Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2008-09-15 09:55:18 UTC

Update Date

2021-09-14 14:58:06 UTC

HMDB ID

HMDB0010222

Secondary Accession Numbers

HMDB10222

Metabolite Identification

Common Name

9-HETE

Description

9-HETE, also known as ()-9-hete, belongs to the class of organic compounds known as hydroxyeicosatetraenoic acids. These are eicosanoic acids with an attached hydroxyl group and four CC double bonds. Thus, 9-HETE is considered to be an eicosanoid. Based on a literature review a significant number of articles have been published on 9-HETE.

Structure

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

HMDB0010222
     RDKit          3D
9-HETE
 55 54  0  0  0  0  0  0  0  0999 V2000
   -7.9513    1.3409   -2.3126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8484    0.3835   -1.1476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0514    1.0337   -0.0564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6552    1.4050   -0.4677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8530    0.1733   -0.9067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7509   -0.8062    0.1835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6583   -1.2379    0.7516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3138   -0.7693    0.3511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6368   -0.1565    1.5545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5120   -0.6631    2.0162 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1973   -1.8192    1.4678 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6105   -1.4407    0.9926 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2586   -2.5535    0.4785 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3494   -0.9209    2.1407 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4522   -0.2277    1.9348 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8886   -0.0094    0.5632 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0120    0.6979    0.3707 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4852    0.9383   -1.0323 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8653    0.3503   -1.2241 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8846    0.9402   -0.3037 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1885    0.2857   -0.5876 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3160   -0.6030   -1.4696 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3591    0.6174    0.1096 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5344    2.2300   -1.9580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9890    1.6892   -2.6902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4947    0.8898   -3.1745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4725   -0.6044   -1.4604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8938    0.2684   -0.7378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9562    0.3658    0.8428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5897    1.9460    0.2505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1219    1.8184    0.4115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6374    2.1830   -1.2449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9224    0.4595   -1.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4689   -0.3664   -1.7178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6913   -1.2525    0.5976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7096   -1.9877    1.5716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7263   -1.4949   -0.1848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4675    0.1350   -0.3231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1060    0.7221    2.0338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1141   -0.1152    2.9094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3801   -2.3579    0.7319 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3888   -2.6005    2.2878 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4393   -0.7102    0.1796 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4697   -3.2150    1.1766 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9665   -1.1231    3.1441 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9975    0.1557    2.7732 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3848   -0.3683   -0.2977 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5523    1.0791    1.2236 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8208    0.4352   -1.7631 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4505    2.0134   -1.2176 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8695   -0.7396   -1.1348 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1664    0.5877   -2.2755 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6337    0.6919    0.7495 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0216    2.0254   -0.4623 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4782    0.2813    1.0767 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  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  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
 11 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 15 46  1  0
 16 47  1  0
 17 48  1  0
 18 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 23 55  1  0
M  END


  Mrv0541 02241200332D          

 23 22  0  0  0  0            999 V2000
    5.8597   -9.9971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1553   -7.4844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8451   -9.1371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4412   -7.8974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1525   -6.6644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5714   -8.7172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4412   -8.7224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8638   -6.2563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2982   -9.1362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7271   -9.1352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8638   -5.4314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0123   -8.7232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5778   -5.0183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0118   -7.8983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2870   -5.4274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5778   -4.1935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6207  -14.3177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8684  -13.9002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8538  -13.0401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1016  -12.6227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0869  -11.7625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3348  -11.3451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2908  -10.4587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  0  0  0  0
  2  4  2  0  0  0  0
  2  5  1  0  0  0  0
  3  6  2  0  0  0  0
  4  7  1  0  0  0  0
  5  8  1  0  0  0  0
  6  9  1  0  0  0  0
  7 10  2  0  0  0  0
  8 11  1  0  0  0  0
  9 12  1  0  0  0  0
 10 12  1  0  0  0  0
 11 13  1  0  0  0  0
 12 14  1  0  0  0  0
 13 15  1  0  0  0  0
 13 16  2  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  1  0  0  0  0
 22 23  2  0  0  0  0
  1 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0010222

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCC\C=C/C\C=C/CC(O)\C=C/C=C/CCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H32O3/c1-2-3-4-5-6-7-8-10-13-16-19(21)17-14-11-9-12-15-18-20(22)23/h6-7,9-11,13-14,17,19,21H,2-5,8,12,15-16,18H2,1H3,(H,22,23)/b7-6-,11-9+,13-10-,17-14-

> <INCHI_KEY>
KATOYYZUTNAWSA-DLJQHUEDSA-N

> <FORMULA>
C20H32O3

> <MOLECULAR_WEIGHT>
320.4663

> <EXACT_MASS>
320.23514489

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
38.3118085943118

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5E,7Z,11Z,14Z)-9-hydroxyicosa-5,7,11,14-tetraenoic acid

> <ALOGPS_LOGP>
5.88

> <JCHEM_LOGP>
5.356359744

> <ALOGPS_LOGS>
-5.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
17.72081997446193

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.491227766154946

> <JCHEM_PKA_STRONGEST_BASIC>
-1.6087138346993122

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
101.4695

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.63e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
9-hete

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0010222
     RDKit          3D
9-HETE
 55 54  0  0  0  0  0  0  0  0999 V2000
   -7.9513    1.3409   -2.3126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8484    0.3835   -1.1476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0514    1.0337   -0.0564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6552    1.4050   -0.4677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8530    0.1733   -0.9067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7509   -0.8062    0.1835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6583   -1.2379    0.7516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3138   -0.7693    0.3511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6368   -0.1565    1.5545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5120   -0.6631    2.0162 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1973   -1.8192    1.4678 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6105   -1.4407    0.9926 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2586   -2.5535    0.4785 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3494   -0.9209    2.1407 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4522   -0.2277    1.9348 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8886   -0.0094    0.5632 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0120    0.6979    0.3707 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4852    0.9383   -1.0323 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8653    0.3503   -1.2241 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8846    0.9402   -0.3037 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1885    0.2857   -0.5876 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3160   -0.6030   -1.4696 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3591    0.6174    0.1096 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5344    2.2300   -1.9580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9890    1.6892   -2.6902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4947    0.8898   -3.1745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4725   -0.6044   -1.4604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8938    0.2684   -0.7378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9562    0.3658    0.8428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5897    1.9460    0.2505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1219    1.8184    0.4115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6374    2.1830   -1.2449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9224    0.4595   -1.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4689   -0.3664   -1.7178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6913   -1.2525    0.5976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7096   -1.9877    1.5716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7263   -1.4949   -0.1848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4675    0.1350   -0.3231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1060    0.7221    2.0338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1141   -0.1152    2.9094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3801   -2.3579    0.7319 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3888   -2.6005    2.2878 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4393   -0.7102    0.1796 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4697   -3.2150    1.1766 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9665   -1.1231    3.1441 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9975    0.1557    2.7732 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3848   -0.3683   -0.2977 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5523    1.0791    1.2236 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8208    0.4352   -1.7631 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4505    2.0134   -1.2176 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8695   -0.7396   -1.1348 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1664    0.5877   -2.2755 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6337    0.6919    0.7495 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0216    2.0254   -0.4623 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4782    0.2813    1.0767 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  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  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
 11 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 15 46  1  0
 16 47  1  0
 17 48  1  0
 18 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 23 55  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      10.938 -18.661   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      18.957 -13.971   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.911 -17.056   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      17.624 -14.742   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      18.951 -12.440   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.267 -16.272   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      17.624 -16.282   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      20.279 -11.678   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.623 -17.054   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      16.291 -17.052   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      20.279 -10.139   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      14.956 -16.283   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      21.612  -9.367   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      14.955 -14.743   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      22.936 -10.131   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      21.612  -7.828   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      14.225 -26.726   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.821 -25.947   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.794 -24.342   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.390 -23.562   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.362 -21.957   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.958 -21.178   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.876 -19.523   0.000  0.00  0.00           C+0
CONECT    1    3   23                                                       
CONECT    2    4    5                                                       
CONECT    3    1    6                                                       
CONECT    4    2    7                                                       
CONECT    5    2    8                                                       
CONECT    6    3    9                                                       
CONECT    7    4   10                                                       
CONECT    8    5   11                                                       
CONECT    9    6   12                                                       
CONECT   10    7   12                                                       
CONECT   11    8   13                                                       
CONECT   12    9   10   14                                                  
CONECT   13   11   15   16                                                  
CONECT   14   12                                                            
CONECT   15   13                                                            
CONECT   16   13                                                            
CONECT   17   18                                                            
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22    1                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   44    0
END

COMPND    HMDB0010222
HETATM    1  C1  UNL     1      -7.951   1.341  -2.313  1.00  0.00           C  
HETATM    2  C2  UNL     1      -7.848   0.384  -1.148  1.00  0.00           C  
HETATM    3  C3  UNL     1      -7.051   1.034  -0.056  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.655   1.405  -0.468  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.853   0.173  -0.907  1.00  0.00           C  
HETATM    6  C6  UNL     1      -4.751  -0.806   0.183  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.658  -1.238   0.752  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.314  -0.769   0.351  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.637  -0.156   1.554  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.512  -0.663   2.016  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.197  -1.819   1.468  1.00  0.00           C  
HETATM   12  C12 UNL     1       1.611  -1.441   0.993  1.00  0.00           C  
HETATM   13  O1  UNL     1       2.259  -2.553   0.479  1.00  0.00           O  
HETATM   14  C13 UNL     1       2.349  -0.921   2.141  1.00  0.00           C  
HETATM   15  C14 UNL     1       3.452  -0.228   1.935  1.00  0.00           C  
HETATM   16  C15 UNL     1       3.889  -0.009   0.563  1.00  0.00           C  
HETATM   17  C16 UNL     1       5.012   0.698   0.371  1.00  0.00           C  
HETATM   18  C17 UNL     1       5.485   0.938  -1.032  1.00  0.00           C  
HETATM   19  C18 UNL     1       6.865   0.350  -1.224  1.00  0.00           C  
HETATM   20  C19 UNL     1       7.885   0.940  -0.304  1.00  0.00           C  
HETATM   21  C20 UNL     1       9.189   0.286  -0.588  1.00  0.00           C  
HETATM   22  O2  UNL     1       9.316  -0.603  -1.470  1.00  0.00           O  
HETATM   23  O3  UNL     1      10.359   0.617   0.110  1.00  0.00           O  
HETATM   24  H1  UNL     1      -8.534   2.230  -1.958  1.00  0.00           H  
HETATM   25  H2  UNL     1      -6.989   1.689  -2.690  1.00  0.00           H  
HETATM   26  H3  UNL     1      -8.495   0.890  -3.174  1.00  0.00           H  
HETATM   27  H4  UNL     1      -7.473  -0.604  -1.460  1.00  0.00           H  
HETATM   28  H5  UNL     1      -8.894   0.268  -0.738  1.00  0.00           H  
HETATM   29  H6  UNL     1      -6.956   0.366   0.843  1.00  0.00           H  
HETATM   30  H7  UNL     1      -7.590   1.946   0.251  1.00  0.00           H  
HETATM   31  H8  UNL     1      -5.122   1.818   0.412  1.00  0.00           H  
HETATM   32  H9  UNL     1      -5.637   2.183  -1.245  1.00  0.00           H  
HETATM   33  H10 UNL     1      -3.922   0.460  -1.343  1.00  0.00           H  
HETATM   34  H11 UNL     1      -5.469  -0.366  -1.718  1.00  0.00           H  
HETATM   35  H12 UNL     1      -5.691  -1.252   0.598  1.00  0.00           H  
HETATM   36  H13 UNL     1      -3.710  -1.988   1.572  1.00  0.00           H  
HETATM   37  H14 UNL     1      -1.726  -1.495  -0.185  1.00  0.00           H  
HETATM   38  H15 UNL     1      -2.468   0.135  -0.323  1.00  0.00           H  
HETATM   39  H16 UNL     1      -2.106   0.722   2.034  1.00  0.00           H  
HETATM   40  H17 UNL     1      -0.114  -0.115   2.909  1.00  0.00           H  
HETATM   41  H18 UNL     1      -0.380  -2.358   0.732  1.00  0.00           H  
HETATM   42  H19 UNL     1       0.389  -2.600   2.288  1.00  0.00           H  
HETATM   43  H20 UNL     1       1.439  -0.710   0.180  1.00  0.00           H  
HETATM   44  H21 UNL     1       2.470  -3.215   1.177  1.00  0.00           H  
HETATM   45  H22 UNL     1       1.967  -1.123   3.144  1.00  0.00           H  
HETATM   46  H23 UNL     1       3.997   0.156   2.773  1.00  0.00           H  
HETATM   47  H24 UNL     1       3.385  -0.368  -0.298  1.00  0.00           H  
HETATM   48  H25 UNL     1       5.552   1.079   1.224  1.00  0.00           H  
HETATM   49  H26 UNL     1       4.821   0.435  -1.763  1.00  0.00           H  
HETATM   50  H27 UNL     1       5.451   2.013  -1.218  1.00  0.00           H  
HETATM   51  H28 UNL     1       6.869  -0.740  -1.135  1.00  0.00           H  
HETATM   52  H29 UNL     1       7.166   0.588  -2.276  1.00  0.00           H  
HETATM   53  H30 UNL     1       7.634   0.692   0.749  1.00  0.00           H  
HETATM   54  H31 UNL     1       8.022   2.025  -0.462  1.00  0.00           H  
HETATM   55  H32 UNL     1      10.478   0.281   1.077  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   41   42
CONECT   12   13   14   43
CONECT   13   44
CONECT   14   15   15   45
CONECT   15   16   46
CONECT   16   17   17   47
CONECT   17   18   48
CONECT   18   19   49   50
CONECT   19   20   51   52
CONECT   20   21   53   54
CONECT   21   22   22   23
CONECT   23   55
END

HMDB0010222
     RDKit          3D
9-HETE
 55 54  0  0  0  0  0  0  0  0999 V2000
   -7.9513    1.3409   -2.3126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8484    0.3835   -1.1476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0514    1.0337   -0.0564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6552    1.4050   -0.4677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8530    0.1733   -0.9067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7509   -0.8062    0.1835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6583   -1.2379    0.7516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3138   -0.7693    0.3511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6368   -0.1565    1.5545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5120   -0.6631    2.0162 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1973   -1.8192    1.4678 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6105   -1.4407    0.9926 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2586   -2.5535    0.4785 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3494   -0.9209    2.1407 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4522   -0.2277    1.9348 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8886   -0.0094    0.5632 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0120    0.6979    0.3707 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4852    0.9383   -1.0323 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8653    0.3503   -1.2241 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8846    0.9402   -0.3037 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1885    0.2857   -0.5876 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3160   -0.6030   -1.4696 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3591    0.6174    0.1096 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5344    2.2300   -1.9580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9890    1.6892   -2.6902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4947    0.8898   -3.1745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4725   -0.6044   -1.4604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8938    0.2684   -0.7378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9562    0.3658    0.8428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5897    1.9460    0.2505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1219    1.8184    0.4115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6374    2.1830   -1.2449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9224    0.4595   -1.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4689   -0.3664   -1.7178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6913   -1.2525    0.5976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7096   -1.9877    1.5716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7263   -1.4949   -0.1848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4675    0.1350   -0.3231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1060    0.7221    2.0338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1141   -0.1152    2.9094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3801   -2.3579    0.7319 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3888   -2.6005    2.2878 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4393   -0.7102    0.1796 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4697   -3.2150    1.1766 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9665   -1.1231    3.1441 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9975    0.1557    2.7732 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3848   -0.3683   -0.2977 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5523    1.0791    1.2236 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8208    0.4352   -1.7631 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4505    2.0134   -1.2176 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8695   -0.7396   -1.1348 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1664    0.5877   -2.2755 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6337    0.6919    0.7495 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0216    2.0254   -0.4623 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4782    0.2813    1.0767 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  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  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
 11 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 15 46  1  0
 16 47  1  0
 17 48  1  0
 18 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 23 55  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
()-9-HETE	HMDB
()-9-Hydroxy-(5Z,7E,11Z,14Z)-eicosatetraenoate	HMDB
()-9-Hydroxy-(5Z,7E,11Z,14Z)-eicosatetraenoic acid	HMDB
9-Hydroxy-5Z,7E,11Z,14Z-eicosatetraenoate	HMDB
9-Hydroxy-5Z,7E,11Z,14Z-eicosatetraenoic acid	HMDB
9-Hydroxy-5E,7Z,11Z,14Z-eicosatetraenoate	HMDB
9-HETE	ChEBI

Chemical Formula

C₂₀H₃₂O₃

Average Molecular Weight

320.4663

Monoisotopic Molecular Weight

320.23514489

IUPAC Name

(5E,7Z,11Z,14Z)-9-hydroxyicosa-5,7,11,14-tetraenoic acid

Traditional Name

9-hete

CAS Registry Number

Not Available

SMILES

CCCCC\C=C/C\C=C/CC(O)\C=C/C=C/CCCC(O)=O

InChI Identifier

InChI=1S/C20H32O3/c1-2-3-4-5-6-7-8-10-13-16-19(21)17-14-11-9-12-15-18-20(22)23/h6-7,9-11,13-14,17,19,21H,2-5,8,12,15-16,18H2,1H3,(H,22,23)/b7-6-,11-9+,13-10-,17-14-

InChI Key

KATOYYZUTNAWSA-DLJQHUEDSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Eicosanoids

Direct Parent

Hydroxyeicosatetraenoic acids

Alternative Parents

Substituents

Hydroxyeicosatetraenoic 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

HETE (CHEBI:72785 )
Hydroxy/hydroperoxyeicosatetraenoic acids (LMFA03060058 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 18953024)
Cerebrospinal Fluid (CSF) (HMDB: HMDB0010222)

Cellular substructure

Membrane (HMDB: HMDB0010222)

Source

Endogenous

Endogenous (HMDB: HMDB0010222)

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0016 g/L	ALOGPS
logP	5.88	ALOGPS
logP	5.36	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	4.49	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	14	ChemAxon
Refractivity	101.47 m³·mol⁻¹	ChemAxon
Polarizability	38.31 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	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]+	188.029	31661259
DarkChem	[M-H]-	187.519	31661259
DeepCCS	[M+H]+	189.984	30932474
DeepCCS	[M-H]-	187.626	30932474
DeepCCS	[M-2H]-	220.512	30932474
DeepCCS	[M+Na]+	196.077	30932474
AllCCS	[M+H]+	187.0	32859911
AllCCS	[M+H-H2O]+	184.1	32859911
AllCCS	[M+NH4]+	189.6	32859911
AllCCS	[M+Na]+	190.4	32859911
AllCCS	[M-H]-	185.5	32859911
AllCCS	[M+Na-2H]-	187.3	32859911
AllCCS	[M+HCOO]-	189.4	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.	6.97 minutes	32390414
Predicted by Siyang on May 30, 2022	21.1449 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.95 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	34.0 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3119.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	411.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	200.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	268.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	623.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	981.5 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	558.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	107.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2058.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	686.3 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	1698.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	715.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	491.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	344.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	495.2 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	8.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
9-HETE	CCCCC\C=C/C\C=C/CC(O)\C=C/C=C/CCCC(O)=O	4181.4	Standard polar	33892256
9-HETE	CCCCC\C=C/C\C=C/CC(O)\C=C/C=C/CCCC(O)=O	2409.9	Standard non polar	33892256
9-HETE	CCCCC\C=C/C\C=C/CC(O)\C=C/C=C/CCCC(O)=O	2554.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
9-HETE,1TMS,isomer #1	CCCCC/C=C\C/C=C\CC(/C=C\C=C\CCCC(=O)O)O[Si](C)(C)C	2756.0	Semi standard non polar	33892256
9-HETE,1TMS,isomer #2	CCCCC/C=C\C/C=C\CC(O)/C=C\C=C\CCCC(=O)O[Si](C)(C)C	2642.3	Semi standard non polar	33892256
9-HETE,2TMS,isomer #1	CCCCC/C=C\C/C=C\CC(/C=C\C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2697.2	Semi standard non polar	33892256
9-HETE,1TBDMS,isomer #1	CCCCC/C=C\C/C=C\CC(/C=C\C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C	2990.2	Semi standard non polar	33892256
9-HETE,1TBDMS,isomer #2	CCCCC/C=C\C/C=C\CC(O)/C=C\C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	2883.5	Semi standard non polar	33892256
9-HETE,2TBDMS,isomer #1	CCCCC/C=C\C/C=C\CC(/C=C\C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3184.6	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 9-HETE GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udr-6953000000-5a3158ff1d66735e44a6	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9-HETE GC-MS (2 TMS) - 70eV, Positive	splash10-00b9-9104200000-0e86a645fd8c8714847b	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9-HETE GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9-HETE GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-HETE 10V, Positive-QTOF	splash10-0udi-0149000000-656a91eb8e4bcede5213	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-HETE 20V, Positive-QTOF	splash10-0udr-5984000000-01f0f25f8c5427ee57dc	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-HETE 40V, Positive-QTOF	splash10-0006-9530000000-a0b7ef17e2ae4114c021	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-HETE 10V, Negative-QTOF	splash10-014i-0019000000-c3fe798916131b3366db	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-HETE 20V, Negative-QTOF	splash10-0uxr-1249000000-af3fee44e98a23017d83	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-HETE 40V, Negative-QTOF	splash10-0a4l-9620000000-49f685fb629bf144b298	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-HETE 10V, Negative-QTOF	splash10-014i-0019000000-ea61b7291cb1b7a3a720	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-HETE 20V, Negative-QTOF	splash10-0gb9-0539000000-c6fbb89fafc8023a8f4b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-HETE 40V, Negative-QTOF	splash10-066u-6790000000-d34f2cb66ec714f8a383	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-HETE 10V, Positive-QTOF	splash10-0udi-1249000000-6646144cf2ca9b3d2624	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-HETE 20V, Positive-QTOF	splash10-0fav-9542000000-0462d14dd9797253a4f5	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-HETE 40V, Positive-QTOF	splash10-05po-9210000000-3cff61b6d6b599009dfc	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Blood
Cerebrospinal Fluid (CSF)

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.001495 +/-0.000875 uM	Adult (>18 years old)	Both	Normal	18953024 21359215	details
Blood	Detected and Quantified	0.001704 +/- 0.000081 uM	Adult (>18 years old)	Both	Normal	20671299	details
Blood	Detected and Quantified	0.000304 +/- 0.000072 uM	Adult (>18 years old)	Both	Normal	21359215	details
Blood	Detected and Quantified	0.000166 +/- 0.00016 uM	Adult (>18 years old)	Both	Normal	21359215	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	0.00014 +/- 0.00006 uM	Adult (>18 years old)	Both	Normal	John W. Newman, U...	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB027375

KNApSAcK ID

Not Available

Chemspider ID

4472403

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

HETE

METLIN ID

Not Available

PubChem Compound

5312978

PDB ID

Not Available

ChEBI ID

72785

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

Shishehbor MH, Zhang R, Medina H, Brennan ML, Brennan DM, Ellis SG, Topol EJ, Hazen SL: Systemic elevations of free radical oxidation products of arachidonic acid are associated with angiographic evidence of coronary artery disease. Free Radic Biol Med. 2006 Dec 1;41(11):1678-83. Epub 2006 Sep 8. [PubMed:17145556 ]

Showing metabocard for 9-HETE (HMDB0010222)

MOL for HMDB0010222 (9-HETE)

3D MOL for HMDB0010222 (9-HETE)

3D SDF for HMDB0010222 (9-HETE)

3D-SDF for HMDB0010222 (9-HETE)

PDB for HMDB0010222 (9-HETE)

3D PDB for HMDB0010222 (9-HETE)

SMILES for HMDB0010222 (9-HETE)

INCHI for HMDB0010222 (9-HETE)

Structure for HMDB0010222 (9-HETE)

3D Structure for HMDB0010222 (9-HETE)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra