MiMeDB: Showing metabocard for Myristic acid (MMDBc0000154)

Plant

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-10-27 23:37:50 UTC

Update Date

2022-08-30 23:58:56 UTC

Metabolite ID

MMDBc0000154

Metabolite Identification

Common Name

Myristic acid

Description

Myristic acid is a saturated 14-carbon fatty acid occurring in most animal and vegetable fats, particularly butterfat, as well as coconut, palm, and nutmeg oils. It is used to synthesize flavour and as an ingredient in soaps and cosmetics (From Dorland, 28th ed). Myristic acid is also commonly added to a penultimate nitrogen terminus glycine in receptor-associated kinases to confer the membrane localization of the enzyme. This is achieved by the myristic acid having a high enough hydrophobicity to become incorporated into the fatty acyl core of the phospholipid bilayer of the plasma membrane of the eukaryotic cell (Wikipedia ).

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>
MMDBc0000154

> <DATABASE_NAME>
MIME

> <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

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
Acid, tetradecanoic	MeSH
Acid, myristic	MeSH
1-Tridecanecarboxylate	HMDB
1-Tridecanecarboxylic acid	HMDB
Crodacid	HMDB
Myristic acid pure	HMDB
Myristoate	HMDB
Myristoic acid	HMDB
Tetradecanoic (myristic) acid	HMDB
FA(14:0)	HMDB

Molecular Formula

C₁₄H₂₈O₂

Average Mass

228.3709

Monoisotopic Mass

228.20893014

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

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 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

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

Spectra

Chromatographic Retention Times and Retention Indices

Retention Times

Not Available

Retention Indices

Not Available

Chromatographic Retention Times and Retention Indices

Retention Times

Not Available

Retention Indices

Not Available

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Adipose Tissue
Blood
Cerebrospinal Fluid (CSF)
Epidermis
Feces
Placenta
Prostate
Saliva
Spleen
Urine

Tissue Locations

Adipose Tissue
Epidermis
Placenta
Prostate
Spleen

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0191709	Fatty acid synthase	Enzyme	P49327	Homo_sapiens
MMDBp0191732	Calcium-dependent phospholipase A2	Unknown	P39877	Homo_sapiens
MMDBp0191733	Group IIF secretory phospholipase A2	Unknown	Q9BZM2	Homo_sapiens
MMDBp0191734	Cytosolic phospholipase A2	Unknown	P47712	Homo_sapiens
MMDBp0191735	Phospholipase A2	Unknown	P04054	Homo_sapiens
MMDBp0191737	Group 10 secretory phospholipase A2	Unknown	O15496	Homo_sapiens
MMDBp0191738	Galactoside-binding soluble lectin 13	Enzyme	Q9UHV8	Homo_sapiens
MMDBp0191739	Group IIE secretory phospholipase A2	Unknown	Q9NZK7	Homo_sapiens
MMDBp0191741	Group XIIA secretory phospholipase A2	Unknown	Q9BZM1	Homo_sapiens
MMDBp0191742	85/88 kDa calcium-independent phospholipase A2	Unknown	O60733	Homo_sapiens
MMDBp0191744	Eosinophil lysophospholipase	Enzyme	Q05315	Homo_sapiens
MMDBp0191745	Phospholipase A2, membrane associated	Unknown	P14555	Homo_sapiens
MMDBp0191746	Group IID secretory phospholipase A2	Unknown	Q9UNK4	Homo_sapiens
MMDBp0191749	Dehydrogenase/reductase SDR family member 4	Enzyme	Q9BTZ2	Homo_sapiens
MMDBp0191891	Pancreatic triacylglycerol lipase	Enzyme	P16233	Homo_sapiens
MMDBp0191896	Hepatic triacylglycerol lipase	Enzyme	P11150	Homo_sapiens
MMDBp0191899	Inactive pancreatic lipase-related protein 1	Enzyme	P54315	Homo_sapiens
MMDBp0191902	Patatin-like phospholipase domain-containing protein 3	Enzyme	Q9NST1	Homo_sapiens
MMDBp0191906	Gastric triacylglycerol lipase	Enzyme	P07098	Homo_sapiens
MMDBp0191909	Endothelial lipase	Enzyme	Q9Y5X9	Homo_sapiens
MMDBp0191911	Bile salt-activated lipase	Unknown	P19835	Homo_sapiens
MMDBp0191915	Pancreatic lipase-related protein 2	Enzyme	P54317	Homo_sapiens
MMDBp0191980	Lipoprotein lipase	Enzyme	P06858	Homo_sapiens
MMDBp0192154	Liver carboxylesterase 1	Enzyme	P23141	Homo_sapiens
MMDBp0192155	Cocaine esterase	Enzyme	O00748	Homo_sapiens
MMDBp0192174	Cholinesterase	Enzyme	P06276	Homo_sapiens
MMDBp0192178	Cytosolic phospholipase A2 gamma	Unknown	Q9UP65	Homo_sapiens
MMDBp0192180	Hormone-sensitive lipase	Unknown	Q05469	Homo_sapiens
MMDBp0192181	Group 3 secretory phospholipase A2	Unknown	Q9NZ20	Homo_sapiens
MMDBp0192198	Acylphosphatase-2	Enzyme	P14621	Homo_sapiens
MMDBp0192199	Acylphosphatase-1	Enzyme	P07311	Homo_sapiens
MMDBp0192200	Aminoacylase-1	Unknown	Q03154	Homo_sapiens
MMDBp0192201	Aspartoacylase	Enzyme	P45381	Homo_sapiens
MMDBp0192204	Aspartoacylase-2	Enzyme	Q96HD9	Homo_sapiens
MMDBp0192660	Lysosomal thioesterase PPT2	Enzyme	Q9UMR5	Homo_sapiens
MMDBp0192690	Acid ceramidase	Enzyme	Q13510	Homo_sapiens
MMDBp0192975	Homeodomain-interacting protein kinase 1	Enzyme	Q86Z02	Homo_sapiens
MMDBp0193442	Peroxisome proliferator-activated receptor gamma	Enzyme	P37231	Homo_sapiens
MMDBp0193706	Long-chain fatty acid transport protein 6	Enzyme	Q9Y2P4	Homo_sapiens
MMDBp0193832	Long-chain fatty acid transport protein 3	Enzyme	Q5K4L6	Homo_sapiens
MMDBp0193848	Patatin-like phospholipase domain-containing protein 4	Enzyme	P41247	Homo_sapiens
MMDBp0193856	Long-chain fatty acid transport protein 1	Transporter	Q6PCB7	Homo_sapiens
MMDBp0194042	Long-chain fatty acid transport protein 4	Enzyme	Q6P1M0	Homo_sapiens
MMDBp0194096	60 kDa lysophospholipase	Enzyme	Q86U10	Homo_sapiens
MMDBp0194097	Phospholipase B1, membrane-associated	Unknown	Q6P1J6	Homo_sapiens
MMDBp0194141	Patatin-like phospholipase domain-containing protein 2	Enzyme	Q96AD5	Homo_sapiens
MMDBp0194634	Cytosolic phospholipase A2 delta	Unknown	Q86XP0	Homo_sapiens
MMDBp0194635	Cytosolic phospholipase A2 epsilon	Unknown	Q3MJ16	Homo_sapiens
MMDBp0194636	Cytosolic phospholipase A2 zeta	Unknown	Q68DD2	Homo_sapiens
MMDBp0194716	Calcium-independent phospholipase A2-gamma	Unknown	Q9NP80	Homo_sapiens
MMDBp0195865	Cytosolic phospholipase A2 beta	Unknown	P0C869	Homo_sapiens
MMDBp0195879	Putative neutral ceramidase C	Enzyme	P0C7U2	Homo_sapiens
MMDBp0195880	Alkaline ceramidase 2	Enzyme	Q5QJU3	Homo_sapiens
MMDBp0195881	Neutral ceramidase	Enzyme	Q9NR71	Homo_sapiens
MMDBp0196170	Carboxylesterase 5A	Enzyme	Q6NT32	Homo_sapiens
MMDBp0196227	Alkaline ceramidase 1	Enzyme	Q8TDN7	Homo_sapiens
MMDBp0196265	Neuropathy target esterase	Enzyme	Q8IY17	Homo_sapiens
MMDBp0196452	Pancreatic lipase-related protein 3	Enzyme	Q17RR3	Homo_sapiens
MMDBp0196526	Carnitine palmitoyltransferase 1B isoform a variant	Enzyme	Q53FV7	Homo_sapiens
MMDBp0196527	Carboxylesterase 3	Enzyme	Q6UWW8	Homo_sapiens
MMDBp0191673	CREB3L2-PPARgamma	Enzyme	Q86WD1	Escherichia coli
MMDBp0196546	ADFP protein	Unknown	Q6FHZ7	Homo_sapiens
MMDBp0196547	Peroxisome proliferator activated-receptor gamma	Unknown	Q9UEF6	Homo_sapiens
MMDBp0196548	Peroxisome proliferative activated receptor gamma isoform 2 variant	Unknown	Q53EW1	Homo_sapiens
MMDBp0196549	CPT1B protein	Unknown	A2RRE8	Homo_sapiens
MMDBp0196550	Peroxisome proliferator-activated receptor	Unknown	Q6L9M1	Homo_sapiens
MMDBp0196551	CPT1B protein	Unknown	A5PLL0	Homo_sapiens
MMDBp0196664	S-acyl fatty acid synthase thioesterase, medium chain	Enzyme	Q9NV23	Homo_sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Firmicutes	421	Human ; Human feces; Human pleural fluid plaque; Pig ; Cattle	Microbial culture; Indirect association between microbiota composition and metabolites measured in host biospecimen; Metabolic reconstruction
Bacteria	Proteobacteria	330	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human feces; pleural fluid plaque; bal	Metabolic reconstruction
Bacteria	Actinobacteria	180	Human feces; Human sputum; Human bronchial brush; Human nasopharyngeal swab; Human pleural fluid plaque; Human dental plaque; Human	Metabolic reconstruction
Bacteria	Verrucomicrobia	2	Human ; Human feces	Metabolic reconstruction
Bacteria	Bacteroidetes	216	Human feces; Human appendix biopsy; Human	Metabolic reconstruction
Bacteria	Synergistetes	7	Human feces	Metabolic reconstruction
Bacteria	Spirochaetes	2	Human feces	Metabolic reconstruction
Archaea	Thaumarchaeota	2	Human feces	Metabolic reconstruction
Bacteria	Fusobacteria	37	Human feces; Human	Metabolic reconstruction
Archaea	Euryarchaeota	9	Human feces; Cattle ; Human	Metabolic reconstruction
Bacteria	Candidatus Melainabacteria	2	Human feces	Metabolic reconstruction
Bacteria	Planctomycetes	1	Human feces	Metabolic reconstruction
Archaea	Crenarchaeota	2	Human feces	Metabolic reconstruction
Eukaryota/Fungi	Ascomycota	1	Human feces	Unknown

Exposure Sources

Food Exposures

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified								HMDB
Human	Detected and Quantified	9.3				Adult (>18 years old)	Both	Normal	HMDB	21359215
Human	Detected and Quantified	13.137	0.438			Adult (>18 years old)	Male	Normal	HMDB	17069347
Human	Detected and Quantified	13.137	4.379			Adult (>18 years old)	Male	Normal	HMDB	17069347
Human	Detected and Quantified	13.137	4.379			Adult (>18 years old)	Male	Normal	HMDB	17069347
Human	Detected and Quantified	13.137	4.379			Adult (>18 years old)	Male	Normal	HMDB	17069347
Human	Detected and Quantified	15.464	4.024			Adult (>18 years old)	Both	Normal	HMDB	18953024
Human	Detected and Quantified	15.464	4.024			Adult (>18 years old)	Both	Normal	HMDB	21359215
Human	Detected and Quantified	18.610	6.919			Adult (>18 years old)	Female	Normal	HMDB	9368807
Human	Detected and Quantified	2.846	7.0937			Not Specified	Not Specified	Normal	HMDB	19573517
Human	Detected and Quantified	25.0		8.0	70.0	Adult (>18 years old)	Both	Normal	HMDB	8412012
Human	Detected and Quantified	5.0	5.0			Adult (>18 years old)	Not Specified	Normal	HMDB	8412012
Human	Detected and Quantified	6.06	0.069			Adult (>18 years old)	Both	Normal	HMDB	20671299
Human	Detected and Quantified	7.16	3			Adult (>18 years old)	Both	Normal	HMDB	21359215
Human	Detected and Quantified	90	20			Adult (>18 years old)	Male	Normal	HMDB	14608088
Human	Detected and Quantified	90	40			Adult (>18 years old)	Female	Normal	HMDB	14608088
Human	Detected and Quantified	0.06	0.03			Adult (>18 years old)	Both	Normal	HMDB	Geigy Scientific Tables, 8th Rev edition, pp. 130. Edited by C. Lentner, West Cadwell, N.J.: Medical education Div., Ciba-Geigy Corp. Basel, Switzerland c1981-1992.
Human	Detected and Quantified			1.1	3.3	Adult (>18 years old)	Female	Normal	HMDB	Geigy Scientific Tables, 8th Rev edition, pp. 130. Edited by C. Lentner, West Cadwell, N.J.: Medical education Div., Ciba-Geigy Corp. Basel, Switzerland c1981-1992.
Human	Detected and Quantified	2.1	0.9			Adult (>18 years old)	Both	Normal	HMDB	Geigy Scientific Tables, 8th Rev edition, pp. 130. Edited by C. Lentner, West Cadwell, N.J.: Medical education Div., Ciba-Geigy Corp. Basel, Switzerland c1981-1992.
Human	Detected and Quantified	2.7	1.5			Adolescent (13-18 years old)	Both	Normal	HMDB	Geigy Scientific Tables, 8th Rev edition, pp. 130. Edited by C. Lentner, West Cadwell, N.J.: Medical education Div., Ciba-Geigy Corp. Basel, Switzerland c1981-1992.
Human	Detected and Quantified	3.0	1.3			Children (1-13 years old)	Both	Normal	HMDB	Geigy Scientific Tables, 8th Rev edition, pp. 130. Edited by C. Lentner, West Cadwell, N.J.: Medical education Div., Ciba-Geigy Corp. Basel, Switzerland c1981-1992.
Human Adipose Tissue	Detected but not Quantified					Not Specified	Not Specified	Normal	HMDB	34986597
Human Epidermis	Detected but not Quantified					Not Specified	Not Specified	Normal	HMDB	34986597
Human Placenta	Detected but not Quantified					Not Specified	Not Specified	Normal	HMDB	34986597
Human Prostate	Detected but not Quantified					Not Specified	Not Specified	Normal	HMDB	34986597
Human Spleen	Detected but not Quantified					Not Specified	Not Specified	Normal	HMDB	34986597
Human Saliva	Detected but not Quantified					Adult (>18 years old)	Both	Normal	HMDB	20809147
Human Saliva	Detected but not Quantified					Adult (>18 years old)	Not Specified	Normal	HMDB	22727327
Human Saliva	Detected but not Quantified					Adult (>18 years old)	Not Specified	Normal	HMDB	24421258
Human Saliva	Detected but not Quantified					Adult (>18 years old)	Male	Normal	HMDB	1268322
Human Saliva	Detected but not Quantified					Adult (>18 years old)	Both	Normal	HMDB	21190195
Human Feces	Detected but not Quantified					Not Specified	Not Specified	Normal	HMDB	19573517
Human Feces	Detected but not Quantified					Adult (>18 years old)	Both	Normal	HMDB	23940645
Human Feces	Detected but not Quantified					Adult (>18 years old)	Both	Normal	HMDB	24029555
Human Urine	Detected but not Quantified					Adult (>18 years old)	Both	Normal	HMDB	22148915
Human Feces	Detected but not Quantified					Infant (0-1 year old)	NULL	Normal	HMDB	24628373
Human Blood	Detected but not Quantified					Adult (>18 years old)	Both	Normal	HMDB	22024767
Human Feces	Detected but not Quantified					Infant (0-1 year old)	Not Specified	Normal	HMDB	24628373
Human Feces	Detected but not Quantified					Infant (0-1 year old)	Not Specified	Normal	HMDB	24628373
Human Blood	Detected but not Quantified					Adult (>18 years old)	Female	Normal	HMDB	27355821
Human Feces	Detected but not Quantified					Adult (>18 years old)	Both	Normal	HMDB	27543620
Human Feces	Detected but not Quantified					Adult (>18 years old)	Both	Normal	HMDB	25037050
Human Feces	Detected but not Quantified					Adult (>18 years old)	Both	Normal	HMDB	28587349
Human Feces	Detected but not Quantified					Adult (>18 years old)	Both	Normal	HMDB	29808030
Human Urine	Detected but not Quantified					Adult (>18 years old)	Both	Normal	HMDB	32966057
Human Blood	Detected but not Quantified					Adult (>18 years old)	Both	Normal	HMDB	32966057

External Links

HMDB ID

HMDB0000806

DrugBank ID

DB08231

Phenol Explorer Compound ID

Not Available

FooDB 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

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

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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. doi: 10.1093/ajcn/73.1.41. [PubMed:11124748 ]
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. doi: 10.1016/s1570-0232(03)00277-0. [PubMed:12829005 ]
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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. doi: 10.1021/bc049687t. [PubMed:15898737 ]
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. doi: 10.1016/j.jnutbio.2005.01.010. [PubMed:15936650 ]
Zhu W, Smart EJ: Myristic acid stimulates endothelial nitric-oxide synthase in a CD36- and an AMP kinase-dependent manner. J Biol Chem. 2005 Aug 19;280(33):29543-50. doi: 10.1074/jbc.M501238200. Epub 2005 Jun 21. [PubMed:15970594 ]
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 ]
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Showing metabocard for Myristic acid (MMDBc0000154)

MOL for #<Metabolite:0x00007f121c032908>

3D MOL for #<Metabolite:0x00007f121c032908>

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3D-SDF for #<Metabolite:0x00007f121c032908>

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3D PDB for #<Metabolite:0x00007f121c032908>

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INCHI for #<Metabolite:0x00007f121c032908>

Structure for #<Metabolite:0x00007f121c032908>

3D Structure for #<Metabolite:0x00007f121c032908>