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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-08-14 00:20:18 UTC

Update Date

2022-03-07 02:49:21 UTC

HMDB ID

HMDB0004682

Secondary Accession Numbers

HMDB04682

Metabolite Identification

Common Name

11(R)-HETE

Description

11(R)-HETE is produced from arachidonic acid by both COX-1 and COX-2 (cyclooxygenases). Using a model of intestinal epithelial cells that express the COX-2 permanently, 11(R)-HETE is produced upon stimulation. However, 11(R)-HETE is not detected in intact cells. Endothelial cells release several factors which influence vascular tone, leukocyte function and platelet aggregation; 11(R)-HETE is one of these factors. (PMID: 15964853 , 8555273 ).

Structure

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

HMDB0004682
     RDKit          3D
11(R)-HETE
 55 54  0  0  0  0  0  0  0  0999 V2000
   -7.3541    1.3013   -0.8596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4529    0.0915   -0.7554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5358   -0.5912    0.5614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1770    0.2068    1.7546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7454    0.7253    1.7706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7744   -0.3848    1.7367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8712   -0.5361    0.7980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7159    0.3752   -0.3252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8174    0.2327   -1.2698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8663   -0.8638   -1.3002 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3504   -2.1157   -0.9913 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3077   -0.5591   -0.3853 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9446    0.6719   -0.8774 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1770    0.7266   -1.2724 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0965   -0.4060   -1.2870 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2614   -0.1022   -0.4006 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3184    1.0346    0.2347 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4181    1.4098    1.1121 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5758    0.5027    1.2312 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3540    0.3786   -0.0338 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4884   -0.5675    0.1342 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6553   -1.1164    1.2366 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3504   -0.8414   -0.9083 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4044    0.9925   -0.8764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1861    2.0317   -0.0620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1324    1.8131   -1.8223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8563   -0.6414   -1.5137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4721    0.3723   -1.1170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8734   -1.4902    0.5048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5651   -1.0009    0.6623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8605    1.0321    1.9843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2387   -0.4886    2.6424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5463    1.2647    2.7367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6011    1.4693    0.9916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7822   -1.1539    2.5380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2136   -1.4169    0.9072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3626    1.2523   -0.4365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7912    0.9897   -2.0737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5025   -0.9387   -2.3686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6670   -2.6552   -0.5269 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9430   -1.4169   -0.2161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1575   -0.3417    0.6315 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3378    1.5842   -0.9074 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5788    1.6836   -1.6318 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4894   -0.4994   -2.3567 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7208   -1.3723   -0.9615 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0056   -0.8535   -0.2954 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5167    1.7967    0.1450 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8216    2.3927    0.7052 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0213    1.7169    2.1270 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2816    0.9770    1.9797 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3379   -0.4807    1.6984 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8383    0.1982   -0.9582 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8296    1.4152   -0.1783 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2038   -0.5107   -1.8557 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  2  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  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
  9 38  1  0
 10 39  1  6
 11 40  1  0
 12 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
 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 02231219582D          

 23 22  0  0  1  0            999 V2000
   23.6034  -18.0317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6019  -24.2194    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0310  -24.2194    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.6034  -18.8568    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   27.8902  -18.0317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0310  -22.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1758  -17.6192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6048  -17.6192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3164  -22.9818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8889  -19.2693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0310  -21.7443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4613  -18.0317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4599  -20.0943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3193  -18.0317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3164  -23.8069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1743  -18.8568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7454  -21.3318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4599  -19.2693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7454  -20.5068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3178  -19.2693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7468  -17.6192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0323  -18.8568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0323  -18.0317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  1  0  0  0
  2 15  1  0  0  0  0
  3 15  2  0  0  0  0
  4 10  1  0  0  0  0
  4 20  1  0  0  0  0
  5  7  1  0  0  0  0
  5  8  1  0  0  0  0
  6  9  1  0  0  0  0
  6 11  1  0  0  0  0
  7 12  1  0  0  0  0
  8 14  1  0  0  0  0
  9 15  1  0  0  0  0
 10 16  1  0  0  0  0
 11 17  1  0  0  0  0
 12 21  1  0  0  0  0
 13 18  1  0  0  0  0
 13 19  1  0  0  0  0
 16 18  2  0  0  0  0
 17 19  2  0  0  0  0
 20 22  2  0  0  0  0
 21 23  2  0  0  0  0
 22 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0004682

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C20H32O3/c1-2-3-4-5-7-10-13-16-19(21)17-14-11-8-6-9-12-15-18-20(22)23/h6-7,9-11,13-14,16,19,21H,2-5,8,12,15,17-18H2,1H3,(H,22,23)/b9-6+,10-7-,14-11-,16-13-/t19-/m0/s1

> <INCHI_KEY>
GCZRCCHPLVMMJE-RSPKXIRXSA-N

> <FORMULA>
C20H32O3

> <MOLECULAR_WEIGHT>
320.4663

> <EXACT_MASS>
320.23514489

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
39.17263209874194

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5E,8Z,11R,12Z,14Z)-11-hydroxyicosa-5,8,12,14-tetraenoic acid

> <ALOGPS_LOGP>
5.85

> <JCHEM_LOGP>
5.356359744

> <ALOGPS_LOGS>
-5.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
17.72081997446215

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.819772002441719

> <JCHEM_PKA_STRONGEST_BASIC>
-1.6087135050897157

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
101.46950000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.77e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(5E,8Z,11R,12Z,14Z)-11-hydroxyicosa-5,8,12,14-tetraenoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0004682
     RDKit          3D
11(R)-HETE
 55 54  0  0  0  0  0  0  0  0999 V2000
   -7.3541    1.3013   -0.8596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4529    0.0915   -0.7554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5358   -0.5912    0.5614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1770    0.2068    1.7546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7454    0.7253    1.7706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7744   -0.3848    1.7367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8712   -0.5361    0.7980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7159    0.3752   -0.3252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8174    0.2327   -1.2698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8663   -0.8638   -1.3002 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3504   -2.1157   -0.9913 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3077   -0.5591   -0.3853 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9446    0.6719   -0.8774 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1770    0.7266   -1.2724 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0965   -0.4060   -1.2870 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2614   -0.1022   -0.4006 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3184    1.0346    0.2347 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4181    1.4098    1.1121 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5758    0.5027    1.2312 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3540    0.3786   -0.0338 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4884   -0.5675    0.1342 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6553   -1.1164    1.2366 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3504   -0.8414   -0.9083 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4044    0.9925   -0.8764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1861    2.0317   -0.0620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1324    1.8131   -1.8223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8563   -0.6414   -1.5137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4721    0.3723   -1.1170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8734   -1.4902    0.5048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5651   -1.0009    0.6623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8605    1.0321    1.9843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2387   -0.4886    2.6424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5463    1.2647    2.7367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6011    1.4693    0.9916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7822   -1.1539    2.5380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2136   -1.4169    0.9072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3626    1.2523   -0.4365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7912    0.9897   -2.0737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5025   -0.9387   -2.3686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6670   -2.6552   -0.5269 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9430   -1.4169   -0.2161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1575   -0.3417    0.6315 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3378    1.5842   -0.9074 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5788    1.6836   -1.6318 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4894   -0.4994   -2.3567 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7208   -1.3723   -0.9615 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0056   -0.8535   -0.2954 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5167    1.7967    0.1450 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8216    2.3927    0.7052 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0213    1.7169    2.1270 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2816    0.9770    1.9797 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3379   -0.4807    1.6984 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8383    0.1982   -0.9582 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8296    1.4152   -0.1783 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2038   -0.5107   -1.8557 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  2  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  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
  9 38  1  0
 10 39  1  6
 11 40  1  0
 12 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
 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                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      44.060 -33.659   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      34.724 -45.210   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      37.391 -45.210   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      44.060 -35.199   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      52.062 -33.659   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      37.391 -42.129   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      50.728 -32.889   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      53.396 -32.889   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      36.057 -42.899   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      42.726 -35.969   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      37.391 -40.589   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      49.394 -33.659   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      40.058 -37.509   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      54.729 -33.659   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      36.057 -44.440   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      41.392 -35.199   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      38.725 -39.819   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      40.058 -35.969   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      38.725 -38.279   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      45.393 -35.969   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      48.061 -32.889   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      46.727 -35.199   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      46.727 -33.659   0.000  0.00  0.00           C+0
CONECT    1    4                                                            
CONECT    2   15                                                            
CONECT    3   15                                                            
CONECT    4    1   10   20                                                  
CONECT    5    7    8                                                       
CONECT    6    9   11                                                       
CONECT    7    5   12                                                       
CONECT    8    5   14                                                       
CONECT    9    6   15                                                       
CONECT   10    4   16                                                       
CONECT   11    6   17                                                       
CONECT   12    7   21                                                       
CONECT   13   18   19                                                       
CONECT   14    8                                                            
CONECT   15    2    3    9                                                  
CONECT   16   10   18                                                       
CONECT   17   11   19                                                       
CONECT   18   13   16                                                       
CONECT   19   13   17                                                       
CONECT   20    4   22                                                       
CONECT   21   12   23                                                       
CONECT   22   20   23                                                       
CONECT   23   21   22                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   44    0
END

COMPND    HMDB0004682
HETATM    1  C1  UNL     1      -7.354   1.301  -0.860  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.453   0.092  -0.755  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.536  -0.591   0.561  1.00  0.00           C  
HETATM    4  C4  UNL     1      -6.177   0.207   1.755  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.745   0.725   1.771  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.774  -0.385   1.737  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.871  -0.536   0.798  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.716   0.375  -0.325  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.817   0.233  -1.270  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.866  -0.864  -1.300  1.00  0.00           C  
HETATM   11  O1  UNL     1      -1.350  -2.116  -0.991  1.00  0.00           O  
HETATM   12  C11 UNL     1       0.308  -0.559  -0.385  1.00  0.00           C  
HETATM   13  C12 UNL     1       0.945   0.672  -0.877  1.00  0.00           C  
HETATM   14  C13 UNL     1       2.177   0.727  -1.272  1.00  0.00           C  
HETATM   15  C14 UNL     1       3.097  -0.406  -1.287  1.00  0.00           C  
HETATM   16  C15 UNL     1       4.261  -0.102  -0.401  1.00  0.00           C  
HETATM   17  C16 UNL     1       4.318   1.035   0.235  1.00  0.00           C  
HETATM   18  C17 UNL     1       5.418   1.410   1.112  1.00  0.00           C  
HETATM   19  C18 UNL     1       6.576   0.503   1.231  1.00  0.00           C  
HETATM   20  C19 UNL     1       7.354   0.379  -0.034  1.00  0.00           C  
HETATM   21  C20 UNL     1       8.488  -0.568   0.134  1.00  0.00           C  
HETATM   22  O2  UNL     1       8.655  -1.116   1.237  1.00  0.00           O  
HETATM   23  O3  UNL     1       9.350  -0.841  -0.908  1.00  0.00           O  
HETATM   24  H1  UNL     1      -8.404   0.992  -0.876  1.00  0.00           H  
HETATM   25  H2  UNL     1      -7.186   2.032  -0.062  1.00  0.00           H  
HETATM   26  H3  UNL     1      -7.132   1.813  -1.822  1.00  0.00           H  
HETATM   27  H4  UNL     1      -6.856  -0.641  -1.514  1.00  0.00           H  
HETATM   28  H5  UNL     1      -5.472   0.372  -1.117  1.00  0.00           H  
HETATM   29  H6  UNL     1      -5.873  -1.490   0.505  1.00  0.00           H  
HETATM   30  H7  UNL     1      -7.565  -1.001   0.662  1.00  0.00           H  
HETATM   31  H8  UNL     1      -6.860   1.032   1.984  1.00  0.00           H  
HETATM   32  H9  UNL     1      -6.239  -0.489   2.642  1.00  0.00           H  
HETATM   33  H10 UNL     1      -4.546   1.265   2.737  1.00  0.00           H  
HETATM   34  H11 UNL     1      -4.601   1.469   0.992  1.00  0.00           H  
HETATM   35  H12 UNL     1      -3.782  -1.154   2.538  1.00  0.00           H  
HETATM   36  H13 UNL     1      -2.214  -1.417   0.907  1.00  0.00           H  
HETATM   37  H14 UNL     1      -3.363   1.252  -0.437  1.00  0.00           H  
HETATM   38  H15 UNL     1      -1.791   0.990  -2.074  1.00  0.00           H  
HETATM   39  H16 UNL     1      -0.502  -0.939  -2.369  1.00  0.00           H  
HETATM   40  H17 UNL     1      -0.667  -2.655  -0.527  1.00  0.00           H  
HETATM   41  H18 UNL     1       0.943  -1.417  -0.216  1.00  0.00           H  
HETATM   42  H19 UNL     1      -0.158  -0.342   0.632  1.00  0.00           H  
HETATM   43  H20 UNL     1       0.338   1.584  -0.907  1.00  0.00           H  
HETATM   44  H21 UNL     1       2.579   1.684  -1.632  1.00  0.00           H  
HETATM   45  H22 UNL     1       3.489  -0.499  -2.357  1.00  0.00           H  
HETATM   46  H23 UNL     1       2.721  -1.372  -0.961  1.00  0.00           H  
HETATM   47  H24 UNL     1       5.006  -0.854  -0.295  1.00  0.00           H  
HETATM   48  H25 UNL     1       3.517   1.797   0.145  1.00  0.00           H  
HETATM   49  H26 UNL     1       5.822   2.393   0.705  1.00  0.00           H  
HETATM   50  H27 UNL     1       5.021   1.717   2.127  1.00  0.00           H  
HETATM   51  H28 UNL     1       7.282   0.977   1.980  1.00  0.00           H  
HETATM   52  H29 UNL     1       6.338  -0.481   1.698  1.00  0.00           H  
HETATM   53  H30 UNL     1       6.838   0.198  -0.958  1.00  0.00           H  
HETATM   54  H31 UNL     1       7.830   1.415  -0.178  1.00  0.00           H  
HETATM   55  H32 UNL     1       9.204  -0.511  -1.856  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    9   37
CONECT    9   10   38
CONECT   10   11   12   39
CONECT   11   40
CONECT   12   13   41   42
CONECT   13   14   14   43
CONECT   14   15   44
CONECT   15   16   45   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

HMDB0004682
     RDKit          3D
11(R)-HETE
 55 54  0  0  0  0  0  0  0  0999 V2000
   -7.3541    1.3013   -0.8596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4529    0.0915   -0.7554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5358   -0.5912    0.5614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1770    0.2068    1.7546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7454    0.7253    1.7706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7744   -0.3848    1.7367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8712   -0.5361    0.7980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7159    0.3752   -0.3252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8174    0.2327   -1.2698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8663   -0.8638   -1.3002 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3504   -2.1157   -0.9913 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3077   -0.5591   -0.3853 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9446    0.6719   -0.8774 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1770    0.7266   -1.2724 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0965   -0.4060   -1.2870 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2614   -0.1022   -0.4006 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3184    1.0346    0.2347 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4181    1.4098    1.1121 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5758    0.5027    1.2312 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3540    0.3786   -0.0338 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4884   -0.5675    0.1342 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6553   -1.1164    1.2366 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3504   -0.8414   -0.9083 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4044    0.9925   -0.8764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1861    2.0317   -0.0620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1324    1.8131   -1.8223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8563   -0.6414   -1.5137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4721    0.3723   -1.1170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8734   -1.4902    0.5048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5651   -1.0009    0.6623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8605    1.0321    1.9843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2387   -0.4886    2.6424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5463    1.2647    2.7367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6011    1.4693    0.9916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7822   -1.1539    2.5380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2136   -1.4169    0.9072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3626    1.2523   -0.4365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7912    0.9897   -2.0737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5025   -0.9387   -2.3686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6670   -2.6552   -0.5269 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9430   -1.4169   -0.2161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1575   -0.3417    0.6315 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3378    1.5842   -0.9074 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5788    1.6836   -1.6318 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4894   -0.4994   -2.3567 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7208   -1.3723   -0.9615 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0056   -0.8535   -0.2954 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5167    1.7967    0.1450 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8216    2.3927    0.7052 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0213    1.7169    2.1270 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2816    0.9770    1.9797 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3379   -0.4807    1.6984 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8383    0.1982   -0.9582 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8296    1.4152   -0.1783 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2038   -0.5107   -1.8557 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  2  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  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
  9 38  1  0
 10 39  1  6
 11 40  1  0
 12 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
 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
11R-Hydroxy-5E,8Z,12Z,14Z-eicosatetraenoate	HMDB
11-HETE	HMDB
11-Hydroxy-5,8,12,14-eicosatetraenoic acid	HMDB
11-Hydroxy-5,8,12,14-eicosatetraenoic acid, (R)-(e,Z,Z,Z)-isomer	HMDB
11-Hydroxy-5,8,12,14-eicosatetraenoic acid, (e,Z,Z,Z)-isomer	HMDB
11-Hydroxy-5,8,12,14-eicosatetraenoic acid, (S)-(e,Z,Z,Z)-isomer	HMDB
11-Hydroxy-arachidonic acid	HMDB
11-Hydroxyeicosatetraenoate	HMDB
11-Hydroxyeicosatetraenoic acid	HMDB
11R-Hydroxy-5E,8Z,12Z,14Z-eicosatetraenoic acid	HMDB

Chemical Formula

C₂₀H₃₂O₃

Average Molecular Weight

320.4663

Monoisotopic Molecular Weight

320.23514489

IUPAC Name

(5E,8Z,11R,12Z,14Z)-11-hydroxyicosa-5,8,12,14-tetraenoic acid

Traditional Name

(5E,8Z,11R,12Z,14Z)-11-hydroxyicosa-5,8,12,14-tetraenoic acid

CAS Registry Number

73347-43-0

SMILES

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

InChI Identifier

InChI=1S/C20H32O3/c1-2-3-4-5-7-10-13-16-19(21)17-14-11-8-6-9-12-15-18-20(22)23/h6-7,9-11,13-14,16,19,21H,2-5,8,12,15,17-18H2,1H3,(H,22,23)/b9-6+,10-7-,14-11-,16-13-/t19-/m0/s1

InChI Key

GCZRCCHPLVMMJE-RSPKXIRXSA-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

Hydroxy/hydroperoxyeicosatetraenoic acids (LMFA03060061 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 18953024)
Cerebrospinal Fluid (CSF) (HMDB: HMDB0004682)

Cellular substructure

Extracellular (HMDB: HMDB0004682)
Membrane (HMDB: HMDB0004682)

Source

Exogenous

Exogenous (HMDB: HMDB0004682)

Food

Animal origin

Poultry

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)

Endogenous

Endogenous (HMDB: HMDB0004682)

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	4.056	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0018 g/L	ALOGPS
logP	5.85	ALOGPS
logP	5.36	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	4.82	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	39.17 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]+	187.964	31661259
DarkChem	[M-H]-	184.942	31661259
DeepCCS	[M+H]+	192.16	30932474
DeepCCS	[M-H]-	189.802	30932474
DeepCCS	[M-2H]-	222.688	30932474
DeepCCS	[M+Na]+	198.253	30932474
AllCCS	[M+H]+	186.9	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.	6.97 minutes	32390414
Predicted by Siyang on May 30, 2022	21.1373 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.93 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	3118.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	410.3 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	268.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	622.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	981.1 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	557.8 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	2057.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	686.2 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	1698.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	715.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	491.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	344.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	494.7 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	8.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
11(R)-HETE	CCCCC\C=C/C=C\[C@H](O)C\C=C/C\C=C\CCCC(O)=O	4176.2	Standard polar	33892256
11(R)-HETE	CCCCC\C=C/C=C\[C@H](O)C\C=C/C\C=C\CCCC(O)=O	2422.9	Standard non polar	33892256
11(R)-HETE	CCCCC\C=C/C=C\[C@H](O)C\C=C/C\C=C\CCCC(O)=O	2596.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
11(R)-HETE,1TMS,isomer #1	CCCCC/C=C\C=C/[C@@H](C/C=C\C/C=C/CCCC(=O)O)O[Si](C)(C)C	2737.7	Semi standard non polar	33892256
11(R)-HETE,1TMS,isomer #2	CCCCC/C=C\C=C/[C@H](O)C/C=C\C/C=C/CCCC(=O)O[Si](C)(C)C	2633.6	Semi standard non polar	33892256
11(R)-HETE,2TMS,isomer #1	CCCCC/C=C\C=C/[C@@H](C/C=C\C/C=C/CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2707.9	Semi standard non polar	33892256
11(R)-HETE,1TBDMS,isomer #1	CCCCC/C=C\C=C/[C@@H](C/C=C\C/C=C/CCCC(=O)O)O[Si](C)(C)C(C)(C)C	2979.1	Semi standard non polar	33892256
11(R)-HETE,1TBDMS,isomer #2	CCCCC/C=C\C=C/[C@H](O)C/C=C\C/C=C/CCCC(=O)O[Si](C)(C)C(C)(C)C	2872.8	Semi standard non polar	33892256
11(R)-HETE,2TBDMS,isomer #1	CCCCC/C=C\C=C/[C@@H](C/C=C\C/C=C/CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3191.5	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 - 11(R)-HETE GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udm-7963000000-7e505779bd4cf8c106b6	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 11(R)-HETE GC-MS (2 TMS) - 70eV, Positive	splash10-004i-9124200000-72c62505c0bcc5ae92f8	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 11(R)-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 - 11(R)-HETE 10V, Positive-QTOF	splash10-0udi-0149000000-aaebfb498059d4b967d7	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11(R)-HETE 20V, Positive-QTOF	splash10-0pi0-4984000000-0636fbf2aeaf64246034	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11(R)-HETE 40V, Positive-QTOF	splash10-052f-9640000000-ab33f1b4bf6e7e265a69	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11(R)-HETE 10V, Negative-QTOF	splash10-014i-0019000000-af55d77ea16ec753f131	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11(R)-HETE 20V, Negative-QTOF	splash10-0uxr-1249000000-0674eb2063fd2da82890	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11(R)-HETE 40V, Negative-QTOF	splash10-0a4l-9820000000-f4a00ee31348f64040b2	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11(R)-HETE 10V, Negative-QTOF	splash10-014i-0009000000-49b5e5d0235eaaa77907	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11(R)-HETE 20V, Negative-QTOF	splash10-0uxr-0239000000-8c5726cdda1443135e59	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11(R)-HETE 40V, Negative-QTOF	splash10-052e-6490000000-105233c675229d88affa	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11(R)-HETE 10V, Positive-QTOF	splash10-0udi-1439000000-b6967c53e413d28d9785	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11(R)-HETE 20V, Positive-QTOF	splash10-0frj-3922000000-f74837099563f2e9a341	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11(R)-HETE 40V, Positive-QTOF	splash10-014l-9210000000-aa08bbfe3cf858c45f43	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood
Cerebrospinal Fluid (CSF)

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.00102 +/- 0.00125 uM	Adult (>18 years old)	Both	Normal	18953024 21359215	details
Blood	Detected and Quantified	0.000727 +/- 0.00006 uM	Adult (>18 years old)	Both	Normal	20671299	details
Blood	Detected and Quantified	0.000425 +/- 0.0000095 uM	Adult (>18 years old)	Both	Normal	21359215	details
Blood	Detected and Quantified	0.000401 +/- 0.00036 uM	Adult (>18 years old)	Both	Normal	21359215	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	0.000125 +/- 0.000077 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

FDB023402

KNApSAcK ID

Not Available

Chemspider ID

4472406

KEGG Compound ID

C14780

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5312981

PDB ID

Not Available

ChEBI ID

34126

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

Lee SH, Williams MV, Dubois RN, Blair IA: Cyclooxygenase-2-mediated DNA damage. J Biol Chem. 2005 Aug 5;280(31):28337-46. Epub 2005 Jun 17. [PubMed:15964853 ]
Rosolowsky M, Campbell WB: Synthesis of hydroxyeicosatetraenoic (HETEs) and epoxyeicosatrienoic acids (EETs) by cultured bovine coronary artery endothelial cells. Biochim Biophys Acta. 1996 Jan 19;1299(2):267-77. [PubMed:8555273 ]

Showing metabocard for 11(R)-HETE (HMDB0004682)

MOL for HMDB0004682 (11(R)-HETE)

3D MOL for HMDB0004682 (11(R)-HETE)

3D SDF for HMDB0004682 (11(R)-HETE)

3D-SDF for HMDB0004682 (11(R)-HETE)

PDB for HMDB0004682 (11(R)-HETE)

3D PDB for HMDB0004682 (11(R)-HETE)

SMILES for HMDB0004682 (11(R)-HETE)

INCHI for HMDB0004682 (11(R)-HETE)

Structure for HMDB0004682 (11(R)-HETE)

3D Structure for HMDB0004682 (11(R)-HETE)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra