All-Creatures
Capsicum annuum var. annuum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Carica papaya	LOTUS Database	35616633
Carica papaya L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Caridea	FooDB	DTU Food
Carthamus tinctorius	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Carum carvi	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Carya illinoinensis	FooDB	DTU Food
Cassia javanica	LOTUS Database	35616633
Castanea	FooDB	DTU Food
Catharanthus roseus	LOTUS Database	35616633
Celosia cristada	Plant	KNApSAcK
Ceratonia siliqua	FooDB	USDA
Cervicornia cuspidifera	LOTUS Database	35616633
Cervidae	FooDB	USDA
Cervus canadensis	FooDB	FooDB
Chenopodium quinoa	FooDB	USDA
Chionoecetes opilio	FooDB	USDA
Chlamydomonas reinhardtii	LOTUS Database	35616633
Cicer arietinum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Cichlidae	FooDB	USDA
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 parthenoxylon	LOTUS Database	35616633
Cinnamomum verum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Cirsium	FooDB	DTU Food
Cistus creticus	Plant	KNApSAcK
Cistus incanus	LOTUS Database	35616633
Citrullus colocynthis	Plant	KNApSAcK
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 limon	FooDB	DTU Food
Citrus paradisi	FooDB	DTU Food
Citrus reticulata	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Citrus X sinensis (L.) Osbeck (pro. sp.)	FooDB	DTU Food
Cleome amblyocarpa	LOTUS Database	35616633
Clupeinae	FooDB	DTU Food
Cocos nucifera	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Codonopsis pilosula	Plant	KNApSAcK
Coffea arabica L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Coffea canephora	FooDB	DTU Food
Columba	FooDB	FooDB
Columbidae	FooDB	DTU Food
Conioselinum vaginatum	Plant	KNApSAcK
Cordia sinensis	LOTUS Database	35616633
Coregonus	FooDB	DTU Food
Coriandrum sativum	LOTUS Database	35616633
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
Crassostrea gigas	FooDB	USDA
Crassostrea virginica	FooDB	USDA
Crotalaria pallida	LOTUS Database	35616633
Croton tiglium	Plant	KNApSAcK
Cryptomeria japonica	LOTUS Database	35616633
Cryptostegia grandiflora	LOTUS Database	35616633
Cucumis melo	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
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	DTU Food
Cullen corylifolium	Plant	KNApSAcK
Cuphea carthagenensis	LOTUS Database	35616633
Curcuma amanda Roxb	Plant	KNApSAcK
Curcuma longa	LOTUS Database	35616633
Cyamopsis tetragonoloba	LOTUS Database	35616633
Cyclopteridae	FooDB	DTU Food
Cydonia oblonga	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Cynara scolymus	FooDB	DTU Food
Cystoclonium purpureum	LOTUS Database	35616633
Daphne odora	LOTUS Database	35616633
Daphnia magna	LOTUS Database	35616633
Daucus carota	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Daucus carota ssp. sativus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Delonix regia	LOTUS Database	35616633
Diascia cordata	Plant	KNApSAcK
Diascia integerrima	Plant	KNApSAcK
Diascia megathura	Plant	KNApSAcK
Diascia purpurea	Plant	KNApSAcK
Diascia vigilis	Plant	KNApSAcK
Dictamnus albus	LOTUS Database	35616633
Dioscorea	FooDB	DTU Food
Diospyros	FooDB	DTU Food
Dromaius novaehollandiae	FooDB	FooDB
Drymaria cordata	Plant	KNApSAcK
Dryopteris carthusiana	LOTUS Database	35616633
Duhaldea cappa	LOTUS Database	35616633
Elaeagnus angustifolia	LOTUS Database	35616633
Elaeis	FooDB	DTU Food
Elaeis guineensis	LOTUS Database	35616633
Elettaria cardamomum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Engraulidae	FooDB	DTU Food
Equus caballus	FooDB	FooDB
Eragrostis tef	FooDB	USDA
Erigeron caucasicus	LOTUS Database	35616633
Erigeron philadelphicus	LOTUS Database	35616633
Eriobotrya japonica	FooDB	DTU Food
Erucaria microcarpa	LOTUS Database	35616633
Erylus formosus	LOTUS Database	35616633
Erythrina suberosa	LOTUS Database	35616633
Esox lucius	FooDB	DTU Food
Etlingera elatior	LOTUS Database	35616633
Eucheuma	FooDB	DTU Food
Euphausia superba	LOTUS Database	35616633
Fagopyrum esculentum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Fernandoa adenophylla	LOTUS Database	35616633
Ficus carica	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Foeniculum vulgare	FooDB	DTU Food
Fragaria x ananassa	FooDB	DTU Food
Frullania anomala	Plant	KNApSAcK
Frullania incumbens	Plant	KNApSAcK
Frullania lobulata	Plant	KNApSAcK
Frullania probosciphora	Plant	KNApSAcK
Frullania scandens	Plant	KNApSAcK
Frullania spinifera	Plant	KNApSAcK
Fumaria vaillantii	LOTUS Database	35616633
Gadiformes	FooDB	DTU Food
Gadus	FooDB	DTU Food
Gallus gallus	FooDB	DTU Food
Ganoderma australe	LOTUS Database	35616633
Ganoderma lucidum	Fungi	KNApSAcK
Garcinia xanthochymus	LOTUS Database	35616633
Gastropoda	FooDB	DTU Food
Ginkgo biloba	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Giraffa camelopardalis	LOTUS Database	35616633
Gladiolus italicus	LOTUS Database	35616633
Glycine max	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Glycyrrhiza glabra	LOTUS Database	35616633
Gnetum edule	LOTUS Database	35616633
Gossypium	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Gossypium hirsutum	LOTUS Database	35616633
Gryllotalpa orientalis	LOTUS Database	35616633
Gymnodinium nagasakiense	LOTUS Database	35616633
Helianthus annuus L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Helianthus tuberosus	FooDB	DTU Food
Hibiscus cannabinus	LOTUS Database	35616633
Hibiscus sabbariffa	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Hibiscus sabdariffa	LOTUS Database	35616633
Hibiscus syriacus	LOTUS Database	35616633
Hippoglossus	FooDB	USDA
Hippoglossus hippoglossus	FooDB	DTU Food
Hippophae rhamnoides	LOTUS Database	35616633
Hipppophae rhamnoides	-	KNApSAcK
Hirschfeldia incana	LOTUS Database	35616633
Homo sapiens (Serum)	Animalia	KNApSAcK
Hoplostethus atlanticus	FooDB	USDA
Hordeum vulgare	FooDB	DTU Food
Horsfieldia irya	LOTUS Database	35616633
Houttuynia cordata	Plant	KNApSAcK
Houttuynia emeiensis	Plant	KNApSAcK
Hoya longifolia	LOTUS Database	35616633
Hydnora johannis	LOTUS Database	35616633
Hyoscyamus niger	Plant	KNApSAcK
Hypericum olympicum	LOTUS Database	35616633
Hypericum perfoliatum	LOTUS Database	35616633
Ictalurus punctatus	FooDB	USDA
Inula britannica var.chinensis	Plant	KNApSAcK
Inula grandis	LOTUS Database	35616633
Inula helenium	LOTUS Database	35616633
Ipomoea batatas	FooDB	DTU Food
Iris flomentina	Plant	KNApSAcK
Iris florentina	Plant	KNApSAcK
Iris tectorum	LOTUS Database	35616633
Irvingia gabonensis	LOTUS Database	35616633
Isatis tinctoria	LOTUS Database	35616633
Ixora coccinea	LOTUS Database	35616633
Jasminum fluminense	LOTUS Database	35616633
Jatropha gossypifolia	LOTUS Database	35616633
Juglans	FooDB	DTU Food
Juglans nigra L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Juglans regia	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Juniperus phoenicea	LOTUS Database	35616633
Katsuwonus pelamis	FooDB	USDA
Lablab purpureus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Lactuca sativa	FooDB	DTU Food
Lactuca serriola	LOTUS Database	35616633
Lagopus muta	FooDB	DTU Food
Lantana camara	LOTUS Database	35616633
Lathraea squamaria	LOTUS Database	35616633
Lens culinaris	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Lepidium meyenii	LOTUS Database	35616633
Lepidium sativum	FooDB	DTU Food
Lepomis gibbosus	FooDB	USDA
Leporidae	FooDB	DTU Food
Leptolyngbya tenuis	LOTUS Database	35616633
Lepus timidus	FooDB	DTU Food
Levisticum officinale	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Limanda limanda	FooDB	DTU Food
Lindera neesiana	LOTUS Database	35616633
Linum usitatissimum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Litchi chinensis	FooDB	DTU Food
Litsea monopetala	Plant	KNApSAcK
Lota lota	FooDB	DTU Food
Lumbricus terrestris	LOTUS Database	35616633
Lupinus albus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Macadamia	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Macadamia integrifolia	LOTUS Database	35616633
Malus	FooDB	DTU Food
Malus pumila	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Malva sylvestris	LOTUS Database	35616633
Malvaviscus arboreus	LOTUS Database	35616633
Mandragora autumnalis	Plant	KNApSAcK
Mandragora officinarum	LOTUS Database	35616633
Mangifera indica	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Manihot esculenta	FooDB	DTU Food
Maranta arundinacea	FooDB	USDA
Medicago sativa	FooDB	DTU Food
Melanitta fusca	FooDB	FooDB
Melanogrammus aeglefinus	FooDB	DTU Food
Meleagris gallopavo	FooDB	DTU Food
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
Micromesistius poutassou	FooDB	DTU Food
Microstomus kitt	FooDB	DTU Food
Mikania cordifolia	LOTUS Database	35616633
Mitracarpus hirtus	LOTUS Database	35616633
Molva molva	FooDB	DTU Food
Momordica charantia	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Moringa oleifera	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Mucuna puriens	Plant	KNApSAcK
Murraya paniculata	Plant	KNApSAcK
Musa paradisiaca	LOTUS Database	35616633
Musa x paradisiaca	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Mycoplasmopsis bovis	LOTUS Database	35616633
Myristica fragrans	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Myristica moschata	Plant	KNApSAcK
Myrmekioderma rea	LOTUS Database	35616633
Mytilidae	FooDB	DTU Food
Nanodea muscosa	LOTUS Database	35616633
Narthecium ossifragum	LOTUS Database	35616633
Nelumbo lutea	LOTUS Database	35616633
Nelumbo nucifera	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Nepeta cataria	LOTUS Database	35616633
Nephropidae	FooDB	DTU Food
Nephrops norvegicus	FooDB	DTU Food
Nierembergia aristata	LOTUS Database	35616633
Nigella sativa	LOTUS Database	35616633
Nigrospora sphaerica	LOTUS Database	35616633
Notopterygium incisum	Plant	KNApSAcK
Numida meleagris	FooDB	FooDB
Nuphar lutea	FooDB	USDA
Nymphaea alba	Plant	KNApSAcK
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 gorbuscha	FooDB	USDA
Oncorhynchus keta	FooDB	USDA
Oncorhynchus kisutch	FooDB	USDA
Oncorhynchus mykiss	FooDB	DTU Food
Oncorhynchus nerka	FooDB	USDA
Oncorhynchus tshawytscha	FooDB	USDA
Ononis natrix	LOTUS Database	35616633
Opuntia	FooDB	DTU Food
Origanum vulgare	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Oryctolagus	FooDB	FooDB
Oryza sativa	FooDB	DTU Food
Osmeridae	FooDB	USDA
Ovis aries	FooDB	DTU Food
Palinuridae	FooDB	USDA
Pandanus conoideus Lam	Plant	KNApSAcK
Panicum miliaceum	FooDB	DTU Food
Papaver	FooDB	DTU Food
Passiflora edulis	FooDB	DTU Food
Pastinaca sativa	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Pectinidae	FooDB	USDA
Pelargonium endlicherianum	LOTUS Database	35616633
Pentaclethra macrophylla	LOTUS Database	35616633
Perciformes	FooDB	DTU Food
Perilla frutescens	LOTUS Database	35616633
Persea americana	FooDB	DTU Food
Persicaria minor	LOTUS Database	35616633
Petroselinum crispum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Phagnalon sordidum	Plant	KNApSAcK
Phaseolus coccineus	LOTUS Database	35616633
Phaseolus lunatus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Phaseolus vulgaris	FooDB	DTU Food
Phasianidae	FooDB	USDA
Phasianus colchicus	FooDB	FooDB
Phoenix dactylifera	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Phyllostachys edulis	FooDB	DTU Food
Physalis	FooDB	DTU Food
Phytolacca acinosa	LOTUS Database	35616633
Pimpinella anisum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Pinus	FooDB	DTU Food
Pinus pumila	LOTUS Database	35616633
Pinus radiata	LOTUS Database	35616633
Pinus sibirica	Plant	KNApSAcK
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
Plantago lanceolata	Plant	KNApSAcK
Plantago major	Plant	KNApSAcK
Plantago ovata	LOTUS Database	35616633
Pleuronectidae	FooDB	DTU Food
Pleuronectiformes	FooDB	DTU Food
Pleurotus ostreatus	FooDB	DTU Food
Plumeria rubra	LOTUS Database	35616633
Pollachius	FooDB	DTU Food
Polygala senega	LOTUS Database	35616633
Polygonum minus	Plant	KNApSAcK
Portulaca oleracea	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Primula ovalifolia	Plant	KNApSAcK
Proiphys amboinensis	LOTUS Database	35616633
Prunus africana	LOTUS Database	35616633
Prunus armeniaca	FooDB	DTU Food
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 persica	FooDB	DTU Food
Prunus persica var. nucipersica	FooDB	DTU Food
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
Punica granatum	FooDB	DTU Food
Pyrus communis	FooDB	DTU Food
Ranidae	FooDB	DTU Food
Raphanus sativus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Raphanus sativus var. longipinnatus	FooDB	DTU Food
Rehmannia glutinosa	Plant	KNApSAcK
Reinhardtius hippoglossoides	FooDB	DTU Food
Rheum rhabarbarum	FooDB	DTU Food
Rhodiola rosea	Plant	KNApSAcK
Ribes nigrum	FooDB	DTU Food
Ribes rubrum	FooDB	DTU Food
Ribes uva-crispa	FooDB	DTU Food
Rosa	FooDB	DTU Food
Rosa platyacantha	LOTUS Database	35616633
Ruellia tuberosa	LOTUS Database	35616633
Rumex acetosa	FooDB	DTU Food
Saccharina japonica	FooDB	DTU Food
Salmo salar	FooDB	USDA
Salmonella enterica	LOTUS Database	35616633
Salmonidae	FooDB	DTU Food
Salpa thompsoni	LOTUS Database	35616633
Salvadora oleoides	LOTUS Database	35616633
Salvelinus	FooDB	DTU Food
Salvelinus namaycush	FooDB	DTU Food
Salvia fruticosa	LOTUS Database	35616633
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	Plant	KNApSAcK
Saussurea involucrata	LOTUS Database	35616633
Saxifraga stolonifera	LOTUS Database	35616633
Saxifraga stolonifera Meerb.	Plant	KNApSAcK
Scolochloa festucacea	LOTUS Database	35616633
Scombridae	FooDB	DTU Food
Scophthalmus maximus	FooDB	DTU Food
Scorzonera hispanica	FooDB	DTU Food
Scutellaria baicalensis	LOTUS Database	35616633
Scytosiphon lomentaria	LOTUS Database	35616633
Sebastes alutus	FooDB	DTU Food
Sebastes viviparus	FooDB	DTU Food
Secale cereale	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Sechium edule	FooDB	DTU Food
Senecio vulgaris	Plant	KNApSAcK
Senna alexandrina	LOTUS Database	35616633
Sepiidae	FooDB	USDA
Serenoa repens	LOTUS Database	35616633
Sesamum indicum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Sideritis montana	LOTUS Database	35616633
Sideritis taurica	LOTUS Database	35616633
Siluriformes	FooDB	DTU Food
Silybum marianum	LOTUS Database	35616633
Sinapis alba	FooDB	KNAPSACK
Smenospongia aurea	LOTUS Database	35616633
Solanum chacoense	LOTUS Database	35616633
Solanum lycopersicum	FooDB	DTU Food
Solanum lycopersicum var. lycopersicum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Solanum melongena	FooDB	DTU Food
Solanum tuberosum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Sorghum bicolor	FooDB	USDA
Spinacia oleracea	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Spongiporus leucomallellus (Murril)	-	KNApSAcK
Squalus acanthias	FooDB	DTU Food
Stenodus leucichthys	FooDB	USDA
Sterculia tragacantha	LOTUS Database	35616633
Streptomyces rochei	LOTUS Database	35616633
Strombidae	FooDB	USDA
Struthio camelus	FooDB	FooDB
Stuckenia pectinata	LOTUS Database	35616633
Suaeda aegyptiaca	LOTUS Database	35616633
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	DTU Food
Syzygium cumini	LOTUS Database	35616633
Talaromyces flavus	LOTUS Database	35616633
Tamarindus indica	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Tanacetum macrophyllum	Plant	KNApSAcK
Taonia atomaria	LOTUS Database	35616633
Taraxacum officinale	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Taxus baccata	Plant	KNApSAcK
Terminalia pallida	LOTUS Database	35616633
Tetragonia tetragonioides	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Thalictrum revolutum	LOTUS Database	35616633
Thunnus	FooDB	DTU Food
Thunnus albacares	FooDB	USDA
Thymus vulgaris	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Tilia cordata	FooDB	KNAPSACK
Tilia tomentosa	LOTUS Database	35616633
Tipuana tipu	Plant	KNApSAcK
Tordylium apulum	LOTUS Database	35616633
Trichodesma zeylanicum	LOTUS Database	35616633
Trichosanthes kirilowii	Plant	KNApSAcK
Trichosanthes rosthornii	Plant	KNApSAcK
Trifolium pratense	LOTUS Database	35616633
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	USDA
Triticum turanicum	FooDB	USDA
Triticum turgidum	LOTUS Database	35616633
Tritrichomonas suis	LOTUS Database	35616633
Turnera ulmifolia	LOTUS Database	35616633
Vaccinium	FooDB	DTU Food
Vaccinium macrocarpon	FooDB	USDA
Vaccinium myrtillus	FooDB	DTU Food
Vaccinium vitis-idaea	FooDB	DTU Food
Vanilla	FooDB	USDA
Vernonanthura chamaedrys	LOTUS Database	35616633
Viburnum opulus	LOTUS Database	35616633
Vicia faba	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Vigna angularis	FooDB	DTU Food
Vigna mungo	FooDB	USDA
Vigna radiata	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Vigna unguiculata ssp. cylindrica	FooDB	USDA
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 bicuhyba	LOTUS Database	35616633
Virola surinamensis	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Vitellaria paradoxa	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Vitex trifolia	Plant	KNApSAcK
Vitis	FooDB	DTU Food
Vitis vinifera	LOTUS Database	35616633
Vitis vinifera L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Xestospongia muta	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	USDA
Ziziphus jujuba	Plant	KNApSAcK
Ziziphus spina-christi	LOTUS Database	35616633

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
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

long-chain fatty acid (CHEBI:28875 )
straight-chain saturated fatty acid (CHEBI:28875 )
Straight chain fatty acids (C06424 )
Saturated fatty acids (C06424 )
Straight chain fatty acids (LMFA01010014 )

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	53.9 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.0011 mg/mL	Not Available
LogP	6.11	Sangster, J. (1993). LOGKOW- a Databank of Evaluated Octanol-Water Partition Coefficients. Sangster Research Laboratories, Montreal.

Predicted Properties

Property	Value	Source
Water Solubility	0.0017 g/L	ALOGPS
logP	6.1	ALOGPS
logP	5.37	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	4.95	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	12	ChemAxon
Refractivity	67.88 m³·mol⁻¹	ChemAxon
Polarizability	30.1 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0000806

DrugBank ID

DB08231

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

28875

Good Scents ID

rw1009061

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 ]
Ohdoi C, Nyhan WL, Kuhara T: Chemical diagnosis of Lesch-Nyhan syndrome using gas chromatography-mass spectrometry detection. J Chromatogr B Analyt Technol Biomed Life Sci. 2003 Jul 15;792(1):123-30. [PubMed:12829005 ]
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 ]
Dabadie H, Peuchant E, Bernard M, LeRuyet P, Mendy F: Moderate intake of myristic acid in sn-2 position has beneficial lipidic effects and enhances DHA of cholesteryl esters in an interventional study. J Nutr Biochem. 2005 Jun;16(6):375-82. [PubMed:15936650 ]
Majeti BK, Karmali PP, Madhavendra SS, Chaudhuri A: Example of fatty acid-loaded lipoplex in enhancing in vitro gene transfer efficacies of cationic amphiphile. Bioconjug Chem. 2005 May-Jun;16(3):676-84. [PubMed:15898737 ]
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Showing NP-Card for Myristic acid (NP0000315)

MOL for NP0000315 (Myristic acid)

3D MOL for NP0000315 (Myristic acid)

3D SDF for NP0000315 (Myristic acid)

3D-SDF for NP0000315 (Myristic acid)

PDB for NP0000315 (Myristic acid)

3D PDB for NP0000315 (Myristic acid)

SMILES for NP0000315 (Myristic acid)

INCHI for NP0000315 (Myristic acid)

Structure for NP0000315 (Myristic acid)

3D Structure for NP0000315 (Myristic acid)