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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:52:45 UTC

Update Date

2022-03-07 02:55:49 UTC

HMDB ID

HMDB0038555

Secondary Accession Numbers

HMDB38555

Metabolite Identification

Common Name

(9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid

Description

(9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid, also known as 9,12,13-trihydroxyoctadec-10-enoic acid or 9,12,13-todea, 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. Based on a literature review a small amount of articles have been published on (9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid.

Structure

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

HMDB0038555
     RDKit          3D
(9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid
 57 56  0  0  0  0  0  0  0  0999 V2000
    7.6189    2.0475   -0.0662 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5389    0.9762   -0.2481 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2821    1.5436    0.3697 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1082    0.5926    0.2699 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3654   -0.7052    0.9606 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2084   -1.6647    0.8588 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8700   -2.0006   -0.4442 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0155   -1.2944    1.6884 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1909   -2.4486    1.6972 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2361   -0.1551    1.1823 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6529   -0.1906   -0.0044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1460    0.9447   -0.5528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7793    1.6427    0.4740 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2309    0.4185   -1.4999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1400   -0.5191   -0.7090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2183   -1.0545   -1.6111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1405   -1.9946   -0.8917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8072   -1.2879    0.2598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6129   -0.1019   -0.2092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2560    0.5440    1.0182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0527    1.7123    0.5719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4993    2.7880    0.2402 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4316    1.6403    0.5116 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4141    1.9715   -0.8068 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1189    3.0290   -0.2007 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9807    2.0342    0.9877 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4152    0.8688   -1.3448 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8461    0.0143    0.1570 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0170    2.4526   -0.1968 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4164    1.8295    1.4136 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2786    1.1141    0.8120 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7482    0.4702   -0.7707 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2854   -1.2178    0.6008 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5425   -0.5521    2.0591 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6065   -2.6363    1.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5015   -1.6407   -1.1130 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3010   -1.1113    2.7442 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2762   -2.2075    1.3905 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1307    0.7341    1.7868 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7407   -1.0705   -0.6291 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4827    1.6087   -1.1563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8156    1.0440    1.2632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8470    1.2694   -1.8312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8176   -0.0745   -2.3791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6140    0.0665    0.1191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5229   -1.3504   -0.3481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8342   -0.2520   -2.0696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7538   -1.6399   -2.4537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5325   -2.8254   -0.4541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9111   -2.3815   -1.5909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5698   -1.9802    0.7385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0522   -0.9935    1.0356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9755    0.6706   -0.6937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3901   -0.4619   -0.8990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8662   -0.1893    1.5611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4115    0.9318    1.6424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9609    1.0424   -0.0912 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
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  7 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  0
 11 40  1  0
 12 41  1  0
 13 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  0
 15 46  1  0
 16 47  1  0
 16 48  1  0
 17 49  1  0
 17 50  1  0
 18 51  1  0
 18 52  1  0
 19 53  1  0
 19 54  1  0
 20 55  1  0
 20 56  1  0
 23 57  1  0
M  END


  Mrv0541 02241209562D          

 23 22  0  0  0  0            999 V2000
    4.8889    1.2418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1673   -2.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8889   -2.0434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8889   -1.2419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1673   -0.8411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5262   -1.2419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8047   -0.8411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8047    0.0396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7208    1.2418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7208    0.4404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0003    0.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7208    0.4404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4423   -0.0405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0835    0.4404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8047    0.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5262    0.4404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5262    1.2418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1673    1.6426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1673    2.4441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3622   -0.0405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3622   -0.8411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0834   -1.2419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0834   -2.0434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 18  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
  7 22  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 20  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  2  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038555

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C18H34O5/c1-2-3-7-11-16(20)17(21)14-13-15(19)10-8-5-4-6-9-12-18(22)23/h13-17,19-21H,2-12H2,1H3,(H,22,23)/b14-13+

> <INCHI_KEY>
MDIUMSLCYIJBQC-BUHFOSPRSA-N

> <FORMULA>
C18H34O5

> <MOLECULAR_WEIGHT>
330.4596

> <EXACT_MASS>
330.240624198

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
39.76201110629529

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(10E)-9,12,13-trihydroxyoctadec-10-enoic acid

> <ALOGPS_LOGP>
3.77

> <JCHEM_LOGP>
3.24727271

> <ALOGPS_LOGS>
-3.33

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.636226243564447

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.6767451828624695

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8471921473040265

> <JCHEM_POLAR_SURFACE_AREA>
97.99

> <JCHEM_REFRACTIVITY>
91.79469999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.55e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(10E)-9,12,13-trihydroxyoctadec-10-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0038555
     RDKit          3D
(9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid
 57 56  0  0  0  0  0  0  0  0999 V2000
    7.6189    2.0475   -0.0662 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5389    0.9762   -0.2481 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2821    1.5436    0.3697 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1082    0.5926    0.2699 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3654   -0.7052    0.9606 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2084   -1.6647    0.8588 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8700   -2.0006   -0.4442 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0155   -1.2944    1.6884 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1909   -2.4486    1.6972 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2361   -0.1551    1.1823 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6529   -0.1906   -0.0044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1460    0.9447   -0.5528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7793    1.6427    0.4740 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2309    0.4185   -1.4999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1400   -0.5191   -0.7090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2183   -1.0545   -1.6111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1405   -1.9946   -0.8917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8072   -1.2879    0.2598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6129   -0.1019   -0.2092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2560    0.5440    1.0182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0527    1.7123    0.5719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4993    2.7880    0.2402 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4316    1.6403    0.5116 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4141    1.9715   -0.8068 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1189    3.0290   -0.2007 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9807    2.0342    0.9877 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4152    0.8688   -1.3448 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8461    0.0143    0.1570 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0170    2.4526   -0.1968 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4164    1.8295    1.4136 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2786    1.1141    0.8120 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7482    0.4702   -0.7707 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2854   -1.2178    0.6008 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5425   -0.5521    2.0591 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6065   -2.6363    1.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5015   -1.6407   -1.1130 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3010   -1.1113    2.7442 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2762   -2.2075    1.3905 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1307    0.7341    1.7868 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7407   -1.0705   -0.6291 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4827    1.6087   -1.1563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8156    1.0440    1.2632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8470    1.2694   -1.8312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8176   -0.0745   -2.3791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6140    0.0665    0.1191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5229   -1.3504   -0.3481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8342   -0.2520   -2.0696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7538   -1.6399   -2.4537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5325   -2.8254   -0.4541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9111   -2.3815   -1.5909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5698   -1.9802    0.7385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0522   -0.9935    1.0356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9755    0.6706   -0.6937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3901   -0.4619   -0.8990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8662   -0.1893    1.5611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4115    0.9318    1.6424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9609    1.0424   -0.0912 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
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  7 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  0
 11 40  1  0
 12 41  1  0
 13 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  0
 15 46  1  0
 16 47  1  0
 16 48  1  0
 17 49  1  0
 17 50  1  0
 18 51  1  0
 18 52  1  0
 19 53  1  0
 19 54  1  0
 20 55  1  0
 20 56  1  0
 23 57  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0       9.126   2.318   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -7.779  -4.562   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -9.126  -3.814   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -9.126  -2.318   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -7.779  -1.570   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.582  -2.318   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.235  -1.570   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -5.235   0.074   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      -1.345   2.318   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -1.345   0.822   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.001   0.074   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.345   0.822   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.692  -0.076   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.889   0.822   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.235   0.074   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.582   0.822   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.582   2.318   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.779   3.066   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       7.779   4.562   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -2.543  -0.076   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.543  -1.570   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.889  -2.318   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -3.889  -3.814   0.000  0.00  0.00           O+0
CONECT    1   18                                                            
CONECT    2    3                                                            
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   22                                                  
CONECT    8    7                                                            
CONECT    9   10                                                            
CONECT   10    9   11   20                                                  
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    1   17   19                                                  
CONECT   19   18                                                            
CONECT   20   10   21                                                       
CONECT   21   20   22                                                       
CONECT   22    7   21   23                                                  
CONECT   23   22                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   44    0
END

COMPND    HMDB0038555
HETATM    1  C1  UNL     1       7.619   2.048  -0.066  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.539   0.976  -0.248  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.282   1.544   0.370  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.108   0.593   0.270  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.365  -0.705   0.961  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.208  -1.665   0.859  1.00  0.00           C  
HETATM    7  O1  UNL     1       2.870  -2.001  -0.444  1.00  0.00           O  
HETATM    8  C7  UNL     1       2.016  -1.294   1.688  1.00  0.00           C  
HETATM    9  O2  UNL     1       1.191  -2.449   1.697  1.00  0.00           O  
HETATM   10  C8  UNL     1       1.236  -0.155   1.182  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.653  -0.191  -0.004  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.146   0.945  -0.553  1.00  0.00           C  
HETATM   13  O3  UNL     1      -0.779   1.643   0.474  1.00  0.00           O  
HETATM   14  C11 UNL     1      -1.231   0.419  -1.500  1.00  0.00           C  
HETATM   15  C12 UNL     1      -2.140  -0.519  -0.709  1.00  0.00           C  
HETATM   16  C13 UNL     1      -3.218  -1.054  -1.611  1.00  0.00           C  
HETATM   17  C14 UNL     1      -4.140  -1.995  -0.892  1.00  0.00           C  
HETATM   18  C15 UNL     1      -4.807  -1.288   0.260  1.00  0.00           C  
HETATM   19  C16 UNL     1      -5.613  -0.102  -0.209  1.00  0.00           C  
HETATM   20  C17 UNL     1      -6.256   0.544   1.018  1.00  0.00           C  
HETATM   21  C18 UNL     1      -7.053   1.712   0.572  1.00  0.00           C  
HETATM   22  O4  UNL     1      -6.499   2.788   0.240  1.00  0.00           O  
HETATM   23  O5  UNL     1      -8.432   1.640   0.512  1.00  0.00           O  
HETATM   24  H1  UNL     1       8.414   1.971  -0.807  1.00  0.00           H  
HETATM   25  H2  UNL     1       7.119   3.029  -0.201  1.00  0.00           H  
HETATM   26  H3  UNL     1       7.981   2.034   0.988  1.00  0.00           H  
HETATM   27  H4  UNL     1       6.415   0.869  -1.345  1.00  0.00           H  
HETATM   28  H5  UNL     1       6.846   0.014   0.157  1.00  0.00           H  
HETATM   29  H6  UNL     1       5.017   2.453  -0.197  1.00  0.00           H  
HETATM   30  H7  UNL     1       5.416   1.829   1.414  1.00  0.00           H  
HETATM   31  H8  UNL     1       3.279   1.114   0.812  1.00  0.00           H  
HETATM   32  H9  UNL     1       3.748   0.470  -0.771  1.00  0.00           H  
HETATM   33  H10 UNL     1       5.285  -1.218   0.601  1.00  0.00           H  
HETATM   34  H11 UNL     1       4.543  -0.552   2.059  1.00  0.00           H  
HETATM   35  H12 UNL     1       3.607  -2.636   1.311  1.00  0.00           H  
HETATM   36  H13 UNL     1       3.502  -1.641  -1.113  1.00  0.00           H  
HETATM   37  H14 UNL     1       2.301  -1.111   2.744  1.00  0.00           H  
HETATM   38  H15 UNL     1       0.276  -2.207   1.390  1.00  0.00           H  
HETATM   39  H16 UNL     1       1.131   0.734   1.787  1.00  0.00           H  
HETATM   40  H17 UNL     1       0.741  -1.070  -0.629  1.00  0.00           H  
HETATM   41  H18 UNL     1       0.483   1.609  -1.156  1.00  0.00           H  
HETATM   42  H19 UNL     1      -0.816   1.044   1.263  1.00  0.00           H  
HETATM   43  H20 UNL     1      -1.847   1.269  -1.831  1.00  0.00           H  
HETATM   44  H21 UNL     1      -0.818  -0.075  -2.379  1.00  0.00           H  
HETATM   45  H22 UNL     1      -2.614   0.066   0.119  1.00  0.00           H  
HETATM   46  H23 UNL     1      -1.523  -1.350  -0.348  1.00  0.00           H  
HETATM   47  H24 UNL     1      -3.834  -0.252  -2.070  1.00  0.00           H  
HETATM   48  H25 UNL     1      -2.754  -1.640  -2.454  1.00  0.00           H  
HETATM   49  H26 UNL     1      -3.533  -2.825  -0.454  1.00  0.00           H  
HETATM   50  H27 UNL     1      -4.911  -2.381  -1.591  1.00  0.00           H  
HETATM   51  H28 UNL     1      -5.570  -1.980   0.738  1.00  0.00           H  
HETATM   52  H29 UNL     1      -4.052  -0.994   1.036  1.00  0.00           H  
HETATM   53  H30 UNL     1      -4.976   0.671  -0.694  1.00  0.00           H  
HETATM   54  H31 UNL     1      -6.390  -0.462  -0.899  1.00  0.00           H  
HETATM   55  H32 UNL     1      -6.866  -0.189   1.561  1.00  0.00           H  
HETATM   56  H33 UNL     1      -5.411   0.932   1.642  1.00  0.00           H  
HETATM   57  H34 UNL     1      -8.961   1.042  -0.091  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3   27   28
CONECT    3    4   29   30
CONECT    4    5   31   32
CONECT    5    6   33   34
CONECT    6    7    8   35
CONECT    7   36
CONECT    8    9   10   37
CONECT    9   38
CONECT   10   11   11   39
CONECT   11   12   40
CONECT   12   13   14   41
CONECT   13   42
CONECT   14   15   43   44
CONECT   15   16   45   46
CONECT   16   17   47   48
CONECT   17   18   49   50
CONECT   18   19   51   52
CONECT   19   20   53   54
CONECT   20   21   55   56
CONECT   21   22   22   23
CONECT   23   57
END

HMDB0038555
     RDKit          3D
(9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid
 57 56  0  0  0  0  0  0  0  0999 V2000
    7.6189    2.0475   -0.0662 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5389    0.9762   -0.2481 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2821    1.5436    0.3697 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1082    0.5926    0.2699 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3654   -0.7052    0.9606 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2084   -1.6647    0.8588 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8700   -2.0006   -0.4442 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0155   -1.2944    1.6884 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1909   -2.4486    1.6972 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2361   -0.1551    1.1823 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6529   -0.1906   -0.0044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1460    0.9447   -0.5528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7793    1.6427    0.4740 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2309    0.4185   -1.4999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1400   -0.5191   -0.7090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2183   -1.0545   -1.6111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1405   -1.9946   -0.8917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8072   -1.2879    0.2598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6129   -0.1019   -0.2092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2560    0.5440    1.0182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0527    1.7123    0.5719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4993    2.7880    0.2402 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4316    1.6403    0.5116 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4141    1.9715   -0.8068 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1189    3.0290   -0.2007 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9807    2.0342    0.9877 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4152    0.8688   -1.3448 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8461    0.0143    0.1570 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0170    2.4526   -0.1968 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4164    1.8295    1.4136 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2786    1.1141    0.8120 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7482    0.4702   -0.7707 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2854   -1.2178    0.6008 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5425   -0.5521    2.0591 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6065   -2.6363    1.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5015   -1.6407   -1.1130 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3010   -1.1113    2.7442 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2762   -2.2075    1.3905 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1307    0.7341    1.7868 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7407   -1.0705   -0.6291 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4827    1.6087   -1.1563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8156    1.0440    1.2632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8470    1.2694   -1.8312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8176   -0.0745   -2.3791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6140    0.0665    0.1191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5229   -1.3504   -0.3481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8342   -0.2520   -2.0696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7538   -1.6399   -2.4537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5325   -2.8254   -0.4541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9111   -2.3815   -1.5909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5698   -1.9802    0.7385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0522   -0.9935    1.0356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9755    0.6706   -0.6937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3901   -0.4619   -0.8990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8662   -0.1893    1.5611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4115    0.9318    1.6424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9609    1.0424   -0.0912 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
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  7 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  0
 11 40  1  0
 12 41  1  0
 13 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  0
 15 46  1  0
 16 47  1  0
 16 48  1  0
 17 49  1  0
 17 50  1  0
 18 51  1  0
 18 52  1  0
 19 53  1  0
 19 54  1  0
 20 55  1  0
 20 56  1  0
 23 57  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoate	Generator
9,12,13-Trihydroxyoctadec-10-enoic acid	HMDB
9,12,13-TODEA	HMDB
9,12,13-Trihydroxy-10-octadecenoic acid	HMDB

Chemical Formula

C₁₈H₃₄O₅

Average Molecular Weight

330.4596

Monoisotopic Molecular Weight

330.240624198

IUPAC Name

(10E)-9,12,13-trihydroxyoctadec-10-enoic acid

Traditional Name

(10E)-9,12,13-trihydroxyoctadec-10-enoic acid

CAS Registry Number

97134-11-7

SMILES

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

InChI Identifier

InChI=1S/C18H34O5/c1-2-3-7-11-16(20)17(21)14-13-15(19)10-8-5-4-6-9-12-18(22)23/h13-17,19-21H,2-12H2,1H3,(H,22,23)/b14-13+

InChI Key

MDIUMSLCYIJBQC-BUHFOSPRSA-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
Hydroxy fatty acid
Unsaturated fatty acid
Secondary alcohol
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Other Octadecanoids (LMFA02000169 )

Ontology

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	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.16 g/L	ALOGPS
logP	3.77	ALOGPS
logP	3.25	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	4.68	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	97.99 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	91.79 m³·mol⁻¹	ChemAxon
Polarizability	39.76 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	185.679	31661259
DarkChem	[M-H]-	182.879	31661259
DeepCCS	[M+H]+	187.326	30932474
DeepCCS	[M-H]-	184.968	30932474
DeepCCS	[M-2H]-	217.854	30932474
DeepCCS	[M+Na]+	193.419	30932474
AllCCS	[M+H]+	190.1	32859911
AllCCS	[M+H-H2O]+	187.4	32859911
AllCCS	[M+NH4]+	192.6	32859911
AllCCS	[M+Na]+	193.4	32859911
AllCCS	[M-H]-	184.5	32859911
AllCCS	[M+Na-2H]-	185.8	32859911
AllCCS	[M+HCOO]-	187.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid	CCCCCC(O)C(O)\C=C\C(O)CCCCCCCC(O)=O	4285.7	Standard polar	33892256
(9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid	CCCCCC(O)C(O)\C=C\C(O)CCCCCCCC(O)=O	2419.9	Standard non polar	33892256
(9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid	CCCCCC(O)C(O)\C=C\C(O)CCCCCCCC(O)=O	2602.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid,1TMS,isomer #1	CCCCCC(O[Si](C)(C)C)C(O)/C=C/C(O)CCCCCCCC(=O)O	2787.8	Semi standard non polar	33892256
(9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid,1TMS,isomer #2	CCCCCC(O)C(/C=C/C(O)CCCCCCCC(=O)O)O[Si](C)(C)C	2807.5	Semi standard non polar	33892256
(9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid,1TMS,isomer #3	CCCCCC(O)C(O)/C=C/C(CCCCCCCC(=O)O)O[Si](C)(C)C	2807.3	Semi standard non polar	33892256
(9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid,1TMS,isomer #4	CCCCCC(O)C(O)/C=C/C(O)CCCCCCCC(=O)O[Si](C)(C)C	2776.9	Semi standard non polar	33892256
(9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid,2TMS,isomer #1	CCCCCC(O[Si](C)(C)C)C(/C=C/C(O)CCCCCCCC(=O)O)O[Si](C)(C)C	2800.6	Semi standard non polar	33892256
(9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid,2TMS,isomer #2	CCCCCC(O[Si](C)(C)C)C(O)/C=C/C(CCCCCCCC(=O)O)O[Si](C)(C)C	2783.8	Semi standard non polar	33892256
(9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid,2TMS,isomer #3	CCCCCC(O[Si](C)(C)C)C(O)/C=C/C(O)CCCCCCCC(=O)O[Si](C)(C)C	2766.5	Semi standard non polar	33892256
(9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid,2TMS,isomer #4	CCCCCC(O)C(/C=C/C(CCCCCCCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C	2795.9	Semi standard non polar	33892256
(9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid,2TMS,isomer #5	CCCCCC(O)C(/C=C/C(O)CCCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2790.3	Semi standard non polar	33892256
(9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid,2TMS,isomer #6	CCCCCC(O)C(O)/C=C/C(CCCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2800.2	Semi standard non polar	33892256
(9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid,3TMS,isomer #1	CCCCCC(O[Si](C)(C)C)C(/C=C/C(CCCCCCCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C	2756.5	Semi standard non polar	33892256
(9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid,3TMS,isomer #2	CCCCCC(O[Si](C)(C)C)C(/C=C/C(O)CCCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2739.0	Semi standard non polar	33892256
(9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid,3TMS,isomer #3	CCCCCC(O[Si](C)(C)C)C(O)/C=C/C(CCCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2748.6	Semi standard non polar	33892256
(9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid,3TMS,isomer #4	CCCCCC(O)C(/C=C/C(CCCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2764.5	Semi standard non polar	33892256
(9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid,4TMS,isomer #1	CCCCCC(O[Si](C)(C)C)C(/C=C/C(CCCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2694.9	Semi standard non polar	33892256
(9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid,1TBDMS,isomer #1	CCCCCC(O[Si](C)(C)C(C)(C)C)C(O)/C=C/C(O)CCCCCCCC(=O)O	3025.0	Semi standard non polar	33892256
(9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid,1TBDMS,isomer #2	CCCCCC(O)C(/C=C/C(O)CCCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	3034.5	Semi standard non polar	33892256
(9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid,1TBDMS,isomer #3	CCCCCC(O)C(O)/C=C/C(CCCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	3035.4	Semi standard non polar	33892256
(9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid,1TBDMS,isomer #4	CCCCCC(O)C(O)/C=C/C(O)CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C	3009.7	Semi standard non polar	33892256
(9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid,2TBDMS,isomer #1	CCCCCC(O[Si](C)(C)C(C)(C)C)C(/C=C/C(O)CCCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	3276.3	Semi standard non polar	33892256
(9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid,2TBDMS,isomer #2	CCCCCC(O[Si](C)(C)C(C)(C)C)C(O)/C=C/C(CCCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	3261.8	Semi standard non polar	33892256
(9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid,2TBDMS,isomer #3	CCCCCC(O[Si](C)(C)C(C)(C)C)C(O)/C=C/C(O)CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C	3233.5	Semi standard non polar	33892256
(9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid,2TBDMS,isomer #4	CCCCCC(O)C(/C=C/C(CCCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3274.7	Semi standard non polar	33892256
(9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid,2TBDMS,isomer #5	CCCCCC(O)C(/C=C/C(O)CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3253.9	Semi standard non polar	33892256
(9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid,2TBDMS,isomer #6	CCCCCC(O)C(O)/C=C/C(CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3271.2	Semi standard non polar	33892256
(9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid,3TBDMS,isomer #1	CCCCCC(O[Si](C)(C)C(C)(C)C)C(/C=C/C(CCCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3467.3	Semi standard non polar	33892256
(9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid,3TBDMS,isomer #2	CCCCCC(O[Si](C)(C)C(C)(C)C)C(/C=C/C(O)CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3453.3	Semi standard non polar	33892256
(9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid,3TBDMS,isomer #3	CCCCCC(O[Si](C)(C)C(C)(C)C)C(O)/C=C/C(CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3449.0	Semi standard non polar	33892256
(9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid,3TBDMS,isomer #4	CCCCCC(O)C(/C=C/C(CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3464.4	Semi standard non polar	33892256
(9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid,4TBDMS,isomer #1	CCCCCC(O[Si](C)(C)C(C)(C)C)C(/C=C/C(CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3607.6	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 - (9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-01t9-8793000000-4ec3797bc6aecb279c19	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid GC-MS (4 TMS) - 70eV, Positive	splash10-0ufs-8320956000-3d261be1a62b70fb10fb	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic 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 - (9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid 10V, Positive-QTOF	splash10-03ea-0269000000-10d51975f077bc75f572	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid 20V, Positive-QTOF	splash10-00ea-6952000000-654dd4cbd82ceb765bd9	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid 40V, Positive-QTOF	splash10-05tf-9410000000-df875ccee226730cb831	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid 10V, Negative-QTOF	splash10-004i-0129000000-56a08e880cff3c87fed8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid 20V, Negative-QTOF	splash10-01t9-5897000000-19fd4a3ad97f66cc03b2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid 40V, Negative-QTOF	splash10-0bt9-9420000000-192433e61070389e8a5d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid 10V, Positive-QTOF	splash10-03dj-0469000000-2c2d43c0fe12624575f4	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid 20V, Positive-QTOF	splash10-01wb-9853000000-3ace7024fbde5e5ba76d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid 40V, Positive-QTOF	splash10-0abc-9200000000-7b4c1043326d453aea8a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid 10V, Negative-QTOF	splash10-004i-0009000000-e6b8f3955c8a17a9406f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid 20V, Negative-QTOF	splash10-01ta-2957000000-9fa930f0f182f5916c3e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid 40V, Negative-QTOF	splash10-0ika-8930000000-6a822a39ec4bb34b9d24	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

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

FDB017942

KNApSAcK ID

Not Available

Chemspider ID

4446093

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5282966

PDB ID

Not Available

ChEBI ID

Not Available

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 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for (9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid (HMDB0038555)

MOL for HMDB0038555 ((9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid)

3D MOL for HMDB0038555 ((9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid)

3D SDF for HMDB0038555 ((9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid)

3D-SDF for HMDB0038555 ((9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid)

PDB for HMDB0038555 ((9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid)

3D PDB for HMDB0038555 ((9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid)

SMILES for HMDB0038555 ((9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid)

INCHI for HMDB0038555 ((9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid)

Structure for HMDB0038555 ((9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid)

3D Structure for HMDB0038555 ((9S,10E,12S,13S)-9,12,13-Trihydroxy-10-octadecenoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra