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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2017-03-21 06:19:59 UTC

Update Date

2019-07-23 07:18:31 UTC

HMDB ID

HMDB0062437

Secondary Accession Numbers

HMDB62437

Metabolite Identification

Common Name

9Z-Heptadecenoic acid

Description

(9Z)-heptadecenoic acid, also known as cis-9-heptadecenoate, 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 (9Z)-heptadecenoic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

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

HMDB0062437
     RDKit          3D
9Z-Heptadecenoic acid
 51 50  0  0  0  0  0  0  0  0999 V2000
    6.1365    1.4902    0.6067 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8316    0.8002   -0.5063 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0228    0.2843   -1.6309 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0276   -0.7867   -1.3894 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9648   -0.3994   -0.4236 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9362   -1.5380   -0.2724 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9078   -1.0844    0.7387 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2387    0.1239    0.2518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0495    0.1593    0.0240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0056   -0.9367    0.2014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0797   -0.5991    1.2009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8376    0.6178    0.7766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4980    0.4244   -0.5377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4640   -0.7314   -0.5568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5371   -0.5452    0.4632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3335    0.7006    0.2278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0280    0.7447   -1.0652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0078   -0.1786   -1.8799 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7452    1.9108   -1.3644 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7513    2.4259    0.8545 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1186    0.8415    1.5109 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1405    1.8803    0.4128 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4809   -0.0293   -0.0579 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5704    1.5384   -0.9625 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6778    0.0528   -2.5285 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4104    1.1822   -2.0031 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5008   -1.7698   -1.1238 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5106   -1.0010   -2.3653 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3029   -0.2421    0.6200 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4343    0.4711   -0.8310 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5003   -1.6560   -1.2811 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4298   -2.4531    0.0988 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4596   -0.7771    1.6961 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2522   -1.9117    1.0436 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8124    1.0223    0.0842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4538    1.1154   -0.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5641   -1.9187    0.4787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5138   -1.1316   -0.7819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6447   -0.4678    2.2292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7437   -1.4867    1.3043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1467    1.4990    0.7030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5508    0.8529    1.5998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7145    0.2915   -1.3366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0911    1.3459   -0.8335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8865   -1.6867   -0.3712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8440   -0.7960   -1.6001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1065   -0.4592    1.5057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2150   -1.4343    0.4509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1135    0.7899    1.0632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6523    1.5842    0.3124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5917    1.8710   -1.9196 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  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  7 34  1  0
  8 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  0
 11 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  0
 13 44  1  0
 14 45  1  0
 14 46  1  0
 15 47  1  0
 15 48  1  0
 16 49  1  0
 16 50  1  0
 19 51  1  0
M  END

LMFA01030060
  Mrv1652303312018262D          

 19 18  0  0  0  0            999 V2000
   11.5406    5.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8261    5.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2551    5.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9696    5.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6841    5.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3986    5.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1131    5.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8276    5.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5421    5.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2566    5.2475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5421    6.4850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0011    5.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2867    5.2476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5722    5.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8578    5.2476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1433    5.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4289    5.2476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7144    5.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0000    5.2476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  1  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
  9 11  2  0  0  0  0
  2 12  2  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0062437

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C17H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17(18)19/h8-9H,2-7,10-16H2,1H3,(H,18,19)/b9-8-

> <INCHI_KEY>
QSBYPNXLFMSGKH-HJWRWDBZSA-N

> <FORMULA>
C17H32O2

> <MOLECULAR_WEIGHT>
268.441

> <EXACT_MASS>
268.24023027

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
34.93843073031773

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
7.22

> <JCHEM_LOGP>
6.339229786

> <ALOGPS_LOGS>
-6.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.988167283903808

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
82.8012

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.23e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cis-9-heptadecenoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0062437
     RDKit          3D
9Z-Heptadecenoic acid
 51 50  0  0  0  0  0  0  0  0999 V2000
    6.1365    1.4902    0.6067 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8316    0.8002   -0.5063 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0228    0.2843   -1.6309 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0276   -0.7867   -1.3894 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9648   -0.3994   -0.4236 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9362   -1.5380   -0.2724 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9078   -1.0844    0.7387 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2387    0.1239    0.2518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0495    0.1593    0.0240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0056   -0.9367    0.2014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0797   -0.5991    1.2009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8376    0.6178    0.7766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4980    0.4244   -0.5377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4640   -0.7314   -0.5568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5371   -0.5452    0.4632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3335    0.7006    0.2278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0280    0.7447   -1.0652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0078   -0.1786   -1.8799 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7452    1.9108   -1.3644 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7513    2.4259    0.8545 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1186    0.8415    1.5109 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1405    1.8803    0.4128 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4809   -0.0293   -0.0579 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5704    1.5384   -0.9625 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6778    0.0528   -2.5285 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4104    1.1822   -2.0031 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5008   -1.7698   -1.1238 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5106   -1.0010   -2.3653 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3029   -0.2421    0.6200 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4343    0.4711   -0.8310 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5003   -1.6560   -1.2811 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4298   -2.4531    0.0988 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4596   -0.7771    1.6961 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2522   -1.9117    1.0436 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8124    1.0223    0.0842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4538    1.1154   -0.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5641   -1.9187    0.4787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5138   -1.1316   -0.7819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6447   -0.4678    2.2292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7437   -1.4867    1.3043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1467    1.4990    0.7030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5508    0.8529    1.5998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7145    0.2915   -1.3366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0911    1.3459   -0.8335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8865   -1.6867   -0.3712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8440   -0.7960   -1.6001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1065   -0.4592    1.5057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2150   -1.4343    0.4509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1135    0.7899    1.0632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6523    1.5842    0.3124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5917    1.8710   -1.9196 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  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  7 34  1  0
  8 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  0
 11 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  0
 13 44  1  0
 14 45  1  0
 14 46  1  0
 15 47  1  0
 15 48  1  0
 16 49  1  0
 16 50  1  0
 19 51  1  0
M  END

HEADER    PROTEIN                                 31-MAR-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: LMFA01030060                                      
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   31-MAR-20         0                                  
HETATM    1  C   UNK     0      21.542   9.795   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      20.209  10.565   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      22.876  10.565   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      24.210   9.795   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      25.544  10.565   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      26.877   9.795   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      28.211  10.565   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      29.545   9.795   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      30.879  10.565   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      32.212   9.795   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      30.879  12.105   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      18.669  10.565   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      17.335   9.796   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      16.001  10.565   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      14.668   9.796   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      13.334  10.565   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.001   9.796   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.667  10.565   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.333   9.796   0.000  0.00  0.00           C+0
CONECT    1    2    3                                                       
CONECT    2    1   12                                                       
CONECT    3    1    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   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    2   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   36    0
END

COMPND    HMDB0062437
HETATM    1  C1  UNL     1       6.137   1.490   0.607  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.832   0.800  -0.506  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.023   0.284  -1.631  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.028  -0.787  -1.389  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.965  -0.399  -0.424  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.936  -1.538  -0.272  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.908  -1.084   0.739  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.239   0.124   0.252  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.050   0.159   0.024  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.006  -0.937   0.201  1.00  0.00           C  
HETATM   11  C11 UNL     1      -2.080  -0.599   1.201  1.00  0.00           C  
HETATM   12  C12 UNL     1      -2.838   0.618   0.777  1.00  0.00           C  
HETATM   13  C13 UNL     1      -3.498   0.424  -0.538  1.00  0.00           C  
HETATM   14  C14 UNL     1      -4.464  -0.731  -0.557  1.00  0.00           C  
HETATM   15  C15 UNL     1      -5.537  -0.545   0.463  1.00  0.00           C  
HETATM   16  C16 UNL     1      -6.334   0.701   0.228  1.00  0.00           C  
HETATM   17  C17 UNL     1      -7.028   0.745  -1.065  1.00  0.00           C  
HETATM   18  O1  UNL     1      -7.008  -0.179  -1.880  1.00  0.00           O  
HETATM   19  O2  UNL     1      -7.745   1.911  -1.364  1.00  0.00           O  
HETATM   20  H1  UNL     1       6.751   2.426   0.855  1.00  0.00           H  
HETATM   21  H2  UNL     1       6.119   0.842   1.511  1.00  0.00           H  
HETATM   22  H3  UNL     1       5.141   1.880   0.413  1.00  0.00           H  
HETATM   23  H4  UNL     1       7.481  -0.029  -0.058  1.00  0.00           H  
HETATM   24  H5  UNL     1       7.570   1.538  -0.963  1.00  0.00           H  
HETATM   25  H6  UNL     1       6.678   0.053  -2.529  1.00  0.00           H  
HETATM   26  H7  UNL     1       5.410   1.182  -2.003  1.00  0.00           H  
HETATM   27  H8  UNL     1       5.501  -1.770  -1.124  1.00  0.00           H  
HETATM   28  H9  UNL     1       4.511  -1.001  -2.365  1.00  0.00           H  
HETATM   29  H10 UNL     1       4.303  -0.242   0.620  1.00  0.00           H  
HETATM   30  H11 UNL     1       3.434   0.471  -0.831  1.00  0.00           H  
HETATM   31  H12 UNL     1       2.500  -1.656  -1.281  1.00  0.00           H  
HETATM   32  H13 UNL     1       3.430  -2.453   0.099  1.00  0.00           H  
HETATM   33  H14 UNL     1       2.460  -0.777   1.696  1.00  0.00           H  
HETATM   34  H15 UNL     1       1.252  -1.912   1.044  1.00  0.00           H  
HETATM   35  H16 UNL     1       1.812   1.022   0.084  1.00  0.00           H  
HETATM   36  H17 UNL     1      -0.454   1.115  -0.342  1.00  0.00           H  
HETATM   37  H18 UNL     1      -0.564  -1.919   0.479  1.00  0.00           H  
HETATM   38  H19 UNL     1      -1.514  -1.132  -0.782  1.00  0.00           H  
HETATM   39  H20 UNL     1      -1.645  -0.468   2.229  1.00  0.00           H  
HETATM   40  H21 UNL     1      -2.744  -1.487   1.304  1.00  0.00           H  
HETATM   41  H22 UNL     1      -2.147   1.499   0.703  1.00  0.00           H  
HETATM   42  H23 UNL     1      -3.551   0.853   1.600  1.00  0.00           H  
HETATM   43  H24 UNL     1      -2.715   0.292  -1.337  1.00  0.00           H  
HETATM   44  H25 UNL     1      -4.091   1.346  -0.834  1.00  0.00           H  
HETATM   45  H26 UNL     1      -3.887  -1.687  -0.371  1.00  0.00           H  
HETATM   46  H27 UNL     1      -4.844  -0.796  -1.600  1.00  0.00           H  
HETATM   47  H28 UNL     1      -5.107  -0.459   1.506  1.00  0.00           H  
HETATM   48  H29 UNL     1      -6.215  -1.434   0.451  1.00  0.00           H  
HETATM   49  H30 UNL     1      -7.114   0.790   1.063  1.00  0.00           H  
HETATM   50  H31 UNL     1      -5.652   1.584   0.312  1.00  0.00           H  
HETATM   51  H32 UNL     1      -8.592   1.871  -1.920  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3   23   24
CONECT    3    4   25   26
CONECT    4    5   27   28
CONECT    5    6   29   30
CONECT    6    7   31   32
CONECT    7    8   33   34
CONECT    8    9    9   35
CONECT    9   10   36
CONECT   10   11   37   38
CONECT   11   12   39   40
CONECT   12   13   41   42
CONECT   13   14   43   44
CONECT   14   15   45   46
CONECT   15   16   47   48
CONECT   16   17   49   50
CONECT   17   18   18   19
CONECT   19   51
END

HMDB0062437
     RDKit          3D
9Z-Heptadecenoic acid
 51 50  0  0  0  0  0  0  0  0999 V2000
    6.1365    1.4902    0.6067 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8316    0.8002   -0.5063 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0228    0.2843   -1.6309 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0276   -0.7867   -1.3894 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9648   -0.3994   -0.4236 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9362   -1.5380   -0.2724 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9078   -1.0844    0.7387 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2387    0.1239    0.2518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0495    0.1593    0.0240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0056   -0.9367    0.2014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0797   -0.5991    1.2009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8376    0.6178    0.7766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4980    0.4244   -0.5377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4640   -0.7314   -0.5568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5371   -0.5452    0.4632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3335    0.7006    0.2278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0280    0.7447   -1.0652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0078   -0.1786   -1.8799 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7452    1.9108   -1.3644 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7513    2.4259    0.8545 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1186    0.8415    1.5109 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1405    1.8803    0.4128 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4809   -0.0293   -0.0579 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5704    1.5384   -0.9625 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6778    0.0528   -2.5285 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4104    1.1822   -2.0031 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5008   -1.7698   -1.1238 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5106   -1.0010   -2.3653 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3029   -0.2421    0.6200 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4343    0.4711   -0.8310 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5003   -1.6560   -1.2811 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4298   -2.4531    0.0988 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4596   -0.7771    1.6961 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2522   -1.9117    1.0436 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8124    1.0223    0.0842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4538    1.1154   -0.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5641   -1.9187    0.4787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5138   -1.1316   -0.7819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6447   -0.4678    2.2292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7437   -1.4867    1.3043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1467    1.4990    0.7030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5508    0.8529    1.5998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7145    0.2915   -1.3366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0911    1.3459   -0.8335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8865   -1.6867   -0.3712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8440   -0.7960   -1.6001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1065   -0.4592    1.5057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2150   -1.4343    0.4509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1135    0.7899    1.0632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6523    1.5842    0.3124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5917    1.8710   -1.9196 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  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  7 34  1  0
  8 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  0
 11 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  0
 13 44  1  0
 14 45  1  0
 14 46  1  0
 15 47  1  0
 15 48  1  0
 16 49  1  0
 16 50  1  0
 19 51  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
cis-9-Heptadecenoic acid	ChEBI
cis-9-Heptadecenoate	Generator
(9Z)-Heptadecenoate	Generator
9Z-Heptadecenoate	Generator, HMDB
(Z)-9-Heptadecenoic acid	HMDB
(9Z)-9-Heptadecenoic acid	HMDB
(Z)-Heptadec-9-enoic acid	HMDB
cis-n-9-Heptadecenoic acid	HMDB
(Z)-9-Heptadecenoate	Generator, HMDB
(9Z)-9-Heptadecenoate	Generator, HMDB
(Z)-Heptadec-9-enoate	Generator, HMDB
cis-n-9-Heptadecenoate	Generator, HMDB
Margaroleic acid	HMDB
FA(17:1(9Z))	HMDB
Margaroleate	Generator, HMDB

Chemical Formula

C₁₇H₃₂O₂

Average Molecular Weight

268.441

Monoisotopic Molecular Weight

268.24023027

IUPAC Name

(9Z)-heptadec-9-enoic acid

Traditional Name

cis-9-heptadecenoic acid

CAS Registry Number

1981-50-6

SMILES

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

InChI Identifier

InChI=1S/C17H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17(18)19/h8-9H,2-7,10-16H2,1H3,(H,18,19)/b9-8-

InChI Key

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

straight-chain fatty acid (CHEBI:84328 )
heptadecenoic acid (CHEBI:84328 )
Unsaturated fatty acids (LMFA01030060 )

Ontology

Not Available

Saliva (HMDB: HMDB0062437)
Urine (HMDB: HMDB0062437)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0062437)

Source

Endogenous

Endogenous (HMDB: HMDB0062437)

Plant

Plant (HMDB: HMDB0062437)

Animal

Animal (HMDB: HMDB0062437)

Exogenous

Food

Food (HMDB: HMDB0062437)

Animal origin

Poultry

Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)
Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)

Equine

Horse (FooDB: FOOD00378)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Milk and milk product

Unfermented milk

Milk (Cow) (FooDB: FOOD00618)

Vegetable

Fruit vegetable

Italian sweet red pepper (FooDB: FOOD00881)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0062437)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0062437)

Cellular process

Cell signaling (HMDB: HMDB0062437)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0062437)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0062437)

Nutrient

Nutrient (HMDB: HMDB0062437)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0062437)

Emulsifier (HMDB: HMDB0062437)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.00022 g/l	ALOGPS
LogP	7.22	ALOGPS

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	7.22	ALOGPS
logP	6.34	ChemAxon
logS	-6.1	ALOGPS
pKa (Strongest Acidic)	4.99	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	82.8 m³·mol⁻¹	ChemAxon
Polarizability	34.94 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	174.024	31661259
DarkChem	[M-H]-	172.331	31661259
DeepCCS	[M+H]+	177.526	30932474
DeepCCS	[M-H]-	173.507	30932474
DeepCCS	[M-2H]-	210.577	30932474
DeepCCS	[M+Na]+	186.554	30932474
AllCCS	[M+H]+	174.8	32859911
AllCCS	[M+H-H2O]+	171.7	32859911
AllCCS	[M+NH4]+	177.7	32859911
AllCCS	[M+Na]+	178.5	32859911
AllCCS	[M-H]-	175.5	32859911
AllCCS	[M+Na-2H]-	177.0	32859911
AllCCS	[M+HCOO]-	178.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
9Z-Heptadecenoic acid	CCCCCCC\C=C/CCCCCCCC(O)=O	3024.6	Standard polar	33892256
9Z-Heptadecenoic acid	CCCCCCC\C=C/CCCCCCCC(O)=O	1997.6	Standard non polar	33892256
9Z-Heptadecenoic acid	CCCCCCC\C=C/CCCCCCCC(O)=O	2052.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
9Z-Heptadecenoic acid,1TMS,isomer #1	CCCCCCC/C=C\CCCCCCCC(=O)O[Si](C)(C)C	2119.3	Semi standard non polar	33892256
9Z-Heptadecenoic acid,1TBDMS,isomer #1	CCCCCCC/C=C\CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C	2373.5	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 9Z-Heptadecenoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-000f-7920000000-b232fc11e7591e2b60d7	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9Z-Heptadecenoic acid GC-MS (1 TMS) - 70eV, Positive	splash10-009i-9540000000-bcda57a2948f1c39bb9f	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9Z-Heptadecenoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9Z-Heptadecenoic acid 10V, Positive-QTOF	splash10-0udi-0090000000-82c1042fa39bcfd95733	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9Z-Heptadecenoic acid 20V, Positive-QTOF	splash10-0kmi-4690000000-1210e980b4448816271f	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9Z-Heptadecenoic acid 40V, Positive-QTOF	splash10-052f-9810000000-e3c5385a76e3aa5db3f9	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9Z-Heptadecenoic acid 10V, Negative-QTOF	splash10-014i-0090000000-ad4ddb899eecac37200a	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9Z-Heptadecenoic acid 20V, Negative-QTOF	splash10-01ba-0090000000-6a19ff0f71cf55a086ee	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9Z-Heptadecenoic acid 40V, Negative-QTOF	splash10-0a4l-9230000000-8f321dc23ed46f623d0b	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9Z-Heptadecenoic acid 10V, Negative-QTOF	splash10-014i-0090000000-36c0d9e881e1f25aa9bd	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9Z-Heptadecenoic acid 20V, Negative-QTOF	splash10-014j-1090000000-4d032d0e12ce18955f8b	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9Z-Heptadecenoic acid 40V, Negative-QTOF	splash10-0006-9310000000-e98c713cfa0068d3e4c7	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9Z-Heptadecenoic acid 10V, Positive-QTOF	splash10-0gb9-4390000000-0771a912daad2db13730	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9Z-Heptadecenoic acid 20V, Positive-QTOF	splash10-0apj-9410000000-ab15cb7e43047bd252bc	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9Z-Heptadecenoic acid 40V, Positive-QTOF	splash10-0apl-9000000000-3cccae5a2fb3286052d1	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5282748

PDB ID

Not Available

ChEBI ID

84328

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
GRIMMER G, VOIGT KD, APOSTOLAKIS M, GLASER A: [STUDIES ON THE INCORPORATION OF CIS-9-HEPTADECENOIC ACID INTO THE LIPIDS OF THE LYMPH AND BLOOD OF RATS]. Arzneimittelforschung. 1965 Feb;15:184-8. [PubMed:14263140 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for 9Z-Heptadecenoic acid (HMDB0062437)

MOL for HMDB0062437 (9Z-Heptadecenoic acid)

3D MOL for HMDB0062437 (9Z-Heptadecenoic acid)

3D SDF for HMDB0062437 (9Z-Heptadecenoic acid)

3D-SDF for HMDB0062437 (9Z-Heptadecenoic acid)

PDB for HMDB0062437 (9Z-Heptadecenoic acid)

3D PDB for HMDB0062437 (9Z-Heptadecenoic acid)

SMILES for HMDB0062437 (9Z-Heptadecenoic acid)

INCHI for HMDB0062437 (9Z-Heptadecenoic acid)

Structure for HMDB0062437 (9Z-Heptadecenoic acid)

3D Structure for HMDB0062437 (9Z-Heptadecenoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra