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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2013-05-01 17:30:21 UTC

Update Date

2021-09-14 14:58:46 UTC

HMDB ID

HMDB0060052

Secondary Accession Numbers

HMDB60052

Metabolite Identification

Common Name

8-HETrE

Description

8(S)-HETrE is a monohydroxy polyunsaturated fatty acid produced by rabbit neutrophil lipoxygenase when dihomo-γ-linolenic acid is used as a substrate. Although the biological activities of 8(S)-HETrE have not been well characterized, it is expected to behave similarly to 8(S)-HETE.

Structure

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

HMDB0060052
     RDKit          3D
8-HETrE
 57 56  0  0  0  0  0  0  0  0999 V2000
    9.1241    0.9881    1.4470 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7332    1.0878    2.0249 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8307   -0.0225    1.4785 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4798    0.1849    2.1264 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4780   -0.8645    1.6646 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3299   -0.7612    0.2090 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1883   -0.4898   -0.3568 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9499   -0.2607    0.3857 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9664   -1.2935   -0.0420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1815   -1.0278   -0.5914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0754   -2.1044   -0.9756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2304   -1.8344   -1.5286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7099   -0.4593   -1.8014 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8083    0.2066   -2.6649 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0063   -0.5626   -2.5740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6159    0.7328   -2.9019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1088    1.6354   -1.8545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2645    1.2746   -1.0324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3154    0.1135   -0.1530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3557    0.0111    0.9765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4195    1.0977    1.9524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2433    2.0222    1.8251 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5597    1.1060    3.0303 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8131    1.5120    2.1429 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2253    1.4356    0.4578 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4551   -0.0855    1.4524 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7910    0.9203    3.1131 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2740    2.0535    1.7943 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7745    0.1814    0.3757 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2476   -1.0144    1.6619 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1246    1.1928    1.8080 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6223    0.1215    3.2243 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5871   -0.8791    2.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9704   -1.8782    1.8530 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2532   -0.9289   -0.4011 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1368   -0.4255   -1.4576 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0070   -0.1347    1.4556 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5092    0.7239    0.0077 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2437   -2.3302    0.1237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4722   -0.0075   -0.7626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8073   -3.1381   -0.8141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8637   -2.6641   -1.7975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7294    0.1059   -0.8900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5655   -0.4324   -3.3876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6774   -1.0116   -3.5764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6139   -1.3391   -2.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9030    1.2643   -3.6207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4918    0.5083   -3.5935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3913    2.6104   -2.3845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2992    1.9925   -1.1572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1611    1.1966   -1.7388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5504    2.2230   -0.4573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3729    0.1299    0.3211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3508   -0.8520   -0.7044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6527   -0.9313    1.5653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3327   -0.2205    0.6485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9856    1.2092    3.9545 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  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 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  0
 10 40  1  0
 11 41  1  0
 12 42  1  0
 13 43  1  1
 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 05011310302D          

 23 22  0  0  1  0            999 V2000
    2.2836    8.7434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5691    8.3309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5691    7.5059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8546    7.0934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8546    6.2684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1401    5.8559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1401    5.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8546    4.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8546    3.7934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5691    3.3809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5691    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2836    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9980    2.5559    0.0000 C   0  0  1  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
    3.7125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5704    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2849    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7138    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060052

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C20H34O3/c1-2-3-4-5-6-7-8-9-10-13-16-19(21)17-14-11-12-15-18-20(22)23/h6-7,9-10,13,16,19,21H,2-5,8,11-12,14-15,17-18H2,1H3,(H,22,23)/b7-6-,10-9+,16-13-/t19-/m1/s1

> <INCHI_KEY>
SKIQVURLERJJCK-GMPUQMIZSA-N

> <FORMULA>
C20H34O3

> <MOLECULAR_WEIGHT>
322.4822

> <EXACT_MASS>
322.250794954

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
39.49993199225832

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(8S,9Z,11E,14Z)-8-hydroxyicosa-9,11,14-trienoic acid

> <ALOGPS_LOGP>
6.19

> <JCHEM_LOGP>
5.718281400666667

> <ALOGPS_LOGS>
-5.54

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
17.79567781920747

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.738563413173661

> <JCHEM_PKA_STRONGEST_BASIC>
-1.575970764757395

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
100.35289999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.24e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(8S,9Z,11E,14Z)-8-hydroxyicosa-9,11,14-trienoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060052
     RDKit          3D
8-HETrE
 57 56  0  0  0  0  0  0  0  0999 V2000
    9.1241    0.9881    1.4470 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7332    1.0878    2.0249 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8307   -0.0225    1.4785 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4798    0.1849    2.1264 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4780   -0.8645    1.6646 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3299   -0.7612    0.2090 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1883   -0.4898   -0.3568 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9499   -0.2607    0.3857 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9664   -1.2935   -0.0420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1815   -1.0278   -0.5914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0754   -2.1044   -0.9756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2304   -1.8344   -1.5286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7099   -0.4593   -1.8014 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8083    0.2066   -2.6649 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0063   -0.5626   -2.5740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6159    0.7328   -2.9019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1088    1.6354   -1.8545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2645    1.2746   -1.0324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3154    0.1135   -0.1530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3557    0.0111    0.9765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4195    1.0977    1.9524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2433    2.0222    1.8251 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5597    1.1060    3.0303 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8131    1.5120    2.1429 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2253    1.4356    0.4578 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4551   -0.0855    1.4524 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7910    0.9203    3.1131 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2740    2.0535    1.7943 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7745    0.1814    0.3757 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2476   -1.0144    1.6619 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1246    1.1928    1.8080 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6223    0.1215    3.2243 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5871   -0.8791    2.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9704   -1.8782    1.8530 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2532   -0.9289   -0.4011 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1368   -0.4255   -1.4576 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0070   -0.1347    1.4556 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5092    0.7239    0.0077 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2437   -2.3302    0.1237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4722   -0.0075   -0.7626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8073   -3.1381   -0.8141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8637   -2.6641   -1.7975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7294    0.1059   -0.8900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5655   -0.4324   -3.3876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6774   -1.0116   -3.5764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6139   -1.3391   -2.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9030    1.2643   -3.6207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4918    0.5083   -3.5935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3913    2.6104   -2.3845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2992    1.9925   -1.1572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1611    1.1966   -1.7388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5504    2.2230   -0.4573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3729    0.1299    0.3211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3508   -0.8520   -0.7044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6527   -0.9313    1.5653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3327   -0.2205    0.6485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9856    1.2092    3.9545 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  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 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  0
 10 40  1  0
 11 41  1  0
 12 42  1  0
 13 43  1  1
 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                                 01-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   01-MAY-13         0                                  
HETATM    1  C   UNK     0       4.263  16.321   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.929  15.551   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.929  14.011   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.595  13.241   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.595  11.701   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.262  10.931   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.262   9.391   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.595   8.621   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.595   7.081   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.929   6.311   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.929   4.771   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.263   4.001   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.596   4.771   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       5.596   6.311   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.264   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      10.931   4.771   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.265   4.001   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.598   4.771   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      14.932   4.001   0.000  0.00  0.00           C+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    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   44    0
END

COMPND    HMDB0060052
HETATM    1  C1  UNL     1       9.124   0.988   1.447  1.00  0.00           C  
HETATM    2  C2  UNL     1       7.733   1.088   2.025  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.831  -0.023   1.478  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.480   0.185   2.126  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.478  -0.864   1.665  1.00  0.00           C  
HETATM    6  C6  UNL     1       4.330  -0.761   0.209  1.00  0.00           C  
HETATM    7  C7  UNL     1       3.188  -0.490  -0.357  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.950  -0.261   0.386  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.966  -1.293  -0.042  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.182  -1.028  -0.591  1.00  0.00           C  
HETATM   11  C11 UNL     1      -1.075  -2.104  -0.976  1.00  0.00           C  
HETATM   12  C12 UNL     1      -2.230  -1.834  -1.529  1.00  0.00           C  
HETATM   13  C13 UNL     1      -2.710  -0.459  -1.801  1.00  0.00           C  
HETATM   14  O1  UNL     1      -1.808   0.207  -2.665  1.00  0.00           O  
HETATM   15  C14 UNL     1      -4.006  -0.563  -2.574  1.00  0.00           C  
HETATM   16  C15 UNL     1      -4.616   0.733  -2.902  1.00  0.00           C  
HETATM   17  C16 UNL     1      -5.109   1.635  -1.855  1.00  0.00           C  
HETATM   18  C17 UNL     1      -6.264   1.275  -1.032  1.00  0.00           C  
HETATM   19  C18 UNL     1      -6.315   0.114  -0.153  1.00  0.00           C  
HETATM   20  C19 UNL     1      -5.356   0.011   0.977  1.00  0.00           C  
HETATM   21  C20 UNL     1      -5.419   1.098   1.952  1.00  0.00           C  
HETATM   22  O2  UNL     1      -6.243   2.022   1.825  1.00  0.00           O  
HETATM   23  O3  UNL     1      -4.560   1.106   3.030  1.00  0.00           O  
HETATM   24  H1  UNL     1       9.813   1.512   2.143  1.00  0.00           H  
HETATM   25  H2  UNL     1       9.225   1.436   0.458  1.00  0.00           H  
HETATM   26  H3  UNL     1       9.455  -0.085   1.452  1.00  0.00           H  
HETATM   27  H4  UNL     1       7.791   0.920   3.113  1.00  0.00           H  
HETATM   28  H5  UNL     1       7.274   2.053   1.794  1.00  0.00           H  
HETATM   29  H6  UNL     1       6.775   0.181   0.376  1.00  0.00           H  
HETATM   30  H7  UNL     1       7.248  -1.014   1.662  1.00  0.00           H  
HETATM   31  H8  UNL     1       5.125   1.193   1.808  1.00  0.00           H  
HETATM   32  H9  UNL     1       5.622   0.122   3.224  1.00  0.00           H  
HETATM   33  H10 UNL     1       3.587  -0.879   2.267  1.00  0.00           H  
HETATM   34  H11 UNL     1       4.970  -1.878   1.853  1.00  0.00           H  
HETATM   35  H12 UNL     1       5.253  -0.929  -0.401  1.00  0.00           H  
HETATM   36  H13 UNL     1       3.137  -0.425  -1.458  1.00  0.00           H  
HETATM   37  H14 UNL     1       2.007  -0.135   1.456  1.00  0.00           H  
HETATM   38  H15 UNL     1       1.509   0.724   0.008  1.00  0.00           H  
HETATM   39  H16 UNL     1       1.244  -2.330   0.124  1.00  0.00           H  
HETATM   40  H17 UNL     1      -0.472  -0.008  -0.763  1.00  0.00           H  
HETATM   41  H18 UNL     1      -0.807  -3.138  -0.814  1.00  0.00           H  
HETATM   42  H19 UNL     1      -2.864  -2.664  -1.797  1.00  0.00           H  
HETATM   43  H20 UNL     1      -2.729   0.106  -0.890  1.00  0.00           H  
HETATM   44  H21 UNL     1      -1.565  -0.432  -3.388  1.00  0.00           H  
HETATM   45  H22 UNL     1      -3.677  -1.012  -3.576  1.00  0.00           H  
HETATM   46  H23 UNL     1      -4.614  -1.339  -2.128  1.00  0.00           H  
HETATM   47  H24 UNL     1      -3.903   1.264  -3.621  1.00  0.00           H  
HETATM   48  H25 UNL     1      -5.492   0.508  -3.594  1.00  0.00           H  
HETATM   49  H26 UNL     1      -5.391   2.610  -2.385  1.00  0.00           H  
HETATM   50  H27 UNL     1      -4.299   1.992  -1.157  1.00  0.00           H  
HETATM   51  H28 UNL     1      -7.161   1.197  -1.739  1.00  0.00           H  
HETATM   52  H29 UNL     1      -6.550   2.223  -0.457  1.00  0.00           H  
HETATM   53  H30 UNL     1      -7.373   0.130   0.321  1.00  0.00           H  
HETATM   54  H31 UNL     1      -6.351  -0.852  -0.704  1.00  0.00           H  
HETATM   55  H32 UNL     1      -5.653  -0.931   1.565  1.00  0.00           H  
HETATM   56  H33 UNL     1      -4.333  -0.220   0.649  1.00  0.00           H  
HETATM   57  H34 UNL     1      -4.986   1.209   3.954  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   10   39
CONECT   10   11   40
CONECT   11   12   12   41
CONECT   12   13   42
CONECT   13   14   15   43
CONECT   14   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

HMDB0060052
     RDKit          3D
8-HETrE
 57 56  0  0  0  0  0  0  0  0999 V2000
    9.1241    0.9881    1.4470 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7332    1.0878    2.0249 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8307   -0.0225    1.4785 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4798    0.1849    2.1264 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4780   -0.8645    1.6646 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3299   -0.7612    0.2090 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1883   -0.4898   -0.3568 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9499   -0.2607    0.3857 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9664   -1.2935   -0.0420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1815   -1.0278   -0.5914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0754   -2.1044   -0.9756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2304   -1.8344   -1.5286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7099   -0.4593   -1.8014 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8083    0.2066   -2.6649 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0063   -0.5626   -2.5740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6159    0.7328   -2.9019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1088    1.6354   -1.8545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2645    1.2746   -1.0324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3154    0.1135   -0.1530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3557    0.0111    0.9765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4195    1.0977    1.9524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2433    2.0222    1.8251 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5597    1.1060    3.0303 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8131    1.5120    2.1429 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2253    1.4356    0.4578 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4551   -0.0855    1.4524 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7910    0.9203    3.1131 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2740    2.0535    1.7943 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7745    0.1814    0.3757 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2476   -1.0144    1.6619 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1246    1.1928    1.8080 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6223    0.1215    3.2243 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5871   -0.8791    2.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9704   -1.8782    1.8530 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2532   -0.9289   -0.4011 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1368   -0.4255   -1.4576 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0070   -0.1347    1.4556 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5092    0.7239    0.0077 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2437   -2.3302    0.1237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4722   -0.0075   -0.7626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8073   -3.1381   -0.8141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8637   -2.6641   -1.7975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7294    0.1059   -0.8900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5655   -0.4324   -3.3876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6774   -1.0116   -3.5764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6139   -1.3391   -2.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9030    1.2643   -3.6207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4918    0.5083   -3.5935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3913    2.6104   -2.3845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2992    1.9925   -1.1572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1611    1.1966   -1.7388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5504    2.2230   -0.4573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3729    0.1299    0.3211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3508   -0.8520   -0.7044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6527   -0.9313    1.5653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3327   -0.2205    0.6485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9856    1.2092    3.9545 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  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 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  0
 10 40  1  0
 11 41  1  0
 12 42  1  0
 13 43  1  1
 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
(8S,9Z,11E,14Z)-8-Hydroxyicosa-9,11,14-trienoate	Generator

Chemical Formula

C₂₀H₃₄O₃

Average Molecular Weight

322.4822

Monoisotopic Molecular Weight

322.250794954

IUPAC Name

(8S,9Z,11E,14Z)-8-hydroxyicosa-9,11,14-trienoic acid

Traditional Name

(8S,9Z,11E,14Z)-8-hydroxyicosa-9,11,14-trienoic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C20H34O3/c1-2-3-4-5-6-7-8-9-10-13-16-19(21)17-14-11-12-15-18-20(22)23/h6-7,9-10,13,16,19,21H,2-5,8,11-12,14-15,17-18H2,1H3,(H,22,23)/b7-6-,10-9+,16-13-/t19-/m1/s1

InChI Key

SKIQVURLERJJCK-GMPUQMIZSA-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

Non-excretory biofluid

Blood (PMID: 20671299)

Cellular substructure

Membrane (HMDB: HMDB0060052)

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	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00092 g/L	ALOGPS
logP	6.19	ALOGPS
logP	5.72	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	4.74	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	39.5 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]+	188.948	31661259
DarkChem	[M-H]-	186.197	31661259
DeepCCS	[M+H]+	194.157	30932474
DeepCCS	[M-H]-	191.799	30932474
DeepCCS	[M-2H]-	224.685	30932474
DeepCCS	[M+Na]+	200.25	30932474
AllCCS	[M+H]+	188.5	32859911
AllCCS	[M+H-H2O]+	185.7	32859911
AllCCS	[M+NH4]+	191.1	32859911
AllCCS	[M+Na]+	191.8	32859911
AllCCS	[M-H]-	187.0	32859911
AllCCS	[M+Na-2H]-	188.9	32859911
AllCCS	[M+HCOO]-	191.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
8-HETrE	CCCCC\C=C/C\C=C\C=C/[C@@H](O)CCCCCCC(O)=O	4111.5	Standard polar	33892256
8-HETrE	CCCCC\C=C/C\C=C\C=C/[C@@H](O)CCCCCCC(O)=O	2430.0	Standard non polar	33892256
8-HETrE	CCCCC\C=C/C\C=C\C=C/[C@@H](O)CCCCCCC(O)=O	2600.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
8-HETrE,1TMS,isomer #1	CCCCC/C=C\C/C=C/C=C\[C@H](CCCCCCC(=O)O)O[Si](C)(C)C	2727.1	Semi standard non polar	33892256
8-HETrE,1TMS,isomer #2	CCCCC/C=C\C/C=C/C=C\[C@@H](O)CCCCCCC(=O)O[Si](C)(C)C	2644.5	Semi standard non polar	33892256
8-HETrE,2TMS,isomer #1	CCCCC/C=C\C/C=C/C=C\[C@H](CCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2717.4	Semi standard non polar	33892256
8-HETrE,1TBDMS,isomer #1	CCCCC/C=C\C/C=C/C=C\[C@H](CCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	2978.1	Semi standard non polar	33892256
8-HETrE,1TBDMS,isomer #2	CCCCC/C=C\C/C=C/C=C\[C@@H](O)CCCCCCC(=O)O[Si](C)(C)C(C)(C)C	2890.1	Semi standard non polar	33892256
8-HETrE,2TBDMS,isomer #1	CCCCC/C=C\C/C=C/C=C\[C@H](CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3219.7	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 - 8-HETrE GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-7952000000-e47ae6f1e0efc1efd4fd	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-HETrE GC-MS (2 TMS) - 70eV, Positive	splash10-00b9-9123200000-c74b08c8d4ffe21ec245	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-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 - 8-HETrE 10V, Positive-QTOF	splash10-0a4i-0149000000-a8b77f8833da7609df89	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-HETrE 20V, Positive-QTOF	splash10-0a4j-7984000000-f36b2678986ee6f02f1b	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-HETrE 40V, Positive-QTOF	splash10-066u-9430000000-fabf176b4795a26096a1	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-HETrE 10V, Negative-QTOF	splash10-00di-0019000000-07e972bfb34891c6ac94	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-HETrE 20V, Negative-QTOF	splash10-0uk9-1249000000-cfbc1cec28a42fe424d9	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-HETrE 40V, Negative-QTOF	splash10-052f-9620000000-6c2796667e03381dfc49	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-HETrE 10V, Positive-QTOF	splash10-0a4i-1339000000-b3be4770b984ef2170af	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-HETrE 20V, Positive-QTOF	splash10-0a4i-6923000000-8a863c457d80964a2c73	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-HETrE 40V, Positive-QTOF	splash10-05mo-9200000000-7bd883fff8c2bb7d907c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-HETrE 10V, Negative-QTOF	splash10-00di-0009000000-b31f83dbb0b97a64684b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-HETrE 20V, Negative-QTOF	splash10-0fk9-0049000000-1cbb1e8b7543cbddd3c5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-HETrE 40V, Negative-QTOF	splash10-0ac3-9541000000-4e09faff5f7cae00d611	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.000123 +/- 0.000003 uM	Adult (>18 years old)	Both	Normal	20671299	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

35025143

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

Quehenberger O, Armando AM, Brown AH, Milne SB, Myers DS, Merrill AH, Bandyopadhyay S, Jones KN, Kelly S, Shaner RL, Sullards CM, Wang E, Murphy RC, Barkley RM, Leiker TJ, Raetz CR, Guan Z, Laird GM, Six DA, Russell DW, McDonald JG, Subramaniam S, Fahy E, Dennis EA: Lipidomics reveals a remarkable diversity of lipids in human plasma. J Lipid Res. 2010 Nov;51(11):3299-305. doi: 10.1194/jlr.M009449. Epub 2010 Jul 29. [PubMed:20671299 ]
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 8-HETrE (HMDB0060052)

MOL for HMDB0060052 (8-HETrE)

3D MOL for HMDB0060052 (8-HETrE)

3D SDF for HMDB0060052 (8-HETrE)

3D-SDF for HMDB0060052 (8-HETrE)

PDB for HMDB0060052 (8-HETrE)

3D PDB for HMDB0060052 (8-HETrE)

SMILES for HMDB0060052 (8-HETrE)

INCHI for HMDB0060052 (8-HETrE)

Structure for HMDB0060052 (8-HETrE)

3D Structure for HMDB0060052 (8-HETrE)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra