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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-08-14 02:27:54 UTC

Update Date

2022-03-07 02:49:21 UTC

HMDB ID

HMDB0004710

Secondary Accession Numbers

HMDB04710

Metabolite Identification

Common Name

9,10,13-TriHOME

Description

9,10,13-TriHOME 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. Thus, 9,10,13-trihome is considered to be an octadecanoid. Based on a literature review a significant number of articles have been published on 9,10,13-TriHOME.

Structure

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

HMDB0004710
     RDKit          3D
9,10,13-TriHOME
 57 56  0  0  0  0  0  0  0  0999 V2000
    8.0270    0.0434   -0.5776 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3474   -0.3779   -1.8524 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0082   -1.0022   -1.5227 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1765    0.0322   -0.8070 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8292   -0.5785   -0.4666 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0370    0.4942    0.2419 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7066    0.9034    1.4157 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7086   -0.0697    0.6798 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0705    0.5870    1.6361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2407    0.1127    2.1351 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0991   -0.1659    3.5095 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2311    1.2326    1.9677 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7799    2.3796    2.6497 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3520    1.5706    0.5065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8172    0.3930   -0.2708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1677   -0.0751    0.2283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5654   -1.2642   -0.6293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8999   -1.8270   -0.2229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0358   -0.8633   -0.3252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2371   -0.3549   -1.7417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3810    0.5921   -1.7460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2151    1.7756   -1.3268 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6361    0.2306   -2.1942 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6058    1.0248   -0.2289 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8447   -0.6741    0.2542 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1231    0.1696   -0.7477 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1549    0.5263   -2.4829 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9978   -1.0775   -2.4197 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5203   -1.3364   -2.4727 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1455   -1.9179   -0.9207 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7266    0.3337    0.1094 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0047    0.9194   -1.4185 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0016   -1.4245    0.2258 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3271   -0.9217   -1.3745 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8665    1.3536   -0.4240 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0089    0.0477    1.8552 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3076   -0.9845    0.2132 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5224    1.4842    2.0536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5580   -0.8368    1.6815 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0805    0.7094    3.9685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2026    0.9873    2.4295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9491    3.1990    2.1093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3834    1.9830    0.1161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0804    2.4062    0.3446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0578   -0.4189   -0.1940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8989    0.6287   -1.3642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1086   -0.3843    1.3023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8720    0.7555    0.1832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7817   -2.0300   -0.5087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5593   -0.9273   -1.6789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8410   -2.2395    0.8035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1116   -2.6575   -0.9592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9510   -1.3965    0.0022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9189   -0.0179    0.3901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5214   -1.2149   -2.3858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3450    0.1889   -2.1069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3502   -0.0254   -1.5211 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  2  0
  9 10  1  0
 10 11  1  0
 10 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  6
  7 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  6
 11 40  1  0
 12 41  1  1
 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 02251208042D          

 23 22  0  0  1  0            999 V2000
    4.1099  -15.3797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8244  -14.9671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5388  -15.3797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2532  -14.9671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9677  -15.3797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6820  -14.9671    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.3964  -15.3797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1109  -14.9671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8253  -15.3797    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.5397  -14.9671    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.2541  -15.3797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9685  -14.9671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6829  -15.3797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3974  -14.9671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1117  -15.3797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8262  -14.9671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5406  -15.3797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2550  -14.9671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9695  -15.3797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2550  -14.1422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6820  -14.1422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5397  -14.1422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8253  -16.2046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  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  2  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  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
 20 18  2  0  0  0  0
  6 21  1  6  0  0  0
 10 22  1  1  0  0  0
  9 23  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0004710

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCC[C@H](O)\C=C\[C@@H](O)[C@@H](O)CCCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H34O5/c1-2-3-7-10-15(19)13-14-17(21)16(20)11-8-5-4-6-9-12-18(22)23/h13-17,19-21H,2-12H2,1H3,(H,22,23)/b14-13+/t15-,16-,17+/m0/s1

> <INCHI_KEY>
NTVFQBIHLSPEGQ-SYMVGPSASA-N

> <FORMULA>
C18H34O5

> <MOLECULAR_WEIGHT>
330.4596

> <EXACT_MASS>
330.240624198

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
39.10363721885078

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(9S,10R,11E,13S)-9,10,13-trihydroxyoctadec-11-enoic acid

> <ALOGPS_LOGP>
3.76

> <JCHEM_LOGP>
3.24727271

> <ALOGPS_LOGS>
-3.33

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.636226193576103

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.615325350751434

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8471920611950203

> <JCHEM_POLAR_SURFACE_AREA>
97.99000000000001

> <JCHEM_REFRACTIVITY>
91.79469999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.53e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(9S,10R,11E,13S)-9,10,13-trihydroxyoctadec-11-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0004710
     RDKit          3D
9,10,13-TriHOME
 57 56  0  0  0  0  0  0  0  0999 V2000
    8.0270    0.0434   -0.5776 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3474   -0.3779   -1.8524 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0082   -1.0022   -1.5227 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1765    0.0322   -0.8070 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8292   -0.5785   -0.4666 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0370    0.4942    0.2419 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7066    0.9034    1.4157 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7086   -0.0697    0.6798 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0705    0.5870    1.6361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2407    0.1127    2.1351 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0991   -0.1659    3.5095 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2311    1.2326    1.9677 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7799    2.3796    2.6497 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3520    1.5706    0.5065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8172    0.3930   -0.2708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1677   -0.0751    0.2283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5654   -1.2642   -0.6293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8999   -1.8270   -0.2229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0358   -0.8633   -0.3252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2371   -0.3549   -1.7417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3810    0.5921   -1.7460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2151    1.7756   -1.3268 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6361    0.2306   -2.1942 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6058    1.0248   -0.2289 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8447   -0.6741    0.2542 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1231    0.1696   -0.7477 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1549    0.5263   -2.4829 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9978   -1.0775   -2.4197 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5203   -1.3364   -2.4727 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1455   -1.9179   -0.9207 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7266    0.3337    0.1094 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0047    0.9194   -1.4185 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0016   -1.4245    0.2258 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3271   -0.9217   -1.3745 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8665    1.3536   -0.4240 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0089    0.0477    1.8552 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3076   -0.9845    0.2132 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5224    1.4842    2.0536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5580   -0.8368    1.6815 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0805    0.7094    3.9685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2026    0.9873    2.4295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9491    3.1990    2.1093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3834    1.9830    0.1161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0804    2.4062    0.3446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0578   -0.4189   -0.1940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8989    0.6287   -1.3642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1086   -0.3843    1.3023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8720    0.7555    0.1832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7817   -2.0300   -0.5087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5593   -0.9273   -1.6789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8410   -2.2395    0.8035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1116   -2.6575   -0.9592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9510   -1.3965    0.0022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9189   -0.0179    0.3901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5214   -1.2149   -2.3858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3450    0.1889   -2.1069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3502   -0.0254   -1.5211 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  2  0
  9 10  1  0
 10 11  1  0
 10 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  6
  7 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  6
 11 40  1  0
 12 41  1  1
 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                                 25-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-FEB-12         0                                  
HETATM    1  C   UNK     0       7.672 -28.709   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.005 -27.939   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.339 -28.709   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.673 -27.939   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.006 -28.709   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      14.340 -27.939   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      15.673 -28.709   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      17.007 -27.939   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      18.341 -28.709   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      19.674 -27.939   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      21.008 -28.709   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      22.341 -27.939   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      23.675 -28.709   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      25.008 -27.939   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      26.342 -28.709   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      27.676 -27.939   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      29.009 -28.709   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      30.343 -27.939   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      31.676 -28.709   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      30.343 -26.399   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      14.340 -26.399   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      19.674 -26.399   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      18.341 -30.249   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   21                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   23                                                  
CONECT   10    9   11   22                                                  
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                                                            
CONECT   21    6                                                            
CONECT   22   10                                                            
CONECT   23    9                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   44    0
END

COMPND    HMDB0004710
HETATM    1  C1  UNL     1       8.027   0.043  -0.578  1.00  0.00           C  
HETATM    2  C2  UNL     1       7.347  -0.378  -1.852  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.008  -1.002  -1.523  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.176   0.032  -0.807  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.829  -0.578  -0.467  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.037   0.494   0.242  1.00  0.00           C  
HETATM    7  O1  UNL     1       3.707   0.903   1.416  1.00  0.00           O  
HETATM    8  C7  UNL     1       1.709  -0.070   0.680  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.070   0.587   1.636  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.241   0.113   2.135  1.00  0.00           C  
HETATM   11  O2  UNL     1      -0.099  -0.166   3.510  1.00  0.00           O  
HETATM   12  C10 UNL     1      -1.231   1.233   1.968  1.00  0.00           C  
HETATM   13  O3  UNL     1      -0.780   2.380   2.650  1.00  0.00           O  
HETATM   14  C11 UNL     1      -1.352   1.571   0.506  1.00  0.00           C  
HETATM   15  C12 UNL     1      -1.817   0.393  -0.271  1.00  0.00           C  
HETATM   16  C13 UNL     1      -3.168  -0.075   0.228  1.00  0.00           C  
HETATM   17  C14 UNL     1      -3.565  -1.264  -0.629  1.00  0.00           C  
HETATM   18  C15 UNL     1      -4.900  -1.827  -0.223  1.00  0.00           C  
HETATM   19  C16 UNL     1      -6.036  -0.863  -0.325  1.00  0.00           C  
HETATM   20  C17 UNL     1      -6.237  -0.355  -1.742  1.00  0.00           C  
HETATM   21  C18 UNL     1      -7.381   0.592  -1.746  1.00  0.00           C  
HETATM   22  O4  UNL     1      -7.215   1.776  -1.327  1.00  0.00           O  
HETATM   23  O5  UNL     1      -8.636   0.231  -2.194  1.00  0.00           O  
HETATM   24  H1  UNL     1       7.606   1.025  -0.229  1.00  0.00           H  
HETATM   25  H2  UNL     1       7.845  -0.674   0.254  1.00  0.00           H  
HETATM   26  H3  UNL     1       9.123   0.170  -0.748  1.00  0.00           H  
HETATM   27  H4  UNL     1       7.155   0.526  -2.483  1.00  0.00           H  
HETATM   28  H5  UNL     1       7.998  -1.078  -2.420  1.00  0.00           H  
HETATM   29  H6  UNL     1       5.520  -1.336  -2.473  1.00  0.00           H  
HETATM   30  H7  UNL     1       6.145  -1.918  -0.921  1.00  0.00           H  
HETATM   31  H8  UNL     1       5.727   0.334   0.109  1.00  0.00           H  
HETATM   32  H9  UNL     1       5.005   0.919  -1.419  1.00  0.00           H  
HETATM   33  H10 UNL     1       4.002  -1.424   0.226  1.00  0.00           H  
HETATM   34  H11 UNL     1       3.327  -0.922  -1.374  1.00  0.00           H  
HETATM   35  H12 UNL     1       2.867   1.354  -0.424  1.00  0.00           H  
HETATM   36  H13 UNL     1       4.009   0.048   1.855  1.00  0.00           H  
HETATM   37  H14 UNL     1       1.308  -0.984   0.213  1.00  0.00           H  
HETATM   38  H15 UNL     1       1.522   1.484   2.054  1.00  0.00           H  
HETATM   39  H16 UNL     1      -0.558  -0.837   1.681  1.00  0.00           H  
HETATM   40  H17 UNL     1       0.080   0.709   3.969  1.00  0.00           H  
HETATM   41  H18 UNL     1      -2.203   0.987   2.430  1.00  0.00           H  
HETATM   42  H19 UNL     1      -0.949   3.199   2.109  1.00  0.00           H  
HETATM   43  H20 UNL     1      -0.383   1.983   0.116  1.00  0.00           H  
HETATM   44  H21 UNL     1      -2.080   2.406   0.345  1.00  0.00           H  
HETATM   45  H22 UNL     1      -1.058  -0.419  -0.194  1.00  0.00           H  
HETATM   46  H23 UNL     1      -1.899   0.629  -1.364  1.00  0.00           H  
HETATM   47  H24 UNL     1      -3.109  -0.384   1.302  1.00  0.00           H  
HETATM   48  H25 UNL     1      -3.872   0.756   0.183  1.00  0.00           H  
HETATM   49  H26 UNL     1      -2.782  -2.030  -0.509  1.00  0.00           H  
HETATM   50  H27 UNL     1      -3.559  -0.927  -1.679  1.00  0.00           H  
HETATM   51  H28 UNL     1      -4.841  -2.239   0.804  1.00  0.00           H  
HETATM   52  H29 UNL     1      -5.112  -2.658  -0.959  1.00  0.00           H  
HETATM   53  H30 UNL     1      -6.951  -1.397   0.002  1.00  0.00           H  
HETATM   54  H31 UNL     1      -5.919  -0.018   0.390  1.00  0.00           H  
HETATM   55  H32 UNL     1      -6.521  -1.215  -2.386  1.00  0.00           H  
HETATM   56  H33 UNL     1      -5.345   0.189  -2.107  1.00  0.00           H  
HETATM   57  H34 UNL     1      -9.350  -0.025  -1.521  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    9   37
CONECT    9   10   38
CONECT   10   11   12   39
CONECT   11   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

HMDB0004710
     RDKit          3D
9,10,13-TriHOME
 57 56  0  0  0  0  0  0  0  0999 V2000
    8.0270    0.0434   -0.5776 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3474   -0.3779   -1.8524 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0082   -1.0022   -1.5227 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1765    0.0322   -0.8070 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8292   -0.5785   -0.4666 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0370    0.4942    0.2419 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7066    0.9034    1.4157 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7086   -0.0697    0.6798 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0705    0.5870    1.6361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2407    0.1127    2.1351 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0991   -0.1659    3.5095 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2311    1.2326    1.9677 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7799    2.3796    2.6497 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3520    1.5706    0.5065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8172    0.3930   -0.2708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1677   -0.0751    0.2283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5654   -1.2642   -0.6293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8999   -1.8270   -0.2229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0358   -0.8633   -0.3252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2371   -0.3549   -1.7417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3810    0.5921   -1.7460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2151    1.7756   -1.3268 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6361    0.2306   -2.1942 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6058    1.0248   -0.2289 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8447   -0.6741    0.2542 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1231    0.1696   -0.7477 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1549    0.5263   -2.4829 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9978   -1.0775   -2.4197 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5203   -1.3364   -2.4727 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1455   -1.9179   -0.9207 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7266    0.3337    0.1094 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0047    0.9194   -1.4185 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0016   -1.4245    0.2258 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3271   -0.9217   -1.3745 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8665    1.3536   -0.4240 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0089    0.0477    1.8552 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3076   -0.9845    0.2132 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5224    1.4842    2.0536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5580   -0.8368    1.6815 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0805    0.7094    3.9685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2026    0.9873    2.4295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9491    3.1990    2.1093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3834    1.9830    0.1161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0804    2.4062    0.3446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0578   -0.4189   -0.1940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8989    0.6287   -1.3642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1086   -0.3843    1.3023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8720    0.7555    0.1832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7817   -2.0300   -0.5087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5593   -0.9273   -1.6789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8410   -2.2395    0.8035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1116   -2.6575   -0.9592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9510   -1.3965    0.0022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9189   -0.0179    0.3901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5214   -1.2149   -2.3858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3450    0.1889   -2.1069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3502   -0.0254   -1.5211 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  2  0
  9 10  1  0
 10 11  1  0
 10 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  6
  7 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  6
 11 40  1  0
 12 41  1  1
 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
(11E)-9,10,13-Trihydroxyoctadec-11-enoate	HMDB
(11E)-9,10,13-Trihydroxyoctadec-11-enoic acid	HMDB
(e)-9,10,13-Trihydroxy-11-octadecenoate	HMDB
(e)-9,10,13-Trihydroxy-11-octadecenoic acid	HMDB
9,10,13-Trihydroxy-11-octadecenoate	HMDB
9,10,13-Trihydroxy-11-octadecenoic acid	HMDB
9,10,13-Trihydroxyoctadec-11-enoate	HMDB
9,10,13-Trihydroxyoctadec-11-enoic acid	HMDB, MeSH
(9S,10R,11E,13S)-9,10,13-Trihydroxyoctadec-11-enoate	Generator, HMDB

Chemical Formula

C₁₈H₃₄O₅

Average Molecular Weight

330.4596

Monoisotopic Molecular Weight

330.240624198

IUPAC Name

(9S,10R,11E,13S)-9,10,13-trihydroxyoctadec-11-enoic acid

Traditional Name

(9S,10R,11E,13S)-9,10,13-trihydroxyoctadec-11-enoic acid

CAS Registry Number

29907-57-1

SMILES

CCCCC[C@H](O)\C=C\[C@@H](O)[C@@H](O)CCCCCCCC(O)=O

InChI Identifier

InChI=1S/C18H34O5/c1-2-3-7-10-15(19)13-14-17(21)16(20)11-8-5-4-6-9-12-18(22)23/h13-17,19-21H,2-12H2,1H3,(H,22,23)/b14-13+/t15-,16-,17+/m0/s1

InChI Key

NTVFQBIHLSPEGQ-SYMVGPSASA-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

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 18953024)
Cerebrospinal Fluid (CSF) (HMDB: HMDB0004710)
Cerebrospinal fluid (HMDB: HMDB0004710)

Cellular substructure

Organelle

Adiposome (HMDB: HMDB0004710)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0004710)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0004710)

Source

Endogenous

Endogenous (HMDB: HMDB0004710)

Plant

Plant (HMDB: HMDB0004710)

Animal

Animal (HMDB: HMDB0004710)

Exogenous

Food

Food (HMDB: HMDB0004710)

Vegetable

Onion-family vegetable

Garden onion (FooDB: FOOD00006)

Exogenous (HMDB: HMDB0004710)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0004710)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0004710)

Lipid metabolism pathway (HMDB: HMDB0004710)

Cellular process

Cell signaling (HMDB: HMDB0004710)

Biochemical process

Lipid transport (HMDB: HMDB0004710)

Role

Biological role

Energy source (HMDB: HMDB0004710)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0004710)

Physical Properties

State

Solid

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	0.15 g/L	ALOGPS
logP	3.76	ALOGPS
logP	3.25	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	4.62	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	39.1 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]+	183.993	31661259
DarkChem	[M-H]-	185.72	31661259
DeepCCS	[M+H]+	190.452	30932474
DeepCCS	[M-H]-	188.056	30932474
DeepCCS	[M-2H]-	221.757	30932474
DeepCCS	[M+Na]+	196.928	30932474
AllCCS	[M+H]+	190.2	32859911
AllCCS	[M+H-H2O]+	187.4	32859911
AllCCS	[M+NH4]+	192.7	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 Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022.	8.01 minutes	32390414
Predicted by Siyang on May 30, 2022	12.976 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.97 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	56.8 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2455.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	202.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	169.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	172.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	356.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	539.8 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	514.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	142.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1157.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	487.1 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1429.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	347.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	371.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	338.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	161.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	35.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
9,10,13-TriHOME	CCCCC[C@H](O)\C=C\[C@@H](O)[C@@H](O)CCCCCCCC(O)=O	4272.0	Standard polar	33892256
9,10,13-TriHOME	CCCCC[C@H](O)\C=C\[C@@H](O)[C@@H](O)CCCCCCCC(O)=O	2548.3	Standard non polar	33892256
9,10,13-TriHOME	CCCCC[C@H](O)\C=C\[C@@H](O)[C@@H](O)CCCCCCCC(O)=O	2704.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
9,10,13-TriHOME,1TMS,isomer #1	CCCCC[C@@H](/C=C/[C@@H](O)[C@@H](O)CCCCCCCC(=O)O)O[Si](C)(C)C	2757.0	Semi standard non polar	33892256
9,10,13-TriHOME,1TMS,isomer #2	CCCCC[C@H](O)/C=C/[C@@H](O[Si](C)(C)C)[C@@H](O)CCCCCCCC(=O)O	2685.4	Semi standard non polar	33892256
9,10,13-TriHOME,1TMS,isomer #3	CCCCC[C@H](O)/C=C/[C@@H](O)[C@H](CCCCCCCC(=O)O)O[Si](C)(C)C	2675.5	Semi standard non polar	33892256
9,10,13-TriHOME,1TMS,isomer #4	CCCCC[C@H](O)/C=C/[C@@H](O)[C@@H](O)CCCCCCCC(=O)O[Si](C)(C)C	2692.0	Semi standard non polar	33892256
9,10,13-TriHOME,2TMS,isomer #1	CCCCC[C@@H](/C=C/[C@@H](O[Si](C)(C)C)[C@@H](O)CCCCCCCC(=O)O)O[Si](C)(C)C	2700.4	Semi standard non polar	33892256
9,10,13-TriHOME,2TMS,isomer #2	CCCCC[C@@H](/C=C/[C@@H](O)[C@H](CCCCCCCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C	2706.4	Semi standard non polar	33892256
9,10,13-TriHOME,2TMS,isomer #3	CCCCC[C@@H](/C=C/[C@@H](O)[C@@H](O)CCCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2733.0	Semi standard non polar	33892256
9,10,13-TriHOME,2TMS,isomer #4	CCCCC[C@H](O)/C=C/[C@@H](O[Si](C)(C)C)[C@H](CCCCCCCC(=O)O)O[Si](C)(C)C	2702.7	Semi standard non polar	33892256
9,10,13-TriHOME,2TMS,isomer #5	CCCCC[C@H](O)/C=C/[C@@H](O[Si](C)(C)C)[C@@H](O)CCCCCCCC(=O)O[Si](C)(C)C	2683.9	Semi standard non polar	33892256
9,10,13-TriHOME,2TMS,isomer #6	CCCCC[C@H](O)/C=C/[C@@H](O)[C@H](CCCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2673.2	Semi standard non polar	33892256
9,10,13-TriHOME,3TMS,isomer #1	CCCCC[C@@H](/C=C/[C@@H](O[Si](C)(C)C)[C@H](CCCCCCCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C	2711.3	Semi standard non polar	33892256
9,10,13-TriHOME,3TMS,isomer #2	CCCCC[C@@H](/C=C/[C@@H](O[Si](C)(C)C)[C@@H](O)CCCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2738.7	Semi standard non polar	33892256
9,10,13-TriHOME,3TMS,isomer #3	CCCCC[C@@H](/C=C/[C@@H](O)[C@H](CCCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2742.2	Semi standard non polar	33892256
9,10,13-TriHOME,3TMS,isomer #4	CCCCC[C@H](O)/C=C/[C@@H](O[Si](C)(C)C)[C@H](CCCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2710.9	Semi standard non polar	33892256
9,10,13-TriHOME,4TMS,isomer #1	CCCCC[C@@H](/C=C/[C@@H](O[Si](C)(C)C)[C@H](CCCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2718.1	Semi standard non polar	33892256
9,10,13-TriHOME,1TBDMS,isomer #1	CCCCC[C@@H](/C=C/[C@@H](O)[C@@H](O)CCCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	2978.5	Semi standard non polar	33892256
9,10,13-TriHOME,1TBDMS,isomer #2	CCCCC[C@H](O)/C=C/[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)CCCCCCCC(=O)O	2920.2	Semi standard non polar	33892256
9,10,13-TriHOME,1TBDMS,isomer #3	CCCCC[C@H](O)/C=C/[C@@H](O)[C@H](CCCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	2928.2	Semi standard non polar	33892256
9,10,13-TriHOME,1TBDMS,isomer #4	CCCCC[C@H](O)/C=C/[C@@H](O)[C@@H](O)CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C	2944.8	Semi standard non polar	33892256
9,10,13-TriHOME,2TBDMS,isomer #1	CCCCC[C@@H](/C=C/[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)CCCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	3188.4	Semi standard non polar	33892256
9,10,13-TriHOME,2TBDMS,isomer #2	CCCCC[C@@H](/C=C/[C@@H](O)[C@H](CCCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3209.9	Semi standard non polar	33892256
9,10,13-TriHOME,2TBDMS,isomer #3	CCCCC[C@@H](/C=C/[C@@H](O)[C@@H](O)CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3229.2	Semi standard non polar	33892256
9,10,13-TriHOME,2TBDMS,isomer #4	CCCCC[C@H](O)/C=C/[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](CCCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	3192.6	Semi standard non polar	33892256
9,10,13-TriHOME,2TBDMS,isomer #5	CCCCC[C@H](O)/C=C/[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C	3193.6	Semi standard non polar	33892256
9,10,13-TriHOME,2TBDMS,isomer #6	CCCCC[C@H](O)/C=C/[C@@H](O)[C@H](CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3190.2	Semi standard non polar	33892256
9,10,13-TriHOME,3TBDMS,isomer #1	CCCCC[C@@H](/C=C/[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](CCCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3473.5	Semi standard non polar	33892256
9,10,13-TriHOME,3TBDMS,isomer #2	CCCCC[C@@H](/C=C/[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3476.7	Semi standard non polar	33892256
9,10,13-TriHOME,3TBDMS,isomer #3	CCCCC[C@@H](/C=C/[C@@H](O)[C@H](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	3486.1	Semi standard non polar	33892256
9,10,13-TriHOME,3TBDMS,isomer #4	CCCCC[C@H](O)/C=C/[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3459.1	Semi standard non polar	33892256
9,10,13-TriHOME,4TBDMS,isomer #1	CCCCC[C@@H](/C=C/[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](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	3691.1	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 - 9,10,13-TriHOME GC-MS (Non-derivatized) - 70eV, Positive	splash10-01w0-8912000000-5a1e2b5948d62d3d2a8a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9,10,13-TriHOME GC-MS (4 TMS) - 70eV, Positive	splash10-0ufr-9213245000-c56c2b31482e1a975619	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9,10,13-TriHOME 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 - 9,10,13-TriHOME 10V, Positive-QTOF	splash10-03dj-0169000000-7c5aaa7b03ba20120918	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,10,13-TriHOME 20V, Positive-QTOF	splash10-002b-5942000000-a07971b592bb673ce415	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,10,13-TriHOME 40V, Positive-QTOF	splash10-05pp-9310000000-58283bb52ee9feb9d63d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,10,13-TriHOME 10V, Negative-QTOF	splash10-004i-0019000000-f4a3d38dc4bb1c275bcc	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,10,13-TriHOME 20V, Negative-QTOF	splash10-08i0-1935000000-3f4e473193cf8a188ff6	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,10,13-TriHOME 40V, Negative-QTOF	splash10-0a4i-8900000000-b2d3152f1de8d749a99a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,10,13-TriHOME 10V, Positive-QTOF	splash10-03dj-1279000000-6f96d792b4e00d659f6b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,10,13-TriHOME 20V, Positive-QTOF	splash10-0002-7953000000-6566bcdbde83ae6f2778	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,10,13-TriHOME 40V, Positive-QTOF	splash10-0api-9200000000-24a2bc2c01a5f3e1a97e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,10,13-TriHOME 10V, Negative-QTOF	splash10-004i-0009000000-e02991afc43a2235e25f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,10,13-TriHOME 20V, Negative-QTOF	splash10-004i-1649000000-db07237f7f737ccb656a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,10,13-TriHOME 40V, Negative-QTOF	splash10-0a4i-9851000000-9fd4ae86fed46710873d	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood
Cerebrospinal Fluid (CSF)

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	0.000513 +/- 0.000083 (0.000430 - 0.000596) uM	Adult (>18 years old)	Both	Normal	18953024 21359215	details
Blood	Detected and Quantified	0.000513 +/- 0.000083 uM	Adult (>18 years old)	Both	Normal	21359215	details
Blood	Detected and Quantified	0.00116 +/- 0.00064 uM	Adult (>18 years old)	Both	Normal	21359215	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	0.00033 +/- 0.00018 uM	Adult (>18 years old)	Both	Normal	John W. Newman, U...	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

FDB023419

KNApSAcK ID

Not Available

Chemspider ID

30776564

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14968868

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

Showing metabocard for 9,10,13-TriHOME (HMDB0004710)

MOL for HMDB0004710 (9,10,13-TriHOME)

3D MOL for HMDB0004710 (9,10,13-TriHOME)

3D SDF for HMDB0004710 (9,10,13-TriHOME)

3D-SDF for HMDB0004710 (9,10,13-TriHOME)

PDB for HMDB0004710 (9,10,13-TriHOME)

3D PDB for HMDB0004710 (9,10,13-TriHOME)

SMILES for HMDB0004710 (9,10,13-TriHOME)

INCHI for HMDB0004710 (9,10,13-TriHOME)

Structure for HMDB0004710 (9,10,13-TriHOME)

3D Structure for HMDB0004710 (9,10,13-TriHOME)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra