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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2017-03-23 05:59:57 UTC

Update Date

2022-03-07 03:17:59 UTC

HMDB ID

HMDB0062747

Secondary Accession Numbers

HMDB62747

Metabolite Identification

Common Name

12(S)-HETrE

Description

12(S)-HETrE, also known as 12S-hetre, belongs to the class of organic compounds known as hydroxyeicosatrienoic acids. These are eicosanoic acids with an attached hydroxyl group and three CC double bonds. 12(S)-HETrE is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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


  Mrv1652303231706592D          

 30 29  0  0  1  0            999 V2000
   -0.6082    2.2736    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2019    2.1177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7420    2.7413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4720    3.5209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0121    4.1445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7420    4.9241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2821    5.5477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4720    1.3381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0681    0.7145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2821    1.1822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8222    1.8058    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0121    1.9618    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5521    2.5854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6323    1.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9024    0.8704    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1724    2.2736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9024    3.0531    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9825    2.1177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5226    2.7413    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2526    1.3381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0627    1.1822    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9825   -0.0651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7927   -0.2210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3328    0.4027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1429    0.2467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6830    0.8704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4931    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0332    1.3381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7632   -0.0651    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  6  0  0  0
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
M  END

HMDB0062747
     RDKit          3D
12(S)-HETrE
 57 56  0  0  0  0  0  0  0  0999 V2000
   -9.3028   -0.9832    1.1327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1583   -0.0145    0.8875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8704    0.1432   -0.5812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7417    1.1053   -0.7729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4471    0.6594   -0.0992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0206   -0.6534   -0.6316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8668   -0.8054   -1.2175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8600    0.2358   -1.4340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6062   -0.2311   -0.6898 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8898   -0.3853    0.6817 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4883    0.7352   -0.7961 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7367    0.1956   -0.6749 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8939    1.0373   -0.7599 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0978    0.5592   -0.6452 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4849   -0.8392   -0.4219 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2334   -0.9537    0.8662 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4601   -0.1066    0.8595 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4106   -0.5230   -0.2230 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6371    0.3506   -0.2230 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3514    0.2928    1.1023 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5753    1.1614    0.9934 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3927    0.9435    0.0631 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7897    2.1783    1.9042 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2296   -1.2670    2.2169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2231   -1.8806    0.5213 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2833   -0.4876    1.0135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4482    1.0012    1.2707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2701   -0.3098    1.4838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7162   -0.8207   -1.0939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8215    0.5649   -1.0214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5713    1.2333   -1.8577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9604    2.1159   -0.3779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5769    0.6316    1.0235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7387    1.4766   -0.2720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7213   -1.5330   -0.5250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5935   -1.8122   -1.6032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5563    0.2786   -2.5284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0933    1.2472   -1.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2914   -1.2332   -1.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2228    0.4765    1.0613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6238    1.7911   -0.9547 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8385   -0.8584   -0.5120 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7480    2.1135   -0.9221 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9263    1.2752   -0.7310 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6366   -1.5594   -0.3634 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0710   -1.1854   -1.3218 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5224   -0.6527    1.6740 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4643   -2.0280    1.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2385    0.9712    0.7598 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9869   -0.2071    1.8582 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7152   -1.5738   -0.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8989   -0.4804   -1.2144 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3072    1.3820   -0.4737 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2890   -0.0084   -1.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6725   -0.7560    1.2906 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7489    0.6857    1.9356 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0660    2.4364    2.5588 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  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  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
  8 38  1  0
  9 39  1  6
 10 40  1  0
 11 41  1  0
 12 42  1  0
 13 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


  Mrv1652303231706592D          

 30 29  0  0  1  0            999 V2000
   -0.6082    2.2736    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2019    2.1177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7420    2.7413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4720    3.5209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0121    4.1445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7420    4.9241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2821    5.5477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4720    1.3381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0681    0.7145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2821    1.1822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8222    1.8058    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0121    1.9618    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5521    2.5854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6323    1.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9024    0.8704    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1724    2.2736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9024    3.0531    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9825    2.1177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5226    2.7413    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2526    1.3381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0627    1.1822    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9825   -0.0651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7927   -0.2210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3328    0.4027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1429    0.2467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6830    0.8704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4931    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0332    1.3381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7632   -0.0651    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  6  0  0  0
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0062747

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C20H34O3/c1-2-3-4-5-10-13-16-19(21)17-14-11-8-6-7-9-12-15-18-20(22)23/h8,10-11,13-14,17,19,21H,2-7,9,12,15-16,18H2,1H3,(H,22,23)/b11-8-,13-10-,17-14+/t19-/m0/s1

> <INCHI_KEY>
YYIXZLMPKIFFGQ-ONNNWOQGSA-N

> <FORMULA>
C20H34O3

> <MOLECULAR_WEIGHT>
322.489

> <EXACT_MASS>
322.250794955

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
39.26317773141245

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(8Z,10E,12S,14Z)-12-hydroxyicosa-8,10,14-trienoic acid

> <ALOGPS_LOGP>
6.22

> <JCHEM_LOGP>
5.718281400666667

> <ALOGPS_LOGS>
-5.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
17.720826441683098

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.955292574773103

> <JCHEM_PKA_STRONGEST_BASIC>
-1.6087106329249852

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
100.35289999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.98e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(8Z,10E,12S,14Z)-12-hydroxyicosa-8,10,14-trienoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0062747
     RDKit          3D
12(S)-HETrE
 57 56  0  0  0  0  0  0  0  0999 V2000
   -9.3028   -0.9832    1.1327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1583   -0.0145    0.8875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8704    0.1432   -0.5812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7417    1.1053   -0.7729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4471    0.6594   -0.0992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0206   -0.6534   -0.6316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8668   -0.8054   -1.2175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8600    0.2358   -1.4340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6062   -0.2311   -0.6898 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8898   -0.3853    0.6817 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4883    0.7352   -0.7961 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7367    0.1956   -0.6749 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8939    1.0373   -0.7599 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0978    0.5592   -0.6452 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4849   -0.8392   -0.4219 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2334   -0.9537    0.8662 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4601   -0.1066    0.8595 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4106   -0.5230   -0.2230 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6371    0.3506   -0.2230 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3514    0.2928    1.1023 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5753    1.1614    0.9934 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3927    0.9435    0.0631 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7897    2.1783    1.9042 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2296   -1.2670    2.2169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2231   -1.8806    0.5213 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2833   -0.4876    1.0135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4482    1.0012    1.2707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2701   -0.3098    1.4838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7162   -0.8207   -1.0939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8215    0.5649   -1.0214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5713    1.2333   -1.8577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9604    2.1159   -0.3779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5769    0.6316    1.0235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7387    1.4766   -0.2720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7213   -1.5330   -0.5250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5935   -1.8122   -1.6032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5563    0.2786   -2.5284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0933    1.2472   -1.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2914   -1.2332   -1.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2228    0.4765    1.0613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6238    1.7911   -0.9547 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8385   -0.8584   -0.5120 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7480    2.1135   -0.9221 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9263    1.2752   -0.7310 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6366   -1.5594   -0.3634 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0710   -1.1854   -1.3218 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5224   -0.6527    1.6740 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4643   -2.0280    1.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2385    0.9712    0.7598 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9869   -0.2071    1.8582 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7152   -1.5738   -0.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8989   -0.4804   -1.2144 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3072    1.3820   -0.4737 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2890   -0.0084   -1.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6725   -0.7560    1.2906 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7489    0.6857    1.9356 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0660    2.4364    2.5588 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  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  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
  8 38  1  0
  9 39  1  6
 10 40  1  0
 11 41  1  0
 12 42  1  0
 13 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                                 23-MAR-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-MAR-17         0                                  
HETATM    1  H   UNK     0      -1.135   4.244   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0       0.377   3.953   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.385   5.117   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.881   6.572   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.889   7.736   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.385   9.192   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.393  10.356   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.881   2.498   0.000  0.00  0.00           C+0
HETATM    9  H   UNK     0      -0.127   1.334   0.000  0.00  0.00           H+0
HETATM   10  C   UNK     0       2.393   2.207   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.401   3.371   0.000  0.00  0.00           C+0
HETATM   12  H   UNK     0       1.889   3.662   0.000  0.00  0.00           H+0
HETATM   13  O   UNK     0       2.897   4.826   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       4.914   3.080   0.000  0.00  0.00           C+0
HETATM   15  H   UNK     0       5.418   1.625   0.000  0.00  0.00           H+0
HETATM   16  C   UNK     0       5.922   4.244   0.000  0.00  0.00           C+0
HETATM   17  H   UNK     0       5.418   5.699   0.000  0.00  0.00           H+0
HETATM   18  C   UNK     0       7.434   3.953   0.000  0.00  0.00           C+0
HETATM   19  H   UNK     0       8.442   5.117   0.000  0.00  0.00           H+0
HETATM   20  C   UNK     0       7.938   2.498   0.000  0.00  0.00           C+0
HETATM   21  H   UNK     0       9.450   2.207   0.000  0.00  0.00           H+0
HETATM   22  C   UNK     0       6.930   1.334   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.434  -0.121   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.946  -0.413   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.954   0.752   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      11.467   0.461   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      12.475   1.625   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      13.987   1.334   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      14.995   2.498   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      14.491  -0.121   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6                                                            
CONECT    8    2    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   13   14                                             
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14   11   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   58    0
END

COMPND    HMDB0062747
HETATM    1  C1  UNL     1      -9.303  -0.983   1.133  1.00  0.00           C  
HETATM    2  C2  UNL     1      -8.158  -0.014   0.888  1.00  0.00           C  
HETATM    3  C3  UNL     1      -7.870   0.143  -0.581  1.00  0.00           C  
HETATM    4  C4  UNL     1      -6.742   1.105  -0.773  1.00  0.00           C  
HETATM    5  C5  UNL     1      -5.447   0.659  -0.099  1.00  0.00           C  
HETATM    6  C6  UNL     1      -5.021  -0.653  -0.632  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.867  -0.805  -1.217  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.860   0.236  -1.434  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.606  -0.231  -0.690  1.00  0.00           C  
HETATM   10  O1  UNL     1      -1.890  -0.385   0.682  1.00  0.00           O  
HETATM   11  C10 UNL     1      -0.488   0.735  -0.796  1.00  0.00           C  
HETATM   12  C11 UNL     1       0.737   0.196  -0.675  1.00  0.00           C  
HETATM   13  C12 UNL     1       1.894   1.037  -0.760  1.00  0.00           C  
HETATM   14  C13 UNL     1       3.098   0.559  -0.645  1.00  0.00           C  
HETATM   15  C14 UNL     1       3.485  -0.839  -0.422  1.00  0.00           C  
HETATM   16  C15 UNL     1       4.233  -0.954   0.866  1.00  0.00           C  
HETATM   17  C16 UNL     1       5.460  -0.107   0.859  1.00  0.00           C  
HETATM   18  C17 UNL     1       6.411  -0.523  -0.223  1.00  0.00           C  
HETATM   19  C18 UNL     1       7.637   0.351  -0.223  1.00  0.00           C  
HETATM   20  C19 UNL     1       8.351   0.293   1.102  1.00  0.00           C  
HETATM   21  C20 UNL     1       9.575   1.161   0.993  1.00  0.00           C  
HETATM   22  O2  UNL     1      10.393   0.943   0.063  1.00  0.00           O  
HETATM   23  O3  UNL     1       9.790   2.178   1.904  1.00  0.00           O  
HETATM   24  H1  UNL     1      -9.230  -1.267   2.217  1.00  0.00           H  
HETATM   25  H2  UNL     1      -9.223  -1.881   0.521  1.00  0.00           H  
HETATM   26  H3  UNL     1     -10.283  -0.488   1.014  1.00  0.00           H  
HETATM   27  H4  UNL     1      -8.448   1.001   1.271  1.00  0.00           H  
HETATM   28  H5  UNL     1      -7.270  -0.310   1.484  1.00  0.00           H  
HETATM   29  H6  UNL     1      -7.716  -0.821  -1.094  1.00  0.00           H  
HETATM   30  H7  UNL     1      -8.821   0.565  -1.021  1.00  0.00           H  
HETATM   31  H8  UNL     1      -6.571   1.233  -1.858  1.00  0.00           H  
HETATM   32  H9  UNL     1      -6.960   2.116  -0.378  1.00  0.00           H  
HETATM   33  H10 UNL     1      -5.577   0.632   1.024  1.00  0.00           H  
HETATM   34  H11 UNL     1      -4.739   1.477  -0.272  1.00  0.00           H  
HETATM   35  H12 UNL     1      -5.721  -1.533  -0.525  1.00  0.00           H  
HETATM   36  H13 UNL     1      -3.594  -1.812  -1.603  1.00  0.00           H  
HETATM   37  H14 UNL     1      -2.556   0.279  -2.528  1.00  0.00           H  
HETATM   38  H15 UNL     1      -3.093   1.247  -1.144  1.00  0.00           H  
HETATM   39  H16 UNL     1      -1.291  -1.233  -1.046  1.00  0.00           H  
HETATM   40  H17 UNL     1      -2.223   0.476   1.061  1.00  0.00           H  
HETATM   41  H18 UNL     1      -0.624   1.791  -0.955  1.00  0.00           H  
HETATM   42  H19 UNL     1       0.839  -0.858  -0.512  1.00  0.00           H  
HETATM   43  H20 UNL     1       1.748   2.113  -0.922  1.00  0.00           H  
HETATM   44  H21 UNL     1       3.926   1.275  -0.731  1.00  0.00           H  
HETATM   45  H22 UNL     1       2.637  -1.559  -0.363  1.00  0.00           H  
HETATM   46  H23 UNL     1       4.071  -1.185  -1.322  1.00  0.00           H  
HETATM   47  H24 UNL     1       3.522  -0.653   1.674  1.00  0.00           H  
HETATM   48  H25 UNL     1       4.464  -2.028   1.051  1.00  0.00           H  
HETATM   49  H26 UNL     1       5.238   0.971   0.760  1.00  0.00           H  
HETATM   50  H27 UNL     1       5.987  -0.207   1.858  1.00  0.00           H  
HETATM   51  H28 UNL     1       6.715  -1.574  -0.031  1.00  0.00           H  
HETATM   52  H29 UNL     1       5.899  -0.480  -1.214  1.00  0.00           H  
HETATM   53  H30 UNL     1       7.307   1.382  -0.474  1.00  0.00           H  
HETATM   54  H31 UNL     1       8.289  -0.008  -1.045  1.00  0.00           H  
HETATM   55  H32 UNL     1       8.672  -0.756   1.291  1.00  0.00           H  
HETATM   56  H33 UNL     1       7.749   0.686   1.936  1.00  0.00           H  
HETATM   57  H34 UNL     1       9.066   2.436   2.559  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    7   35
CONECT    7    8   36
CONECT    8    9   37   38
CONECT    9   10   11   39
CONECT   10   40
CONECT   11   12   12   41
CONECT   12   13   42
CONECT   13   14   14   43
CONECT   14   15   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

HMDB0062747
     RDKit          3D
12(S)-HETrE
 57 56  0  0  0  0  0  0  0  0999 V2000
   -9.3028   -0.9832    1.1327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1583   -0.0145    0.8875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8704    0.1432   -0.5812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7417    1.1053   -0.7729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4471    0.6594   -0.0992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0206   -0.6534   -0.6316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8668   -0.8054   -1.2175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8600    0.2358   -1.4340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6062   -0.2311   -0.6898 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8898   -0.3853    0.6817 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4883    0.7352   -0.7961 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7367    0.1956   -0.6749 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8939    1.0373   -0.7599 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0978    0.5592   -0.6452 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4849   -0.8392   -0.4219 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2334   -0.9537    0.8662 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4601   -0.1066    0.8595 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4106   -0.5230   -0.2230 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6371    0.3506   -0.2230 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3514    0.2928    1.1023 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5753    1.1614    0.9934 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3927    0.9435    0.0631 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7897    2.1783    1.9042 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2296   -1.2670    2.2169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2231   -1.8806    0.5213 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2833   -0.4876    1.0135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4482    1.0012    1.2707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2701   -0.3098    1.4838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7162   -0.8207   -1.0939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8215    0.5649   -1.0214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5713    1.2333   -1.8577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9604    2.1159   -0.3779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5769    0.6316    1.0235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7387    1.4766   -0.2720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7213   -1.5330   -0.5250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5935   -1.8122   -1.6032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5563    0.2786   -2.5284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0933    1.2472   -1.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2914   -1.2332   -1.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2228    0.4765    1.0613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6238    1.7911   -0.9547 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8385   -0.8584   -0.5120 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7480    2.1135   -0.9221 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9263    1.2752   -0.7310 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6366   -1.5594   -0.3634 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0710   -1.1854   -1.3218 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5224   -0.6527    1.6740 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4643   -2.0280    1.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2385    0.9712    0.7598 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9869   -0.2071    1.8582 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7152   -1.5738   -0.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8989   -0.4804   -1.2144 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3072    1.3820   -0.4737 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2890   -0.0084   -1.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6725   -0.7560    1.2906 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7489    0.6857    1.9356 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0660    2.4364    2.5588 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  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  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
  8 38  1  0
  9 39  1  6
 10 40  1  0
 11 41  1  0
 12 42  1  0
 13 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
(12S)-Hydroxy-(8Z,10E,14Z)-eicosatrienoic acid	ChEBI
(12S)-Hydroxy-(8Z,10E,14Z)-icosatrienoic acid	ChEBI
12S-HETrE	ChEBI
(12S)-Hydroxy-(8Z,10E,14Z)-eicosatrienoate	Generator
(12S)-Hydroxy-(8Z,10E,14Z)-icosatrienoate	Generator

Chemical Formula

C₂₀H₃₄O₃

Average Molecular Weight

322.489

Monoisotopic Molecular Weight

322.250794955

IUPAC Name

(8Z,10E,12S,14Z)-12-hydroxyicosa-8,10,14-trienoic acid

Traditional Name

(8Z,10E,12S,14Z)-12-hydroxyicosa-8,10,14-trienoic acid

CAS Registry Number

Not Available

SMILES

[H]\C(CCCCC)=C(/[H])C[C@]([H])(O)C(\[H])=C(/[H])\C(\[H])=C(\[H])CCCCCCC(O)=O

InChI Identifier

InChI=1S/C20H34O3/c1-2-3-4-5-10-13-16-19(21)17-14-11-8-6-7-9-12-15-18-20(22)23/h8,10-11,13-14,17,19,21H,2-7,9,12,15-16,18H2,1H3,(H,22,23)/b11-8-,13-10-,17-14+/t19-/m0/s1

InChI Key

YYIXZLMPKIFFGQ-ONNNWOQGSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxyeicosatrienoic acids. These are eicosanoic acids with an attached hydroxyl group and three CC double bonds.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Eicosanoids

Direct Parent

Hydroxyeicosatrienoic acids

Alternative Parents

Substituents

Hydroxyeicosatrienoic acid
Long-chain fatty acid
Hydroxy fatty acid
Fatty acid
Unsaturated fatty acid
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxide
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0062747)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.0009 g/l	ALOGPS
LogP	6.22	ALOGPS

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	6.22	ALOGPS
logP	5.72	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	4.96	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	100.35 m³·mol⁻¹	ChemAxon
Polarizability	39.26 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	190.217	31661259
DarkChem	[M-H]-	190.735	31661259
DeepCCS	[M+H]+	220.042	30932474
DeepCCS	[M-H]-	217.8	30932474
DeepCCS	[M-2H]-	251.041	30932474
DeepCCS	[M+Na]+	225.954	30932474
AllCCS	[M+H]+	188.5	32859911
AllCCS	[M+H-H2O]+	185.6	32859911
AllCCS	[M+NH4]+	191.1	32859911
AllCCS	[M+Na]+	191.8	32859911
AllCCS	[M-H]-	187.3	32859911
AllCCS	[M+Na-2H]-	189.2	32859911
AllCCS	[M+HCOO]-	191.4	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. Predicted by Afia on May 17, 2022.	8.34 minutes	32390414
Predicted by Siyang on May 30, 2022	21.1733 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.02 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3126.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	425.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	209.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	248.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	619.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	955.4 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	597.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	115.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2070.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	652.2 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	1707.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	716.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	488.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	413.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	513.7 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	8.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
12(S)-HETrE	[H]\C(CCCCC)=C(/[H])C[C@]([H])(O)C(\[H])=C(/[H])\C(\[H])=C(\[H])CCCCCCC(O)=O	3961.8	Standard polar	33892256
12(S)-HETrE	[H]\C(CCCCC)=C(/[H])C[C@]([H])(O)C(\[H])=C(/[H])\C(\[H])=C(\[H])CCCCCCC(O)=O	2408.5	Standard non polar	33892256
12(S)-HETrE	[H]\C(CCCCC)=C(/[H])C[C@]([H])(O)C(\[H])=C(/[H])\C(\[H])=C(\[H])CCCCCCC(O)=O	2587.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
12(S)-HETrE,1TMS,isomer #1	CCCCC/C=C\C[C@@H](/C=C/C=C\CCCCCCC(=O)O)O[Si](C)(C)C	2735.4	Semi standard non polar	33892256
12(S)-HETrE,1TMS,isomer #2	CCCCC/C=C\C[C@H](O)/C=C/C=C\CCCCCCC(=O)O[Si](C)(C)C	2648.1	Semi standard non polar	33892256
12(S)-HETrE,2TMS,isomer #1	CCCCC/C=C\C[C@@H](/C=C/C=C\CCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2722.8	Semi standard non polar	33892256
12(S)-HETrE,1TBDMS,isomer #1	CCCCC/C=C\C[C@@H](/C=C/C=C\CCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	2986.8	Semi standard non polar	33892256
12(S)-HETrE,1TBDMS,isomer #2	CCCCC/C=C\C[C@H](O)/C=C/C=C\CCCCCCC(=O)O[Si](C)(C)C(C)(C)C	2895.7	Semi standard non polar	33892256
12(S)-HETrE,2TBDMS,isomer #1	CCCCC/C=C\C[C@@H](/C=C/C=C\CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3223.8	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 - 12(S)-HETrE GC-MS (Non-derivatized) - 70eV, Positive	splash10-0pxu-8793000000-9200b46247132b9ecf88	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 12(S)-HETrE GC-MS (2 TMS) - 70eV, Positive	splash10-004i-9323200000-25ccb92bb61a1bf0bf8d	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 12(S)-HETrE GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 12(S)-HETrE 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 - 12(S)-HETrE 10V, Positive-QTOF	splash10-0a4i-0149000000-64f28186a767ed014923	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12(S)-HETrE 20V, Positive-QTOF	splash10-0a4r-4984000000-0643fa2f76504c2a75e4	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12(S)-HETrE 40V, Positive-QTOF	splash10-059f-9630000000-d24554929e112b30d986	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12(S)-HETrE 10V, Negative-QTOF	splash10-00di-0019000000-872177841a61153a7214	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12(S)-HETrE 20V, Negative-QTOF	splash10-0uk9-1249000000-66e788c584658fc666ff	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12(S)-HETrE 40V, Negative-QTOF	splash10-0a4l-9820000000-74587ae4724be9e672e5	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12(S)-HETrE 10V, Positive-QTOF	splash10-0a4i-0439000000-da84ae91d991360530b3	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12(S)-HETrE 20V, Positive-QTOF	splash10-0a4i-4932000000-c62d2076d7a546336e03	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12(S)-HETrE 40V, Positive-QTOF	splash10-0a4i-9500000000-aae0257349c93a9cf506	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12(S)-HETrE 10V, Negative-QTOF	splash10-00di-0009000000-cc4c066d459035524935	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12(S)-HETrE 20V, Negative-QTOF	splash10-0fk9-0319000000-b0b26def9838bdbce675	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12(S)-HETrE 40V, Negative-QTOF	splash10-002f-7794000000-e5fb9a0ccb5d6f63e2c8	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10314080

PDB ID

Not Available

ChEBI ID

90995

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 ]
Ikei KN, Yeung J, Apopa PL, Ceja J, Vesci J, Holman TR, Holinstat M: Investigations of human platelet-type 12-lipoxygenase: role of lipoxygenase products in platelet activation. J Lipid Res. 2012 Dec;53(12):2546-59. doi: 10.1194/jlr.M026385. Epub 2012 Sep 13. [PubMed:22984144 ]
Powell WS, Hashefi M, Falck JR, Chauhan K, Rokach J, Wang SS, Mills E, MacLeod RJ: Effects of oxo and dihydro metabolites of 12-hydroxy-5,8,10,14-eicosatetraenoic acid on chemotaxis and cytosolic calcium levels in human neutrophils. J Leukoc Biol. 1995 Feb;57(2):257-63. [PubMed:7852839 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for 12(S)-HETrE (HMDB0062747)

MOL for HMDB0062747 (12(S)-HETrE)

3D MOL for HMDB0062747 (12(S)-HETrE)

3D SDF for HMDB0062747 (12(S)-HETrE)

3D-SDF for HMDB0062747 (12(S)-HETrE)

PDB for HMDB0062747 (12(S)-HETrE)

3D PDB for HMDB0062747 (12(S)-HETrE)

SMILES for HMDB0062747 (12(S)-HETrE)

INCHI for HMDB0062747 (12(S)-HETrE)

Structure for HMDB0062747 (12(S)-HETrE)

3D Structure for HMDB0062747 (12(S)-HETrE)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra