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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2017-03-23 05:43:02 UTC

Update Date

2022-03-07 03:17:58 UTC

HMDB ID

HMDB0062703

Secondary Accession Numbers

HMDB62703

Metabolite Identification

Common Name

Octadec-9-enoic Acid

Description

Octadec-9-enoic Acid, also known as 18:1, N-9 or Delta(9)-Octadecenoic acid, is classified as a member of the Long-chain fatty acids. Long-chain fatty acids are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Octadec-9-enoic Acid is considered to be practically insoluble (in water) and acidic. Octadec-9-enoic Acid can be synthesized from octadec-9-ene. It is also a parent compound for other transformation products, including but not limited to, 1-octadec-9-enoylglycero-3-phosphate, N-(2-hydroxy-1-methylethyl)-9-octadecenamide, and sterculic acid

Structure

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

HMDB0062703
     RDKit          3D
Octadec-9-enoic Acid
 54 53  0  0  0  0  0  0  0  0999 V2000
    7.5975    1.4692   -0.6355 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9604    0.2860   -1.2932 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5020    0.1179   -0.9379 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2809   -0.0676    0.5217 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7883   -0.2307    0.8490 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1976   -1.3955    0.1766 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8242   -1.7588    0.4554 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6435   -0.9277    0.2216 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5260    0.2993    0.9997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4145    0.6061    1.8705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5310   -0.2758    2.2054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8799    0.3558    1.8794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0018    0.6794    0.4231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3404    1.3015    0.1508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4698    0.3744    0.5200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3787   -0.9112   -0.2666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4578   -0.6490   -1.7389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7458    0.0152   -2.0736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7763   -0.6961   -2.1420 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7857    1.3819   -2.2999 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2654    2.4371   -1.0803 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6902    1.4128   -0.8460 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4985    1.4607    0.4638 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1019    0.3766   -2.3888 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5551   -0.6192   -0.9874 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1507   -0.7502   -1.5399 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9667    1.0137   -1.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7930   -0.9206    0.9639 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5896    0.8595    1.0440 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6021   -0.2370    1.9248 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2783    0.6934    0.4313 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3064   -1.3241   -0.9542 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8394   -2.3025    0.4897 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6507   -2.7793   -0.0853 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7548   -2.1651    1.5511 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5351   -0.6832   -0.9036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2788   -1.5787    0.3548 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2770    1.0964    0.8423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3693    1.5818    2.3847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4132   -1.2834    1.8143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5333   -0.4285    3.3437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6478   -0.3988    2.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9855    1.2471    2.5280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2321    1.4266    0.1031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8479   -0.2188   -0.2115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3976    2.2465    0.7618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3993    1.6001   -0.8972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5149    0.1262    1.5823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4112    0.9165    0.2376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4723   -1.4628    0.0312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2661   -1.5268    0.0553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5773   -0.0517   -2.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4276   -1.6494   -2.2599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6192    1.9110   -2.0494 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  3
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 16 50  1  0
 16 51  1  0
 17 52  1  0
 17 53  1  0
 20 54  1  0
M  END

  Mrv1652303231706432D          

 20 19  0  0  0  0            999 V2000
   -4.1467    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4322    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7177    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0033    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2888    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5743    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1401    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8546    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5691    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2836    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9980    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5704    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2849    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7138    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    1.3184    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
  9  8  1  4  0  0  0
  9 10  2  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
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0062703

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCCC=CCCCCCCCC(O)=O

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

> <INCHI_KEY>
ZQPPMHVWECSIRJ-UHFFFAOYSA-N

> <FORMULA>
C18H34O2

> <MOLECULAR_WEIGHT>
282.468

> <EXACT_MASS>
282.255880335

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
37.64091884376698

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
octadec-9-enoic acid

> <ALOGPS_LOGP>
7.68

> <JCHEM_LOGP>
6.783798451000001

> <ALOGPS_LOGS>
-6.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.988167283903808

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
87.4022

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.21e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
9 octadecenoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0062703
     RDKit          3D
Octadec-9-enoic Acid
 54 53  0  0  0  0  0  0  0  0999 V2000
    7.5975    1.4692   -0.6355 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9604    0.2860   -1.2932 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5020    0.1179   -0.9379 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2809   -0.0676    0.5217 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7883   -0.2307    0.8490 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1976   -1.3955    0.1766 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8242   -1.7588    0.4554 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6435   -0.9277    0.2216 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5260    0.2993    0.9997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4145    0.6061    1.8705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5310   -0.2758    2.2054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8799    0.3558    1.8794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0018    0.6794    0.4231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3404    1.3015    0.1508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4698    0.3744    0.5200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3787   -0.9112   -0.2666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4578   -0.6490   -1.7389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7458    0.0152   -2.0736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7763   -0.6961   -2.1420 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7857    1.3819   -2.2999 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2654    2.4371   -1.0803 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6902    1.4128   -0.8460 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4985    1.4607    0.4638 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1019    0.3766   -2.3888 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5551   -0.6192   -0.9874 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1507   -0.7502   -1.5399 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9667    1.0137   -1.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7930   -0.9206    0.9639 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5896    0.8595    1.0440 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6021   -0.2370    1.9248 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2783    0.6934    0.4313 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3064   -1.3241   -0.9542 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8394   -2.3025    0.4897 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6507   -2.7793   -0.0853 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7548   -2.1651    1.5511 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5351   -0.6832   -0.9036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2788   -1.5787    0.3548 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2770    1.0964    0.8423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3693    1.5818    2.3847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4132   -1.2834    1.8143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5333   -0.4285    3.3437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6478   -0.3988    2.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9855    1.2471    2.5280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2321    1.4266    0.1031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8479   -0.2188   -0.2115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3976    2.2465    0.7618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3993    1.6001   -0.8972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5149    0.1262    1.5823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4112    0.9165    0.2376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4723   -1.4628    0.0312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2661   -1.5268    0.0553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5773   -0.0517   -2.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4276   -1.6494   -2.2599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6192    1.9110   -2.0494 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  3
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 16 50  1  0
 16 51  1  0
 17 52  1  0
 17 53  1  0
 20 54  1  0
M  END

HEADER    PROTEIN                                 23-MAR-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-MAR-17         0                                  
HETATM    1  C   UNK     0      -7.740   4.771   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.407   4.001   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.073   4.771   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.739   4.001   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.406   4.771   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.072   4.001   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.262   4.771   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.595   4.001   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.929   4.771   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.263   4.001   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.596   4.771   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.264   4.771   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.597   4.001   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.931   4.771   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.265   4.001   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.598   4.771   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      14.932   4.001   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      16.266   4.771   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      14.932   2.461   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
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   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   38    0
END

COMPND    HMDB0062703
HETATM    1  C1  UNL     1       7.598   1.469  -0.636  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.960   0.286  -1.293  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.502   0.118  -0.938  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.281  -0.068   0.522  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.788  -0.231   0.849  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.198  -1.395   0.177  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.824  -1.759   0.455  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.643  -0.928   0.222  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.526   0.299   1.000  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.414   0.606   1.871  1.00  0.00           C  
HETATM   11  C11 UNL     1      -1.531  -0.276   2.205  1.00  0.00           C  
HETATM   12  C12 UNL     1      -2.880   0.356   1.879  1.00  0.00           C  
HETATM   13  C13 UNL     1      -3.002   0.679   0.423  1.00  0.00           C  
HETATM   14  C14 UNL     1      -4.340   1.302   0.151  1.00  0.00           C  
HETATM   15  C15 UNL     1      -5.470   0.374   0.520  1.00  0.00           C  
HETATM   16  C16 UNL     1      -5.379  -0.911  -0.267  1.00  0.00           C  
HETATM   17  C17 UNL     1      -5.458  -0.649  -1.739  1.00  0.00           C  
HETATM   18  C18 UNL     1      -6.746   0.015  -2.074  1.00  0.00           C  
HETATM   19  O1  UNL     1      -7.776  -0.696  -2.142  1.00  0.00           O  
HETATM   20  O2  UNL     1      -6.786   1.382  -2.300  1.00  0.00           O  
HETATM   21  H1  UNL     1       7.265   2.437  -1.080  1.00  0.00           H  
HETATM   22  H2  UNL     1       8.690   1.413  -0.846  1.00  0.00           H  
HETATM   23  H3  UNL     1       7.499   1.461   0.464  1.00  0.00           H  
HETATM   24  H4  UNL     1       7.102   0.377  -2.389  1.00  0.00           H  
HETATM   25  H5  UNL     1       7.555  -0.619  -0.987  1.00  0.00           H  
HETATM   26  H6  UNL     1       5.151  -0.750  -1.540  1.00  0.00           H  
HETATM   27  H7  UNL     1       4.967   1.014  -1.286  1.00  0.00           H  
HETATM   28  H8  UNL     1       5.793  -0.921   0.964  1.00  0.00           H  
HETATM   29  H9  UNL     1       5.590   0.859   1.044  1.00  0.00           H  
HETATM   30  H10 UNL     1       3.602  -0.237   1.925  1.00  0.00           H  
HETATM   31  H11 UNL     1       3.278   0.693   0.431  1.00  0.00           H  
HETATM   32  H12 UNL     1       3.306  -1.324  -0.954  1.00  0.00           H  
HETATM   33  H13 UNL     1       3.839  -2.303   0.490  1.00  0.00           H  
HETATM   34  H14 UNL     1       1.651  -2.779  -0.085  1.00  0.00           H  
HETATM   35  H15 UNL     1       1.755  -2.165   1.551  1.00  0.00           H  
HETATM   36  H16 UNL     1       0.535  -0.683  -0.904  1.00  0.00           H  
HETATM   37  H17 UNL     1      -0.279  -1.579   0.355  1.00  0.00           H  
HETATM   38  H18 UNL     1       1.277   1.096   0.842  1.00  0.00           H  
HETATM   39  H19 UNL     1      -0.369   1.582   2.385  1.00  0.00           H  
HETATM   40  H20 UNL     1      -1.413  -1.283   1.814  1.00  0.00           H  
HETATM   41  H21 UNL     1      -1.533  -0.428   3.344  1.00  0.00           H  
HETATM   42  H22 UNL     1      -3.648  -0.399   2.145  1.00  0.00           H  
HETATM   43  H23 UNL     1      -2.985   1.247   2.528  1.00  0.00           H  
HETATM   44  H24 UNL     1      -2.232   1.427   0.103  1.00  0.00           H  
HETATM   45  H25 UNL     1      -2.848  -0.219  -0.211  1.00  0.00           H  
HETATM   46  H26 UNL     1      -4.398   2.246   0.762  1.00  0.00           H  
HETATM   47  H27 UNL     1      -4.399   1.600  -0.897  1.00  0.00           H  
HETATM   48  H28 UNL     1      -5.515   0.126   1.582  1.00  0.00           H  
HETATM   49  H29 UNL     1      -6.411   0.916   0.238  1.00  0.00           H  
HETATM   50  H30 UNL     1      -4.472  -1.463   0.031  1.00  0.00           H  
HETATM   51  H31 UNL     1      -6.266  -1.527   0.055  1.00  0.00           H  
HETATM   52  H32 UNL     1      -4.577  -0.052  -2.050  1.00  0.00           H  
HETATM   53  H33 UNL     1      -5.428  -1.649  -2.260  1.00  0.00           H  
HETATM   54  H34 UNL     1      -7.619   1.911  -2.049  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3   24   25
CONECT    3    4   26   27
CONECT    4    5   28   29
CONECT    5    6   30   31
CONECT    6    7   32   33
CONECT    7    8   34   35
CONECT    8    9   36   37
CONECT    9   10   10   38
CONECT   10   11   39
CONECT   11   12   40   41
CONECT   12   13   42   43
CONECT   13   14   44   45
CONECT   14   15   46   47
CONECT   15   16   48   49
CONECT   16   17   50   51
CONECT   17   18   52   53
CONECT   18   19   19   20
CONECT   20   54
END

HMDB0062703
     RDKit          3D
Octadec-9-enoic Acid
 54 53  0  0  0  0  0  0  0  0999 V2000
    7.5975    1.4692   -0.6355 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9604    0.2860   -1.2932 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5020    0.1179   -0.9379 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2809   -0.0676    0.5217 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7883   -0.2307    0.8490 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1976   -1.3955    0.1766 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8242   -1.7588    0.4554 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6435   -0.9277    0.2216 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5260    0.2993    0.9997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4145    0.6061    1.8705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5310   -0.2758    2.2054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8799    0.3558    1.8794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0018    0.6794    0.4231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3404    1.3015    0.1508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4698    0.3744    0.5200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3787   -0.9112   -0.2666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4578   -0.6490   -1.7389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7458    0.0152   -2.0736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7763   -0.6961   -2.1420 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7857    1.3819   -2.2999 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2654    2.4371   -1.0803 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6902    1.4128   -0.8460 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4985    1.4607    0.4638 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1019    0.3766   -2.3888 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5551   -0.6192   -0.9874 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1507   -0.7502   -1.5399 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9667    1.0137   -1.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7930   -0.9206    0.9639 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5896    0.8595    1.0440 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6021   -0.2370    1.9248 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2783    0.6934    0.4313 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3064   -1.3241   -0.9542 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8394   -2.3025    0.4897 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6507   -2.7793   -0.0853 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7548   -2.1651    1.5511 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5351   -0.6832   -0.9036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2788   -1.5787    0.3548 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2770    1.0964    0.8423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3693    1.5818    2.3847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4132   -1.2834    1.8143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5333   -0.4285    3.3437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6478   -0.3988    2.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9855    1.2471    2.5280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2321    1.4266    0.1031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8479   -0.2188   -0.2115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3976    2.2465    0.7618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3993    1.6001   -0.8972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5149    0.1262    1.5823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4112    0.9165    0.2376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4723   -1.4628    0.0312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2661   -1.5268    0.0553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5773   -0.0517   -2.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4276   -1.6494   -2.2599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6192    1.9110   -2.0494 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  3
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 16 50  1  0
 16 51  1  0
 17 52  1  0
 17 53  1  0
 20 54  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
18:1, N-9	ChEBI
9-Octadecenoic acid	ChEBI
C18:1, N-9	ChEBI
Delta(9)-Octadecenoic acid	ChEBI
9-Octadecenoate	Generator
delta(9)-Octadecenoate	Generator
Δ(9)-octadecenoate	Generator
Δ(9)-octadecenoic acid	Generator
Octadec-9-enoate	Generator
9 Octadecenoic acid	HMDB
cis 9 Octadecenoic acid	HMDB
cis-9-Octadecenoic acid	HMDB
Oleate	HMDB
Oleic acid	HMDB

Chemical Formula

C₁₈H₃₄O₂

Average Molecular Weight

282.468

Monoisotopic Molecular Weight

282.255880335

IUPAC Name

octadec-9-enoic acid

Traditional Name

9 octadecenoic acid

CAS Registry Number

2027-47-6

SMILES

CCCCCCCCC=CCCCCCCCC(O)=O

InChI Identifier

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

InChI Key

ZQPPMHVWECSIRJ-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
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

octadecenoic acid (CHEBI:36021 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 14608088)

Source

Exogenous

Exogenous (HMDB: HMDB0062703)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.00012 g/l	ALOGPS
LogP	7.68	ALOGPS

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	7.68	ALOGPS
logP	6.78	ChemAxon
logS	-6.4	ALOGPS
pKa (Strongest Acidic)	4.99	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	87.4 m³·mol⁻¹	ChemAxon
Polarizability	37.64 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]+	176.496	31661259
DarkChem	[M-H]-	177.055	31661259
DeepCCS	[M+H]+	176.691	30932474
DeepCCS	[M-H]-	172.672	30932474
DeepCCS	[M-2H]-	210.16	30932474
DeepCCS	[M+Na]+	185.953	30932474
AllCCS	[M+H]+	179.6	32859911
AllCCS	[M+H-H2O]+	176.6	32859911
AllCCS	[M+NH4]+	182.3	32859911
AllCCS	[M+Na]+	183.1	32859911
AllCCS	[M-H]-	179.4	32859911
AllCCS	[M+Na-2H]-	181.0	32859911
AllCCS	[M+HCOO]-	182.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Octadec-9-enoic Acid	CCCCCCCCC=CCCCCCCCC(O)=O	3141.2	Standard polar	33892256
Octadec-9-enoic Acid	CCCCCCCCC=CCCCCCCCC(O)=O	2093.8	Standard non polar	33892256
Octadec-9-enoic Acid	CCCCCCCCC=CCCCCCCCC(O)=O	2150.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Octadec-9-enoic Acid,1TMS,isomer #1	CCCCCCCCC=CCCCCCCCC(=O)O[Si](C)(C)C	2217.5	Semi standard non polar	33892256
Octadec-9-enoic Acid,1TBDMS,isomer #1	CCCCCCCCC=CCCCCCCCC(=O)O[Si](C)(C)C(C)(C)C	2477.4	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 - Octadec-9-enoic Acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f6x-9640000000-29b5681d79890854ef2b	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Octadec-9-enoic Acid GC-MS (1 TMS) - 70eV, Positive	splash10-0fe0-9431000000-1879934642ac672cb401	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Octadec-9-enoic 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 - Octadec-9-enoic Acid 10V, Positive-QTOF	splash10-014i-0090000000-a676d695accf6cf4a8ef	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octadec-9-enoic Acid 20V, Positive-QTOF	splash10-00ri-3690000000-54897b18353358f1e091	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octadec-9-enoic Acid 40V, Positive-QTOF	splash10-006x-9830000000-bf06c5bbb5b1f23794ef	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octadec-9-enoic Acid 10V, Negative-QTOF	splash10-001i-0090000000-1b80c5a75129c09b94ae	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octadec-9-enoic Acid 20V, Negative-QTOF	splash10-01qi-0090000000-6bb63cb21fc095c3aa5c	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octadec-9-enoic Acid 40V, Negative-QTOF	splash10-0a4l-9230000000-f9ee6fbf4887b0069e3e	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octadec-9-enoic Acid 10V, Positive-QTOF	splash10-00lr-3290000000-e57551fac255cafaf4fd	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octadec-9-enoic Acid 20V, Positive-QTOF	splash10-067j-9410000000-40bef334a898843c3baf	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octadec-9-enoic Acid 40V, Positive-QTOF	splash10-0a5c-9000000000-96ff3dec9c358c726e35	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octadec-9-enoic Acid 10V, Negative-QTOF	splash10-001i-0090000000-8b8562cadde7e7a8ba4f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octadec-9-enoic Acid 20V, Negative-QTOF	splash10-01q9-1090000000-827ccf4b0fb321cd543d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octadec-9-enoic Acid 40V, Negative-QTOF	splash10-0006-9220000000-1a90bd2c4041fc8d39eb	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	2010 +/- 530 uM	Adult (>18 years old)	Female	Normal	14608088	details
Blood	Detected and Quantified	2170 +/- 600 uM	Adult (>18 years old)	Male	Normal	14608088	details

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

965

PDB ID

Not Available

ChEBI ID

36021

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 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Octadec-9-enoic Acid (HMDB0062703)

MOL for HMDB0062703 (Octadec-9-enoic Acid)

3D MOL for HMDB0062703 (Octadec-9-enoic Acid)

3D SDF for HMDB0062703 (Octadec-9-enoic Acid)

3D-SDF for HMDB0062703 (Octadec-9-enoic Acid)

PDB for HMDB0062703 (Octadec-9-enoic Acid)

3D PDB for HMDB0062703 (Octadec-9-enoic Acid)

SMILES for HMDB0062703 (Octadec-9-enoic Acid)

INCHI for HMDB0062703 (Octadec-9-enoic Acid)

Structure for HMDB0062703 (Octadec-9-enoic Acid)

3D Structure for HMDB0062703 (Octadec-9-enoic Acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra