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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2006-08-14 00:46:16 UTC

Update Date

2022-03-07 02:49:21 UTC

HMDB ID

HMDB0004696

Secondary Accession Numbers

HMDB04696

Metabolite Identification

Common Name

11(R)-HPETE

Description

11R-HPETE is a hydroperoxyeicosatetraenoic acid eicosanoid derived from arachidonic acid. 11R-HPETE is formed from arachidonic acid in the prostaglandin endoperoxide H synthase-1 cyclooxygenase site. 11R-HPETE has been described in other mammalian tissues (rat, sheep). There are two distinct isozymes of prostaglandin H synthase (PGHS), the key enzyme in prostaglandin biosynthesis; PGHS-1 is generally considered to play a housekeeping role, whereas PGHS-2 has been linked to various pathological processes. Both PGHS isozymes have two catalytic activities; they are a cyclooxygenase activity that converts arachidonic acid (AA) to prostaglandin G2 (PGG2) and a peroxidase activity that catalyzes the transformation of PGG2 to prostaglandin H2. Oxygenase activity is completely abolished in aspirin-treated PGHS-1 (ASA-PGHS-1), whereas aspirin-treated PGHS-2 (ASA-PGHS-2) still catalyzes formation of 11(R)-HPETE. (PMID: 12664566 , 15292194 , 15964853 , 12167656 ).

Structure

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

HMDB0004696
     RDKit          3D
11(R)-HPETE
 56 55  0  0  0  0  0  0  0  0999 V2000
    4.4201   -2.1296   -1.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1635   -1.0383   -0.5351 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2407   -1.5058    0.8726 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9247   -0.6457    1.8545 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3941    0.7048    2.1380 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3066    1.6601    1.0490 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1529    2.1990    0.7091 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8779    1.9247    1.3442 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8026    2.5487    0.8871 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4516    2.3517    1.4514 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5440    2.5021    0.3114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2284    1.4815   -0.6857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0365    0.5316   -1.0739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4028    0.4018   -0.5091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3988    0.5325   -1.5824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2677   -0.3706   -1.9102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4020   -1.6792   -1.2612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7882   -1.8403   -0.6492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8368   -1.7361   -1.7034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1808   -1.9031   -1.1044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2889   -2.0970    0.1181 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2942   -1.8424   -1.9033 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3074    1.1658    2.1351 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0143    1.3343    3.3985 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6414   -2.0280   -2.3976 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7461   -3.1087   -0.9213 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3368   -1.9758   -1.1096 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1821   -0.9404   -0.9810 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6339   -0.1221   -0.7428 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7941   -2.4989    0.8336 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2129   -1.8356    1.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9187   -1.1945    2.8529 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0262   -0.6235    1.5905 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1163    1.1638    2.9043 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4433    0.5929    2.7391 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2339    1.9095    0.5288 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1929    2.9125   -0.1299 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7061    1.2542    2.1629 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9174    3.2322    0.0654 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2545    3.1852    2.1575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5608    2.6282    0.6334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2298    3.4959   -0.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7914    1.5530   -1.1256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6934   -0.1747   -1.8266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6204    1.1173    0.3117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4525   -0.5935   -0.0308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4030    1.4815   -2.1542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9676   -0.1470   -2.7515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2555   -2.4918   -2.0358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6678   -1.8468   -0.4851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9059   -1.0166    0.0703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8236   -2.7839   -0.1025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8008   -0.7225   -2.1766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7333   -2.5256   -2.4896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7524   -0.9621   -2.1131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6402    0.5820    3.6399 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
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 10 23  1  0
 23 24  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  7 37  1  0
  8 38  1  0
  9 39  1  0
 10 40  1  1
 11 41  1  0
 11 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 14 46  1  0
 15 47  1  0
 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
 22 55  1  0
 24 56  1  0
M  END


  Mrv0541 02231219582D          

 24 23  0  0  1  0            999 V2000
   22.9114  -18.7172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.6259  -18.3046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.6259  -24.9048    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.0548  -24.9048    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3389  -18.3046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3389  -17.4796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6244  -17.0671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0535  -18.7172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6244  -16.2421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0535  -19.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9114  -19.5422    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   23.6259  -19.9547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0548  -23.2548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0548  -22.4297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7679  -19.9547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3403  -23.6673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1968  -19.9547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0548  -20.7797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3403  -19.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7693  -22.0172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4824  -19.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0548  -19.9547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7693  -21.1922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3403  -24.4923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
 11  1  1  6  0  0  0
  3 24  1  0  0  0  0
  4 24  2  0  0  0  0
  5  6  1  0  0  0  0
  5  8  1  0  0  0  0
  6  7  1  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 15  2  0  0  0  0
 11 12  1  0  0  0  0
 11 17  1  0  0  0  0
 12 19  1  0  0  0  0
 13 14  1  0  0  0  0
 13 16  1  0  0  0  0
 14 20  1  0  0  0  0
 15 21  1  0  0  0  0
 16 24  1  0  0  0  0
 17 21  2  0  0  0  0
 18 22  1  0  0  0  0
 18 23  1  0  0  0  0
 19 22  2  0  0  0  0
 20 23  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0004696

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C20H32O4/c1-2-3-4-5-7-10-13-16-19(24-23)17-14-11-8-6-9-12-15-18-20(21)22/h6-7,9-11,13-14,16,19,23H,2-5,8,12,15,17-18H2,1H3,(H,21,22)/b9-6-,10-7-,14-11-,16-13+/t19-/m0/s1

> <INCHI_KEY>
PCGWZQXAGFGRTQ-WXMXURGXSA-N

> <FORMULA>
C20H32O4

> <MOLECULAR_WEIGHT>
336.4657

> <EXACT_MASS>
336.230059512

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
39.812809907322915

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
5.89

> <JCHEM_LOGP>
5.805695121333333

> <ALOGPS_LOGS>
-5.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.711074250611318

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.819771784794491

> <JCHEM_PKA_STRONGEST_BASIC>
-4.237376147180989

> <JCHEM_POLAR_SURFACE_AREA>
66.75999999999999

> <JCHEM_REFRACTIVITY>
102.8197

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.72e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
11R-HpETE

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0004696
     RDKit          3D
11(R)-HPETE
 56 55  0  0  0  0  0  0  0  0999 V2000
    4.4201   -2.1296   -1.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1635   -1.0383   -0.5351 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2407   -1.5058    0.8726 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9247   -0.6457    1.8545 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3941    0.7048    2.1380 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3066    1.6601    1.0490 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1529    2.1990    0.7091 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8779    1.9247    1.3442 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8026    2.5487    0.8871 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4516    2.3517    1.4514 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5440    2.5021    0.3114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2284    1.4815   -0.6857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0365    0.5316   -1.0739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4028    0.4018   -0.5091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3988    0.5325   -1.5824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2677   -0.3706   -1.9102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4020   -1.6792   -1.2612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7882   -1.8403   -0.6492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8368   -1.7361   -1.7034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1808   -1.9031   -1.1044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2889   -2.0970    0.1181 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2942   -1.8424   -1.9033 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3074    1.1658    2.1351 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0143    1.3343    3.3985 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6414   -2.0280   -2.3976 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7461   -3.1087   -0.9213 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3368   -1.9758   -1.1096 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1821   -0.9404   -0.9810 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6339   -0.1221   -0.7428 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7941   -2.4989    0.8336 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2129   -1.8356    1.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9187   -1.1945    2.8529 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0262   -0.6235    1.5905 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1163    1.1638    2.9043 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4433    0.5929    2.7391 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2339    1.9095    0.5288 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1929    2.9125   -0.1299 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7061    1.2542    2.1629 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9174    3.2322    0.0654 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2545    3.1852    2.1575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5608    2.6282    0.6334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2298    3.4959   -0.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7914    1.5530   -1.1256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6934   -0.1747   -1.8266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6204    1.1173    0.3117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4525   -0.5935   -0.0308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4030    1.4815   -2.1542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9676   -0.1470   -2.7515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2555   -2.4918   -2.0358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6678   -1.8468   -0.4851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9059   -1.0166    0.0703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8236   -2.7839   -0.1025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8008   -0.7225   -2.1766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7333   -2.5256   -2.4896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7524   -0.9621   -2.1131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6402    0.5820    3.6399 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
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 10 23  1  0
 23 24  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  7 37  1  0
  8 38  1  0
  9 39  1  0
 10 40  1  1
 11 41  1  0
 11 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 14 46  1  0
 15 47  1  0
 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
 22 55  1  0
 24 56  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      42.768 -34.939   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      44.102 -34.169   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      44.102 -46.489   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      46.769 -46.489   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      36.099 -34.169   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      36.099 -32.629   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      34.766 -31.859   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      37.433 -34.939   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      34.766 -30.319   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      37.433 -36.479   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      42.768 -36.479   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      44.102 -37.249   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      46.769 -43.409   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      46.769 -41.869   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      38.767 -37.249   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      45.435 -44.179   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      41.434 -37.249   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      46.769 -38.789   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      45.435 -36.479   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      48.103 -41.099   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      40.100 -36.479   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      46.769 -37.249   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      48.103 -39.559   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      45.435 -45.719   0.000  0.00  0.00           C+0
CONECT    1    2   11                                                       
CONECT    2    1                                                            
CONECT    3   24                                                            
CONECT    4   24                                                            
CONECT    5    6    8                                                       
CONECT    6    5    7                                                       
CONECT    7    6    9                                                       
CONECT    8    5   10                                                       
CONECT    9    7                                                            
CONECT   10    8   15                                                       
CONECT   11    1   12   17                                                  
CONECT   12   11   19                                                       
CONECT   13   14   16                                                       
CONECT   14   13   20                                                       
CONECT   15   10   21                                                       
CONECT   16   13   24                                                       
CONECT   17   11   21                                                       
CONECT   18   22   23                                                       
CONECT   19   12   22                                                       
CONECT   20   14   23                                                       
CONECT   21   15   17                                                       
CONECT   22   18   19                                                       
CONECT   23   18   20                                                       
CONECT   24    3    4   16                                                  
MASTER        0    0    0    0    0    0    0    0   24    0   46    0
END

COMPND    HMDB0004696
HETATM    1  C1  UNL     1       4.420  -2.130  -1.322  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.163  -1.038  -0.535  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.241  -1.506   0.873  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.925  -0.646   1.854  1.00  0.00           C  
HETATM    5  C5  UNL     1       5.394   0.705   2.138  1.00  0.00           C  
HETATM    6  C6  UNL     1       5.307   1.660   1.049  1.00  0.00           C  
HETATM    7  C7  UNL     1       4.153   2.199   0.709  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.878   1.925   1.344  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.803   2.549   0.887  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.452   2.352   1.451  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.544   2.502   0.311  1.00  0.00           C  
HETATM   12  C12 UNL     1      -0.228   1.482  -0.686  1.00  0.00           C  
HETATM   13  C13 UNL     1      -1.036   0.532  -1.074  1.00  0.00           C  
HETATM   14  C14 UNL     1      -2.403   0.402  -0.509  1.00  0.00           C  
HETATM   15  C15 UNL     1      -3.399   0.533  -1.582  1.00  0.00           C  
HETATM   16  C16 UNL     1      -4.268  -0.371  -1.910  1.00  0.00           C  
HETATM   17  C17 UNL     1      -4.402  -1.679  -1.261  1.00  0.00           C  
HETATM   18  C18 UNL     1      -5.788  -1.840  -0.649  1.00  0.00           C  
HETATM   19  C19 UNL     1      -6.837  -1.736  -1.703  1.00  0.00           C  
HETATM   20  C20 UNL     1      -8.181  -1.903  -1.104  1.00  0.00           C  
HETATM   21  O1  UNL     1      -8.289  -2.097   0.118  1.00  0.00           O  
HETATM   22  O2  UNL     1      -9.294  -1.842  -1.903  1.00  0.00           O  
HETATM   23  O3  UNL     1       0.307   1.166   2.135  1.00  0.00           O  
HETATM   24  O4  UNL     1      -0.014   1.334   3.399  1.00  0.00           O  
HETATM   25  H1  UNL     1       4.641  -2.028  -2.398  1.00  0.00           H  
HETATM   26  H2  UNL     1       4.746  -3.109  -0.921  1.00  0.00           H  
HETATM   27  H3  UNL     1       3.337  -1.976  -1.110  1.00  0.00           H  
HETATM   28  H4  UNL     1       6.182  -0.940  -0.981  1.00  0.00           H  
HETATM   29  H5  UNL     1       4.634  -0.122  -0.743  1.00  0.00           H  
HETATM   30  H6  UNL     1       5.794  -2.499   0.834  1.00  0.00           H  
HETATM   31  H7  UNL     1       4.213  -1.836   1.223  1.00  0.00           H  
HETATM   32  H8  UNL     1       5.919  -1.194   2.853  1.00  0.00           H  
HETATM   33  H9  UNL     1       7.026  -0.624   1.590  1.00  0.00           H  
HETATM   34  H10 UNL     1       6.116   1.164   2.904  1.00  0.00           H  
HETATM   35  H11 UNL     1       4.443   0.593   2.739  1.00  0.00           H  
HETATM   36  H12 UNL     1       6.234   1.910   0.529  1.00  0.00           H  
HETATM   37  H13 UNL     1       4.193   2.913  -0.130  1.00  0.00           H  
HETATM   38  H14 UNL     1       2.706   1.254   2.163  1.00  0.00           H  
HETATM   39  H15 UNL     1       1.917   3.232   0.065  1.00  0.00           H  
HETATM   40  H16 UNL     1       0.254   3.185   2.157  1.00  0.00           H  
HETATM   41  H17 UNL     1      -1.561   2.628   0.633  1.00  0.00           H  
HETATM   42  H18 UNL     1      -0.230   3.496  -0.170  1.00  0.00           H  
HETATM   43  H19 UNL     1       0.791   1.553  -1.126  1.00  0.00           H  
HETATM   44  H20 UNL     1      -0.693  -0.175  -1.827  1.00  0.00           H  
HETATM   45  H21 UNL     1      -2.620   1.117   0.312  1.00  0.00           H  
HETATM   46  H22 UNL     1      -2.453  -0.594  -0.031  1.00  0.00           H  
HETATM   47  H23 UNL     1      -3.403   1.482  -2.154  1.00  0.00           H  
HETATM   48  H24 UNL     1      -4.968  -0.147  -2.751  1.00  0.00           H  
HETATM   49  H25 UNL     1      -4.256  -2.492  -2.036  1.00  0.00           H  
HETATM   50  H26 UNL     1      -3.668  -1.847  -0.485  1.00  0.00           H  
HETATM   51  H27 UNL     1      -5.906  -1.017   0.070  1.00  0.00           H  
HETATM   52  H28 UNL     1      -5.824  -2.784  -0.103  1.00  0.00           H  
HETATM   53  H29 UNL     1      -6.801  -0.722  -2.177  1.00  0.00           H  
HETATM   54  H30 UNL     1      -6.733  -2.526  -2.490  1.00  0.00           H  
HETATM   55  H31 UNL     1      -9.752  -0.962  -2.113  1.00  0.00           H  
HETATM   56  H32 UNL     1      -0.640   0.582   3.640  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3   28   29
CONECT    3    4   30   31
CONECT    4    5   32   33
CONECT    5    6   34   35
CONECT    6    7    7   36
CONECT    7    8   37
CONECT    8    9    9   38
CONECT    9   10   39
CONECT   10   11   23   40
CONECT   11   12   41   42
CONECT   12   13   13   43
CONECT   13   14   44
CONECT   14   15   45   46
CONECT   15   16   16   47
CONECT   16   17   48
CONECT   17   18   49   50
CONECT   18   19   51   52
CONECT   19   20   53   54
CONECT   20   21   21   22
CONECT   22   55
CONECT   23   24
CONECT   24   56
END

HMDB0004696
     RDKit          3D
11(R)-HPETE
 56 55  0  0  0  0  0  0  0  0999 V2000
    4.4201   -2.1296   -1.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1635   -1.0383   -0.5351 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2407   -1.5058    0.8726 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9247   -0.6457    1.8545 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3941    0.7048    2.1380 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3066    1.6601    1.0490 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1529    2.1990    0.7091 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8779    1.9247    1.3442 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8026    2.5487    0.8871 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4516    2.3517    1.4514 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5440    2.5021    0.3114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2284    1.4815   -0.6857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0365    0.5316   -1.0739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4028    0.4018   -0.5091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3988    0.5325   -1.5824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2677   -0.3706   -1.9102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4020   -1.6792   -1.2612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7882   -1.8403   -0.6492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8368   -1.7361   -1.7034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1808   -1.9031   -1.1044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2889   -2.0970    0.1181 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2942   -1.8424   -1.9033 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3074    1.1658    2.1351 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0143    1.3343    3.3985 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6414   -2.0280   -2.3976 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7461   -3.1087   -0.9213 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3368   -1.9758   -1.1096 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1821   -0.9404   -0.9810 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6339   -0.1221   -0.7428 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7941   -2.4989    0.8336 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2129   -1.8356    1.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9187   -1.1945    2.8529 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0262   -0.6235    1.5905 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1163    1.1638    2.9043 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4433    0.5929    2.7391 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2339    1.9095    0.5288 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1929    2.9125   -0.1299 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7061    1.2542    2.1629 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9174    3.2322    0.0654 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2545    3.1852    2.1575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5608    2.6282    0.6334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2298    3.4959   -0.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7914    1.5530   -1.1256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6934   -0.1747   -1.8266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6204    1.1173    0.3117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4525   -0.5935   -0.0308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4030    1.4815   -2.1542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9676   -0.1470   -2.7515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2555   -2.4918   -2.0358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6678   -1.8468   -0.4851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9059   -1.0166    0.0703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8236   -2.7839   -0.1025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8008   -0.7225   -2.1766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7333   -2.5256   -2.4896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7524   -0.9621   -2.1131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6402    0.5820    3.6399 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
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 10 23  1  0
 23 24  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  7 37  1  0
  8 38  1  0
  9 39  1  0
 10 40  1  1
 11 41  1  0
 11 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 14 46  1  0
 15 47  1  0
 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
 22 55  1  0
 24 56  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(5Z,8Z,12E,14Z)-(11R)-Hydroperoxyeicosa-5,8,12,14-tetraenoic acid	ChEBI
(5Z,8Z,12E,14Z)-(11R)-Hydroperoxyicosa-5,8,12,14-tetraenoic acid	ChEBI
(5Z,8Z,12E,14Z)-(11R)-Hydroperoxyeicosa-5,8,12,14-tetraenoate	Generator
(5Z,8Z,12E,14Z)-(11R)-Hydroperoxyicosa-5,8,12,14-tetraenoate	Generator
11R-HpETE	HMDB
11R-Hydroperoxy-5Z,8Z,12E,14Z-eicosatetraenoate	HMDB
11R-Hydroperoxy-5Z,8Z,12E,14Z-eicosatetraenoic acid	HMDB
11-HPETE	HMDB
11-Hydroperoxyeicosa-5,8,12,14-tetraenoic acid	HMDB

Chemical Formula

C₂₀H₃₂O₄

Average Molecular Weight

336.4657

Monoisotopic Molecular Weight

336.230059512

IUPAC Name

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

Traditional Name

11R-HpETE

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C20H32O4/c1-2-3-4-5-7-10-13-16-19(24-23)17-14-11-8-6-9-12-15-18-20(21)22/h6-7,9-11,13-14,16,19,23H,2-5,8,12,15,17-18H2,1H3,(H,21,22)/b9-6-,10-7-,14-11-,16-13+/t19-/m0/s1

InChI Key

PCGWZQXAGFGRTQ-WXMXURGXSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Eicosanoids

Direct Parent

Hydroperoxyeicosatetraenoic acids

Alternative Parents

Substituents

Hydroperoxyeicosatetraenoic acid
Long-chain fatty acid
Hydroperoxy fatty acid
Fatty acid
Unsaturated fatty acid
Allylic hydroperoxide
Hydroperoxide
Carboxylic acid derivative
Alkyl hydroperoxide
Carboxylic acid
Peroxol
Monocarboxylic acid or derivatives
Carbonyl group
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

HPETE (CHEBI:34127 )
Hydroxy/hydroperoxyeicosatetraenoic acids (C14820 )
Hydroxy/hydroperoxyeicosatetraenoic acids (LMFA03060071 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0004696)
Membrane (HMDB: HMDB0004696)

Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)
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)

Equine

Horse (FooDB: FOOD00378)

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)

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	0.0017 g/L	ALOGPS
logP	5.89	ALOGPS
logP	5.81	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	4.82	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	102.82 m³·mol⁻¹	ChemAxon
Polarizability	39.81 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]+	191.468	31661259
DarkChem	[M-H]-	188.837	31661259
DeepCCS	[M+H]+	192.721	30932474
DeepCCS	[M-H]-	190.363	30932474
DeepCCS	[M-2H]-	223.948	30932474
DeepCCS	[M+Na]+	199.175	30932474
AllCCS	[M+H]+	190.5	32859911
AllCCS	[M+H-H2O]+	187.7	32859911
AllCCS	[M+NH4]+	193.1	32859911
AllCCS	[M+Na]+	193.9	32859911
AllCCS	[M-H]-	187.9	32859911
AllCCS	[M+Na-2H]-	189.7	32859911
AllCCS	[M+HCOO]-	191.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
11(R)-HPETE	CCCCC\C=C/C=C/[C@@H](C\C=C/C\C=C/CCCC(O)=O)OO	4150.6	Standard polar	33892256
11(R)-HPETE	CCCCC\C=C/C=C/[C@@H](C\C=C/C\C=C/CCCC(O)=O)OO	2438.8	Standard non polar	33892256
11(R)-HPETE	CCCCC\C=C/C=C/[C@@H](C\C=C/C\C=C/CCCC(O)=O)OO	2686.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
11(R)-HPETE,1TMS,isomer #1	CCCCC/C=C\C=C\[C@@H](C/C=C\C/C=C\CCCC(=O)O[Si](C)(C)C)OO	2770.1	Semi standard non polar	33892256
11(R)-HPETE,1TBDMS,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)OO	3007.9	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)-HPETE GC-MS (Non-derivatized) - 70eV, Positive	splash10-0296-9471000000-271bb63dd76b6bd7b8dc	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 11(R)-HPETE GC-MS (1 TMS) - 70eV, Positive	splash10-00bi-9354000000-2959c2b13f6a1ffc1c17	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 11(R)-HPETE 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)-HPETE 10V, Positive-QTOF	splash10-014i-0129000000-8b5a6ec5a8e93d4df43a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11(R)-HPETE 20V, Positive-QTOF	splash10-066u-3984000000-590b1c3c5c54056cb03c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11(R)-HPETE 40V, Positive-QTOF	splash10-05tf-9450000000-506a146ae5995f7e861a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11(R)-HPETE 10V, Negative-QTOF	splash10-000i-0119000000-2fa6543aace617469486	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11(R)-HPETE 20V, Negative-QTOF	splash10-01bi-1759000000-2745f772813cdf1b7cc2	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11(R)-HPETE 40V, Negative-QTOF	splash10-0abc-8940000000-2e7a4ba08bbea064bfa3	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11(R)-HPETE 10V, Negative-QTOF	splash10-000i-0009000000-037acca5a6f06fc04e81	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11(R)-HPETE 20V, Negative-QTOF	splash10-0fri-0439000000-fc32ab242b97cc902d52	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11(R)-HPETE 40V, Negative-QTOF	splash10-03fr-2490000000-dd6ddbbb7a13b7a9f7ce	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11(R)-HPETE 10V, Positive-QTOF	splash10-0f79-0239000000-ff725d3da871fb6a8f10	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11(R)-HPETE 20V, Positive-QTOF	splash10-0gbi-7955000000-6e8f0bf04354feb6c23e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11(R)-HPETE 40V, Positive-QTOF	splash10-014i-9310000000-8398f0c0ddd77514e7b5	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023411

KNApSAcK ID

Not Available

Chemspider ID

7827809

KEGG Compound ID

C14820

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9548886

PDB ID

Not Available

ChEBI ID

34127

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 ]
Thuresson ED, Lakkides KM, Smith WL: PGG2, 11R-HPETE and 15R/S-HPETE are formed from different conformers of arachidonic acid in the prostaglandin endoperoxide H synthase-1 cyclooxygenase site. Adv Exp Med Biol. 2002;507:67-72. [PubMed:12664566 ]
Harman CA, Rieke CJ, Garavito RM, Smith WL: Crystal structure of arachidonic acid bound to a mutant of prostaglandin endoperoxide H synthase-1 that forms predominantly 11-hydroperoxyeicosatetraenoic acid. J Biol Chem. 2004 Oct 8;279(41):42929-35. Epub 2004 Jul 30. [PubMed:15292194 ]
Tsai AL, Palmer G, Wu G, Peng S, Okeley NM, van der Donk WA, Kulmacz RJ: Structural characterization of arachidonyl radicals formed by aspirin-treated prostaglandin H synthase-2. J Biol Chem. 2002 Oct 11;277(41):38311-21. Epub 2002 Aug 6. [PubMed:12167656 ]

Showing metabocard for 11(R)-HPETE (HMDB0004696)

MOL for HMDB0004696 (11(R)-HPETE)

3D MOL for HMDB0004696 (11(R)-HPETE)

3D SDF for HMDB0004696 (11(R)-HPETE)

3D-SDF for HMDB0004696 (11(R)-HPETE)

PDB for HMDB0004696 (11(R)-HPETE)

3D PDB for HMDB0004696 (11(R)-HPETE)

SMILES for HMDB0004696 (11(R)-HPETE)

INCHI for HMDB0004696 (11(R)-HPETE)

Structure for HMDB0004696 (11(R)-HPETE)

3D Structure for HMDB0004696 (11(R)-HPETE)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra