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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:39:56 UTC

Update Date

2022-03-07 02:52:45 UTC

HMDB ID

HMDB0030936

Secondary Accession Numbers

HMDB30936

Metabolite Identification

Common Name

5,8,12-Trihydroxy-9-octadecenoic acid

Description

5,8,12-Trihydroxy-9-octadecenoic acid 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 5,8,12-Trihydroxy-9-octadecenoic acid.

Structure

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

HMDB0030936
     RDKit          3D
5,8,12-Trihydroxy-9-octadecenoic acid
 57 56  0  0  0  0  0  0  0  0999 V2000
   -7.3971    2.5160   -0.0394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0483    1.3025    0.8197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0879    0.0565    0.0045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1515    0.0183   -1.1517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6960    0.1518   -0.7766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2425   -0.9532    0.1422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7842   -0.7634    0.5049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3577   -1.7859    1.3550 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9016   -0.6159   -0.6843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4766   -0.4211   -0.4083 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0988   -0.3557    0.7845 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5711   -0.1521    0.8812 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9828   -0.3781    2.2052 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3664   -0.9910   -0.0599 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8510   -0.6180    0.2099 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7347   -1.4055   -0.6896 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4807   -2.8124   -0.4441 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1810   -1.1831   -0.4989 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8520    0.0988   -0.6940 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5009    1.2696    0.1449 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4582    2.3810   -0.2604 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2615    2.9940   -1.3305 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5234    2.6926    0.5559 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4234    2.4522   -0.4385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3356    3.4099    0.5985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6266    2.5873   -0.8334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8359    1.2478    1.5998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1047    1.5058    1.3219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1179   -0.0680   -0.3887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8912   -0.8199    0.6546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2546   -0.9384   -1.7043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3728    0.8271   -1.8789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1572   -0.0351   -1.7574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3882    1.1451   -0.4538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8298   -0.9581    1.0829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3417   -1.9567   -0.3398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7322    0.1740    1.1109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9625   -1.7557    2.1506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2240    0.2590   -1.3216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0120   -1.4990   -1.3467 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1904   -0.3172   -1.2770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5231   -0.4491    1.6760 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8465    0.9169    0.6762 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8882   -1.3400    2.4094 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2113   -2.0531    0.1270 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1764   -0.7267   -1.0998 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9015    0.4434   -0.0346 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1114   -0.8152    1.2550 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4911   -1.2923   -1.7666 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1141   -2.9205    0.4529 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4988   -1.5328    0.5540 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7637   -1.9823   -1.1201 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7278    0.4774   -1.7788 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9884   -0.0530   -0.5642 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6203    1.1470    1.2189 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5063    1.7397   -0.1091 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3783    2.1349    0.5942 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
  7  9  1  0
  9 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
 16 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
  6 36  1  0
  7 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
 10 41  1  0
 11 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 14 46  1  0
 15 47  1  0
 15 48  1  0
 16 49  1  0
 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 05061305362D          

 23 22  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
    1.5691    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
   -0.5743    2.1434    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
    2.2836    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
    7.2849    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
    0.1401    2.5559    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
    5.1414    2.1434    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
    0.1401    3.3809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9980    3.3809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414    1.3184    0.0000 O   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
  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
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
 10  6  2  0  0  0  0
 11  7  1  0  0  0  0
 12  7  1  0  0  0  0
 14 13  1  0  0  0  0
 15  8  1  0  0  0  0
 15  9  1  0  0  0  0
 16 10  1  0  0  0  0
 16 13  1  0  0  0  0
 17 11  1  0  0  0  0
 17 14  1  0  0  0  0
 18 12  1  0  0  0  0
 19 15  1  0  0  0  0
 20 16  1  0  0  0  0
 21 17  1  0  0  0  0
 22 18  2  0  0  0  0
 23 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030936

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCC(O)C\C=C\C(O)CCC(O)CCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H34O5/c1-2-3-4-5-8-15(19)9-6-10-16(20)13-14-17(21)11-7-12-18(22)23/h6,10,15-17,19-21H,2-5,7-9,11-14H2,1H3,(H,22,23)/b10-6+

> <INCHI_KEY>
LGADJSRSYLFTSG-UXBLZVDNSA-N

> <FORMULA>
C18H34O5

> <MOLECULAR_WEIGHT>
330.4596

> <EXACT_MASS>
330.240624198

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
40.29207567043365

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(9E)-5,8,12-trihydroxyoctadec-9-enoic acid

> <ALOGPS_LOGP>
3.90

> <JCHEM_LOGP>
2.7795503299999997

> <ALOGPS_LOGS>
-3.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.740958942206074

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.533023051597318

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3111154116250598

> <JCHEM_POLAR_SURFACE_AREA>
97.99

> <JCHEM_REFRACTIVITY>
92.25669999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.66e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(9E)-5,8,12-trihydroxyoctadec-9-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030936
     RDKit          3D
5,8,12-Trihydroxy-9-octadecenoic acid
 57 56  0  0  0  0  0  0  0  0999 V2000
   -7.3971    2.5160   -0.0394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0483    1.3025    0.8197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0879    0.0565    0.0045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1515    0.0183   -1.1517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6960    0.1518   -0.7766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2425   -0.9532    0.1422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7842   -0.7634    0.5049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3577   -1.7859    1.3550 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9016   -0.6159   -0.6843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4766   -0.4211   -0.4083 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0988   -0.3557    0.7845 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5711   -0.1521    0.8812 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9828   -0.3781    2.2052 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3664   -0.9910   -0.0599 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8510   -0.6180    0.2099 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7347   -1.4055   -0.6896 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4807   -2.8124   -0.4441 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1810   -1.1831   -0.4989 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8520    0.0988   -0.6940 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5009    1.2696    0.1449 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4582    2.3810   -0.2604 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2615    2.9940   -1.3305 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5234    2.6926    0.5559 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4234    2.4522   -0.4385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3356    3.4099    0.5985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6266    2.5873   -0.8334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8359    1.2478    1.5998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1047    1.5058    1.3219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1179   -0.0680   -0.3887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8912   -0.8199    0.6546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2546   -0.9384   -1.7043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3728    0.8271   -1.8789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1572   -0.0351   -1.7574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3882    1.1451   -0.4538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8298   -0.9581    1.0829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3417   -1.9567   -0.3398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7322    0.1740    1.1109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9625   -1.7557    2.1506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2240    0.2590   -1.3216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0120   -1.4990   -1.3467 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1904   -0.3172   -1.2770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5231   -0.4491    1.6760 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8465    0.9169    0.6762 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8882   -1.3400    2.4094 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2113   -2.0531    0.1270 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1764   -0.7267   -1.0998 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9015    0.4434   -0.0346 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1114   -0.8152    1.2550 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4911   -1.2923   -1.7666 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1141   -2.9205    0.4529 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4988   -1.5328    0.5540 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7637   -1.9823   -1.1201 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7278    0.4774   -1.7788 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9884   -0.0530   -0.5642 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6203    1.1470    1.2189 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5063    1.7397   -0.1091 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3783    2.1349    0.5942 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
  7  9  1  0
  9 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
 16 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
  6 36  1  0
  7 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
 10 41  1  0
 11 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 14 46  1  0
 15 47  1  0
 15 48  1  0
 16 49  1  0
 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                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -7.741   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       2.929   4.771   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.265   4.001   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.072   4.001   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.595   4.001   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      10.931   4.771   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.598   4.771   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.264   4.771   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.262   4.771   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.596   4.771   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.597   4.001   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       0.262   6.311   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       5.596   6.311   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       9.597   2.461   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      16.266   4.771   0.000  0.00  0.00           O+0
HETATM   23  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    8                                                       
CONECT    6    9   10                                                       
CONECT    7   11   12                                                       
CONECT    8    5   15                                                       
CONECT    9    6   15                                                       
CONECT   10    6   16                                                       
CONECT   11    7   17                                                       
CONECT   12    7   18                                                       
CONECT   13   14   16                                                       
CONECT   14   13   17                                                       
CONECT   15    8    9   19                                                  
CONECT   16   10   13   20                                                  
CONECT   17   11   14   21                                                  
CONECT   18   12   22   23                                                  
CONECT   19   15                                                            
CONECT   20   16                                                            
CONECT   21   17                                                            
CONECT   22   18                                                            
CONECT   23   18                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   44    0
END

COMPND    HMDB0030936
HETATM    1  C1  UNL     1      -7.397   2.516  -0.039  1.00  0.00           C  
HETATM    2  C2  UNL     1      -7.048   1.302   0.820  1.00  0.00           C  
HETATM    3  C3  UNL     1      -7.088   0.057   0.005  1.00  0.00           C  
HETATM    4  C4  UNL     1      -6.152   0.018  -1.152  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.696   0.152  -0.777  1.00  0.00           C  
HETATM    6  C6  UNL     1      -4.242  -0.953   0.142  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.784  -0.763   0.505  1.00  0.00           C  
HETATM    8  O1  UNL     1      -2.358  -1.786   1.355  1.00  0.00           O  
HETATM    9  C8  UNL     1      -1.902  -0.616  -0.684  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.477  -0.421  -0.408  1.00  0.00           C  
HETATM   11  C10 UNL     1       0.099  -0.356   0.784  1.00  0.00           C  
HETATM   12  C11 UNL     1       1.571  -0.152   0.881  1.00  0.00           C  
HETATM   13  O2  UNL     1       1.983  -0.378   2.205  1.00  0.00           O  
HETATM   14  C12 UNL     1       2.366  -0.991  -0.060  1.00  0.00           C  
HETATM   15  C13 UNL     1       3.851  -0.618   0.210  1.00  0.00           C  
HETATM   16  C14 UNL     1       4.735  -1.406  -0.690  1.00  0.00           C  
HETATM   17  O3  UNL     1       4.481  -2.812  -0.444  1.00  0.00           O  
HETATM   18  C15 UNL     1       6.181  -1.183  -0.499  1.00  0.00           C  
HETATM   19  C16 UNL     1       6.852   0.099  -0.694  1.00  0.00           C  
HETATM   20  C17 UNL     1       6.501   1.270   0.145  1.00  0.00           C  
HETATM   21  C18 UNL     1       7.458   2.381  -0.260  1.00  0.00           C  
HETATM   22  O4  UNL     1       7.262   2.994  -1.330  1.00  0.00           O  
HETATM   23  O5  UNL     1       8.523   2.693   0.556  1.00  0.00           O  
HETATM   24  H1  UNL     1      -8.423   2.452  -0.439  1.00  0.00           H  
HETATM   25  H2  UNL     1      -7.336   3.410   0.599  1.00  0.00           H  
HETATM   26  H3  UNL     1      -6.627   2.587  -0.833  1.00  0.00           H  
HETATM   27  H4  UNL     1      -7.836   1.248   1.600  1.00  0.00           H  
HETATM   28  H5  UNL     1      -6.105   1.506   1.322  1.00  0.00           H  
HETATM   29  H6  UNL     1      -8.118  -0.068  -0.389  1.00  0.00           H  
HETATM   30  H7  UNL     1      -6.891  -0.820   0.655  1.00  0.00           H  
HETATM   31  H8  UNL     1      -6.255  -0.938  -1.704  1.00  0.00           H  
HETATM   32  H9  UNL     1      -6.373   0.827  -1.879  1.00  0.00           H  
HETATM   33  H10 UNL     1      -4.157  -0.035  -1.757  1.00  0.00           H  
HETATM   34  H11 UNL     1      -4.388   1.145  -0.454  1.00  0.00           H  
HETATM   35  H12 UNL     1      -4.830  -0.958   1.083  1.00  0.00           H  
HETATM   36  H13 UNL     1      -4.342  -1.957  -0.340  1.00  0.00           H  
HETATM   37  H14 UNL     1      -2.732   0.174   1.111  1.00  0.00           H  
HETATM   38  H15 UNL     1      -2.962  -1.756   2.151  1.00  0.00           H  
HETATM   39  H16 UNL     1      -2.224   0.259  -1.322  1.00  0.00           H  
HETATM   40  H17 UNL     1      -2.012  -1.499  -1.347  1.00  0.00           H  
HETATM   41  H18 UNL     1       0.190  -0.317  -1.277  1.00  0.00           H  
HETATM   42  H19 UNL     1      -0.523  -0.449   1.676  1.00  0.00           H  
HETATM   43  H20 UNL     1       1.846   0.917   0.676  1.00  0.00           H  
HETATM   44  H21 UNL     1       1.888  -1.340   2.409  1.00  0.00           H  
HETATM   45  H22 UNL     1       2.211  -2.053   0.127  1.00  0.00           H  
HETATM   46  H23 UNL     1       2.176  -0.727  -1.100  1.00  0.00           H  
HETATM   47  H24 UNL     1       3.902   0.443  -0.035  1.00  0.00           H  
HETATM   48  H25 UNL     1       4.111  -0.815   1.255  1.00  0.00           H  
HETATM   49  H26 UNL     1       4.491  -1.292  -1.767  1.00  0.00           H  
HETATM   50  H27 UNL     1       4.114  -2.920   0.453  1.00  0.00           H  
HETATM   51  H28 UNL     1       6.499  -1.533   0.554  1.00  0.00           H  
HETATM   52  H29 UNL     1       6.764  -1.982  -1.120  1.00  0.00           H  
HETATM   53  H30 UNL     1       6.728   0.477  -1.779  1.00  0.00           H  
HETATM   54  H31 UNL     1       7.988  -0.053  -0.564  1.00  0.00           H  
HETATM   55  H32 UNL     1       6.620   1.147   1.219  1.00  0.00           H  
HETATM   56  H33 UNL     1       5.506   1.740  -0.109  1.00  0.00           H  
HETATM   57  H34 UNL     1       9.378   2.135   0.594  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   35   36
CONECT    7    8    9   37
CONECT    8   38
CONECT    9   10   39   40
CONECT   10   11   11   41
CONECT   11   12   42
CONECT   12   13   14   43
CONECT   13   44
CONECT   14   15   45   46
CONECT   15   16   47   48
CONECT   16   17   18   49
CONECT   17   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

HMDB0030936
     RDKit          3D
5,8,12-Trihydroxy-9-octadecenoic acid
 57 56  0  0  0  0  0  0  0  0999 V2000
   -7.3971    2.5160   -0.0394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0483    1.3025    0.8197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0879    0.0565    0.0045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1515    0.0183   -1.1517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6960    0.1518   -0.7766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2425   -0.9532    0.1422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7842   -0.7634    0.5049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3577   -1.7859    1.3550 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9016   -0.6159   -0.6843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4766   -0.4211   -0.4083 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0988   -0.3557    0.7845 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5711   -0.1521    0.8812 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9828   -0.3781    2.2052 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3664   -0.9910   -0.0599 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8510   -0.6180    0.2099 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7347   -1.4055   -0.6896 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4807   -2.8124   -0.4441 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1810   -1.1831   -0.4989 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8520    0.0988   -0.6940 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5009    1.2696    0.1449 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4582    2.3810   -0.2604 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2615    2.9940   -1.3305 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5234    2.6926    0.5559 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4234    2.4522   -0.4385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3356    3.4099    0.5985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6266    2.5873   -0.8334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8359    1.2478    1.5998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1047    1.5058    1.3219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1179   -0.0680   -0.3887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8912   -0.8199    0.6546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2546   -0.9384   -1.7043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3728    0.8271   -1.8789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1572   -0.0351   -1.7574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3882    1.1451   -0.4538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8298   -0.9581    1.0829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3417   -1.9567   -0.3398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7322    0.1740    1.1109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9625   -1.7557    2.1506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2240    0.2590   -1.3216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0120   -1.4990   -1.3467 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1904   -0.3172   -1.2770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5231   -0.4491    1.6760 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8465    0.9169    0.6762 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8882   -1.3400    2.4094 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2113   -2.0531    0.1270 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1764   -0.7267   -1.0998 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9015    0.4434   -0.0346 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1114   -0.8152    1.2550 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4911   -1.2923   -1.7666 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1141   -2.9205    0.4529 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4988   -1.5328    0.5540 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7637   -1.9823   -1.1201 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7278    0.4774   -1.7788 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9884   -0.0530   -0.5642 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6203    1.1470    1.2189 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5063    1.7397   -0.1091 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3783    2.1349    0.5942 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
  7  9  1  0
  9 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
 16 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
  6 36  1  0
  7 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
 10 41  1  0
 11 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 14 46  1  0
 15 47  1  0
 15 48  1  0
 16 49  1  0
 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
5,8,12-Trihydroxy-9-octadecenoate	Generator

Chemical Formula

C₁₈H₃₄O₅

Average Molecular Weight

330.4596

Monoisotopic Molecular Weight

330.240624198

IUPAC Name

(9E)-5,8,12-trihydroxyoctadec-9-enoic acid

Traditional Name

(9E)-5,8,12-trihydroxyoctadec-9-enoic acid

CAS Registry Number

Not Available

SMILES

CCCCCCC(O)C\C=C\C(O)CCC(O)CCCC(O)=O

InChI Identifier

InChI=1S/C18H34O5/c1-2-3-4-5-8-15(19)9-6-10-16(20)13-14-17(21)11-7-12-18(22)23/h6,10,15-17,19-21H,2-5,7-9,11-14H2,1H3,(H,22,23)/b10-6+

InChI Key

LGADJSRSYLFTSG-UXBLZVDNSA-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 (LMFA02000221 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Organelle

Adiposome (HMDB: HMDB0030936)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0030936)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030936)

Source

Endogenous

Endogenous (HMDB: HMDB0030936)

Plant

Poaceae (HMDB: HMDB0030936)

Animal

Animal (HMDB: HMDB0030936)

Exogenous

Food

Food (HMDB: HMDB0030936)

Cereal and cereal product

Cereal product

Breakfast cereal (FooDB: FOOD00270)

Cereals and cereal products (FooDB: FOOD00858)

Exogenous (HMDB: HMDB0030936)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0030936)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0030936)

Lipid metabolism pathway (HMDB: HMDB0030936)

Cellular process

Cell signaling (HMDB: HMDB0030936)

Biochemical process

Lipid transport (HMDB: HMDB0030936)

Role

Biological role

Energy source (HMDB: HMDB0030936)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0030936)

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	0.17 g/L	ALOGPS
logP	3.9	ALOGPS
logP	2.78	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	4.53	ChemAxon
pKa (Strongest Basic)	-1.3	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	92.26 m³·mol⁻¹	ChemAxon
Polarizability	40.29 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]+	186.199	31661259
DarkChem	[M-H]-	181.937	31661259
DeepCCS	[M+H]+	184.457	30932474
DeepCCS	[M-H]-	182.099	30932474
DeepCCS	[M-2H]-	214.985	30932474
DeepCCS	[M+Na]+	190.551	30932474
AllCCS	[M+H]+	190.2	32859911
AllCCS	[M+H-H2O]+	187.5	32859911
AllCCS	[M+NH4]+	192.7	32859911
AllCCS	[M+Na]+	193.4	32859911
AllCCS	[M-H]-	185.0	32859911
AllCCS	[M+Na-2H]-	186.4	32859911
AllCCS	[M+HCOO]-	188.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5,8,12-Trihydroxy-9-octadecenoic acid	CCCCCCC(O)C\C=C\C(O)CCC(O)CCCC(O)=O	4275.3	Standard polar	33892256
5,8,12-Trihydroxy-9-octadecenoic acid	CCCCCCC(O)C\C=C\C(O)CCC(O)CCCC(O)=O	2338.3	Standard non polar	33892256
5,8,12-Trihydroxy-9-octadecenoic acid	CCCCCCC(O)C\C=C\C(O)CCC(O)CCCC(O)=O	2655.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5,8,12-Trihydroxy-9-octadecenoic acid,1TMS,isomer #1	CCCCCCC(C/C=C/C(O)CCC(O)CCCC(=O)O)O[Si](C)(C)C	2800.3	Semi standard non polar	33892256
5,8,12-Trihydroxy-9-octadecenoic acid,1TMS,isomer #2	CCCCCCC(O)C/C=C/C(CCC(O)CCCC(=O)O)O[Si](C)(C)C	2820.0	Semi standard non polar	33892256
5,8,12-Trihydroxy-9-octadecenoic acid,1TMS,isomer #3	CCCCCCC(O)C/C=C/C(O)CCC(CCCC(=O)O)O[Si](C)(C)C	2809.2	Semi standard non polar	33892256
5,8,12-Trihydroxy-9-octadecenoic acid,1TMS,isomer #4	CCCCCCC(O)C/C=C/C(O)CCC(O)CCCC(=O)O[Si](C)(C)C	2749.7	Semi standard non polar	33892256
5,8,12-Trihydroxy-9-octadecenoic acid,2TMS,isomer #1	CCCCCCC(C/C=C/C(CCC(O)CCCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C	2851.7	Semi standard non polar	33892256
5,8,12-Trihydroxy-9-octadecenoic acid,2TMS,isomer #2	CCCCCCC(C/C=C/C(O)CCC(CCCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C	2828.0	Semi standard non polar	33892256
5,8,12-Trihydroxy-9-octadecenoic acid,2TMS,isomer #3	CCCCCCC(C/C=C/C(O)CCC(O)CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2774.4	Semi standard non polar	33892256
5,8,12-Trihydroxy-9-octadecenoic acid,2TMS,isomer #4	CCCCCCC(O)C/C=C/C(CCC(CCCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C	2847.5	Semi standard non polar	33892256
5,8,12-Trihydroxy-9-octadecenoic acid,2TMS,isomer #5	CCCCCCC(O)C/C=C/C(CCC(O)CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2820.3	Semi standard non polar	33892256
5,8,12-Trihydroxy-9-octadecenoic acid,2TMS,isomer #6	CCCCCCC(O)C/C=C/C(O)CCC(CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2782.2	Semi standard non polar	33892256
5,8,12-Trihydroxy-9-octadecenoic acid,3TMS,isomer #1	CCCCCCC(C/C=C/C(CCC(CCCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2794.3	Semi standard non polar	33892256
5,8,12-Trihydroxy-9-octadecenoic acid,3TMS,isomer #2	CCCCCCC(C/C=C/C(CCC(O)CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2778.1	Semi standard non polar	33892256
5,8,12-Trihydroxy-9-octadecenoic acid,3TMS,isomer #3	CCCCCCC(C/C=C/C(O)CCC(CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2738.5	Semi standard non polar	33892256
5,8,12-Trihydroxy-9-octadecenoic acid,3TMS,isomer #4	CCCCCCC(O)C/C=C/C(CCC(CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2774.0	Semi standard non polar	33892256
5,8,12-Trihydroxy-9-octadecenoic acid,4TMS,isomer #1	CCCCCCC(C/C=C/C(CCC(CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2714.1	Semi standard non polar	33892256
5,8,12-Trihydroxy-9-octadecenoic acid,1TBDMS,isomer #1	CCCCCCC(C/C=C/C(O)CCC(O)CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3029.5	Semi standard non polar	33892256
5,8,12-Trihydroxy-9-octadecenoic acid,1TBDMS,isomer #2	CCCCCCC(O)C/C=C/C(CCC(O)CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3043.6	Semi standard non polar	33892256
5,8,12-Trihydroxy-9-octadecenoic acid,1TBDMS,isomer #3	CCCCCCC(O)C/C=C/C(O)CCC(CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3036.7	Semi standard non polar	33892256
5,8,12-Trihydroxy-9-octadecenoic acid,1TBDMS,isomer #4	CCCCCCC(O)C/C=C/C(O)CCC(O)CCCC(=O)O[Si](C)(C)C(C)(C)C	2988.5	Semi standard non polar	33892256
5,8,12-Trihydroxy-9-octadecenoic acid,2TBDMS,isomer #1	CCCCCCC(C/C=C/C(CCC(O)CCCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3311.6	Semi standard non polar	33892256
5,8,12-Trihydroxy-9-octadecenoic acid,2TBDMS,isomer #2	CCCCCCC(C/C=C/C(O)CCC(CCCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3295.4	Semi standard non polar	33892256
5,8,12-Trihydroxy-9-octadecenoic acid,2TBDMS,isomer #3	CCCCCCC(C/C=C/C(O)CCC(O)CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3246.6	Semi standard non polar	33892256
5,8,12-Trihydroxy-9-octadecenoic acid,2TBDMS,isomer #4	CCCCCCC(O)C/C=C/C(CCC(CCCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3311.0	Semi standard non polar	33892256
5,8,12-Trihydroxy-9-octadecenoic acid,2TBDMS,isomer #5	CCCCCCC(O)C/C=C/C(CCC(O)CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3273.6	Semi standard non polar	33892256
5,8,12-Trihydroxy-9-octadecenoic acid,2TBDMS,isomer #6	CCCCCCC(O)C/C=C/C(O)CCC(CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3256.0	Semi standard non polar	33892256
5,8,12-Trihydroxy-9-octadecenoic acid,3TBDMS,isomer #1	CCCCCCC(C/C=C/C(CCC(CCCC(=O)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	3510.7	Semi standard non polar	33892256
5,8,12-Trihydroxy-9-octadecenoic acid,3TBDMS,isomer #2	CCCCCCC(C/C=C/C(CCC(O)CCCC(=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	3470.0	Semi standard non polar	33892256
5,8,12-Trihydroxy-9-octadecenoic acid,3TBDMS,isomer #3	CCCCCCC(C/C=C/C(O)CCC(CCCC(=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	3465.8	Semi standard non polar	33892256
5,8,12-Trihydroxy-9-octadecenoic acid,3TBDMS,isomer #4	CCCCCCC(O)C/C=C/C(CCC(CCCC(=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	3479.8	Semi standard non polar	33892256
5,8,12-Trihydroxy-9-octadecenoic acid,4TBDMS,isomer #1	CCCCCCC(C/C=C/C(CCC(CCCC(=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)O[Si](C)(C)C(C)(C)C	3662.3	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 - 5,8,12-Trihydroxy-9-octadecenoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-03di-7946000000-92c74fe2b5c35453f51c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5,8,12-Trihydroxy-9-octadecenoic acid GC-MS (4 TMS) - 70eV, Positive	splash10-0fbi-9102245000-bacd7bf2e6e2d910af1f	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5,8,12-Trihydroxy-9-octadecenoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5,8,12-Trihydroxy-9-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 - 5,8,12-Trihydroxy-9-octadecenoic acid 10V, Positive-QTOF	splash10-01ot-0198000000-6aa13313e777974debdd	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,8,12-Trihydroxy-9-octadecenoic acid 20V, Positive-QTOF	splash10-0002-3592000000-d4d49d4f471696d9df35	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,8,12-Trihydroxy-9-octadecenoic acid 40V, Positive-QTOF	splash10-000f-9440000000-1d0be547e7373950df28	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,8,12-Trihydroxy-9-octadecenoic acid 10V, Negative-QTOF	splash10-004i-0029000000-489e630ab8aa5c853d34	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,8,12-Trihydroxy-9-octadecenoic acid 20V, Negative-QTOF	splash10-0409-2479000000-1515e42185d801af7203	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,8,12-Trihydroxy-9-octadecenoic acid 40V, Negative-QTOF	splash10-0a4i-9330000000-eb38973b8b65ac475c60	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,8,12-Trihydroxy-9-octadecenoic acid 10V, Negative-QTOF	splash10-004i-0019000000-d47132f89ee7ec857b71	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,8,12-Trihydroxy-9-octadecenoic acid 20V, Negative-QTOF	splash10-02di-2597000000-fb36836dcd5ba4be136e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,8,12-Trihydroxy-9-octadecenoic acid 40V, Negative-QTOF	splash10-052e-7981000000-160f51e6132858e4365d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,8,12-Trihydroxy-9-octadecenoic acid 10V, Positive-QTOF	splash10-01ot-1198000000-3cb2cfcf9768dad2b0b9	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,8,12-Trihydroxy-9-octadecenoic acid 20V, Positive-QTOF	splash10-0002-5793000000-6bd92134cf4b057adf10	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,8,12-Trihydroxy-9-octadecenoic acid 40V, Positive-QTOF	splash10-0597-9500000000-2e71ae335f3a4752eff2	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

FDB002905

KNApSAcK ID

Not Available

Chemspider ID

4472302

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5312877

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 5,8,12-Trihydroxy-9-octadecenoic acid (HMDB0030936)

MOL for HMDB0030936 (5,8,12-Trihydroxy-9-octadecenoic acid)

3D MOL for HMDB0030936 (5,8,12-Trihydroxy-9-octadecenoic acid)

3D SDF for HMDB0030936 (5,8,12-Trihydroxy-9-octadecenoic acid)

3D-SDF for HMDB0030936 (5,8,12-Trihydroxy-9-octadecenoic acid)

PDB for HMDB0030936 (5,8,12-Trihydroxy-9-octadecenoic acid)

3D PDB for HMDB0030936 (5,8,12-Trihydroxy-9-octadecenoic acid)

SMILES for HMDB0030936 (5,8,12-Trihydroxy-9-octadecenoic acid)

INCHI for HMDB0030936 (5,8,12-Trihydroxy-9-octadecenoic acid)

Structure for HMDB0030936 (5,8,12-Trihydroxy-9-octadecenoic acid)

3D Structure for HMDB0030936 (5,8,12-Trihydroxy-9-octadecenoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra