MiMeDB: Showing metabocard for 12(S)-HPETE (MMDBc0032015)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 01:58:42 UTC

Update Date

2022-08-31 18:27:31 UTC

Metabolite ID

MMDBc0032015

Metabolite Identification

Common Name

12(S)-HPETE

Description

NULL

Structure

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

HMDB0004243
     RDKit          3D
12(S)-HPETE
 56 55  0  0  0  0  0  0  0  0999 V2000
   -9.3115   -0.4478   -0.7734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6229   -0.1400    0.5339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2143   -0.6934    0.5474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4584   -0.0507   -0.5940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0228   -0.5591   -0.6443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3017   -0.2602    0.6089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2236    0.4926    0.6366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5917    1.1293   -0.5150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1708    0.6118   -0.6566 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3656    0.9128    0.5517 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9862    0.8680    0.5129 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7513    1.1641    1.7031 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0548    1.1244    1.6935 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9062    0.7866    0.5219 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7011   -0.3826    0.8691 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0005   -0.3636    0.9029 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7625    0.8130    0.6038 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6356    0.7078   -0.6002 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6328   -0.3752   -0.6739 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0993   -1.7406   -0.8194 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9191   -1.9261   -1.1754 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8987   -2.8695   -0.5661 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1803   -0.7566   -0.8539 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6545   -1.1273   -1.9954 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4310    0.4711   -1.3993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7564   -1.2407   -1.3309 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3154   -0.8449   -0.5332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5331    0.9723    0.6867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1703   -0.5883    1.3884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1757   -1.7829    0.4957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7443   -0.2971    1.4921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8898   -0.2627   -1.5846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4218    1.0452   -0.4362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5716   -0.1566   -1.5418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0725   -1.6942   -0.6985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6823   -0.6887    1.5701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7370    0.6744    1.6108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0691    1.0030   -1.4893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5324    2.2603   -0.3852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7139    1.1369   -1.5119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7858    1.1807    1.5103 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3638    0.6021   -0.4579 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2447    1.4240    2.6191 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6415    1.3544    2.6138 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1907    0.4227   -0.2826 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3800    1.6460    0.0784 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1627   -1.3052    1.1077 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5903   -1.2594    1.2202 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2357    1.7814    0.5147 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5179    0.9762    1.4780 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9355    0.5391   -1.4923 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0775    1.7152   -0.8595 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2388   -0.1824   -1.6171 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4125   -0.3245    0.1284 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6988   -3.4560    0.2561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3180   -2.0393   -1.9958 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  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
  9 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
  8 39  1  0
  9 40  1  6
 10 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

Untitled Document-4
  Mrv0541 02231219542D          

 24 23  0  0  0  0            999 V2000
   -4.2087    4.5647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4035    4.3851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1565    3.5979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3513    3.4182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1043    2.6310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2991    2.4513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0522    1.6642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6104    1.0567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3634    0.2695    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5582    0.0898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3112   -0.6973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4940   -0.8770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7409   -1.6642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1827   -2.2716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4297   -3.0588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2349   -3.2385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7931   -2.6310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5983   -2.8107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8453   -3.5979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6505   -3.7776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8974   -4.5647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2087   -3.1701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9216   -0.3379    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4798   -0.9454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  2  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  2  0  0  0  0
 12 11  1  0  0  0  0
 13 12  2  0  0  0  0
 15 14  1  0  0  0  0
 16 15  2  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 20 22  2  0  0  0  0
 16 17  1  0  0  0  0
 14 13  1  0  0  0  0
  7  8  1  0  0  0  0
  9 23  1  1  0  0  0
 23 24  1  0  0  0  0
M  STY  1   1 SUP
M  SAL   1  2  23  24
M  SBL   1  1  22
M  SMT   1 ^OOH
M  END
> <DATABASE_ID>
MMDBc0032015

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C20H32O4/c1-2-3-4-5-10-13-16-19(24-23)17-14-11-8-6-7-9-12-15-18-20(21)22/h7-11,13-14,17,19,23H,2-6,12,15-16,18H2,1H3,(H,21,22)/b9-7-,11-8-,13-10-,17-14+/t19-/m0/s1

> <INCHI_KEY>
ZIOZYRSDNLNNNJ-LQWMCKPYSA-N

> <FORMULA>
C20H32O4

> <MOLECULAR_WEIGHT>
336.4657

> <EXACT_MASS>
336.230059512

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
39.1229301291

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(5Z,8Z,10E,12S,14Z)-12-hydroperoxyicosa-5,8,10,14-tetraenoic acid

> <ALOGPS_LOGP>
5.90

> <JCHEM_LOGP>
5.805695121333333

> <ALOGPS_LOGS>
-5.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.711074265715716

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.889630441718793

> <JCHEM_PKA_STRONGEST_BASIC>
-4.237376144832212

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
102.8197

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.69e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
12-HpETE

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0004243
     RDKit          3D
12(S)-HPETE
 56 55  0  0  0  0  0  0  0  0999 V2000
   -9.3115   -0.4478   -0.7734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6229   -0.1400    0.5339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2143   -0.6934    0.5474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4584   -0.0507   -0.5940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0228   -0.5591   -0.6443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3017   -0.2602    0.6089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2236    0.4926    0.6366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5917    1.1293   -0.5150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1708    0.6118   -0.6566 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3656    0.9128    0.5517 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9862    0.8680    0.5129 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7513    1.1641    1.7031 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0548    1.1244    1.6935 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9062    0.7866    0.5219 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7011   -0.3826    0.8691 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0005   -0.3636    0.9029 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7625    0.8130    0.6038 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6356    0.7078   -0.6002 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6328   -0.3752   -0.6739 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0993   -1.7406   -0.8194 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9191   -1.9261   -1.1754 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8987   -2.8695   -0.5661 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1803   -0.7566   -0.8539 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6545   -1.1273   -1.9954 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4310    0.4711   -1.3993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7564   -1.2407   -1.3309 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3154   -0.8449   -0.5332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5331    0.9723    0.6867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1703   -0.5883    1.3884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1757   -1.7829    0.4957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7443   -0.2971    1.4921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8898   -0.2627   -1.5846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4218    1.0452   -0.4362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5716   -0.1566   -1.5418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0725   -1.6942   -0.6985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6823   -0.6887    1.5701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7370    0.6744    1.6108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0691    1.0030   -1.4893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5324    2.2603   -0.3852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7139    1.1369   -1.5119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7858    1.1807    1.5103 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3638    0.6021   -0.4579 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2447    1.4240    2.6191 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6415    1.3544    2.6138 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1907    0.4227   -0.2826 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3800    1.6460    0.0784 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1627   -1.3052    1.1077 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5903   -1.2594    1.2202 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2357    1.7814    0.5147 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5179    0.9762    1.4780 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9355    0.5391   -1.4923 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0775    1.7152   -0.8595 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2388   -0.1824   -1.6171 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4125   -0.3245    0.1284 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6988   -3.4560    0.2561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3180   -2.0393   -1.9958 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  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
  9 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
  8 39  1  0
  9 40  1  6
 10 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    MOLECULE: Untitled Document-4                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      -7.856   8.521   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.353   8.186   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.892   6.716   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.389   6.381   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.928   4.911   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.425   4.576   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.964   3.107   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.006   1.973   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.545   0.503   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.042   0.168   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.581  -1.302   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.922  -1.637   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.383  -3.107   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.341  -4.240   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.802  -5.710   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.305  -6.045   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.347  -4.911   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.850  -5.247   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.311  -6.716   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.814  -7.052   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       7.275  -8.521   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       7.856  -5.918   0.000  0.00  0.00           O+0
HETATM   23  O   ^OOH     1      -3.587  -0.631   0.000  0.00  0.00           O+0
HETATM   24  O   ^OOH     1      -4.629  -1.765   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    9    7                                                       
CONECT    9    8   10   23                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   15   13                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   18   16                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   24    9                                                       
CONECT   24   23                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   46    0
END

COMPND    HMDB0004243
HETATM    1  C1  UNL     1      -9.311  -0.448  -0.773  1.00  0.00           C  
HETATM    2  C2  UNL     1      -8.623  -0.140   0.534  1.00  0.00           C  
HETATM    3  C3  UNL     1      -7.214  -0.693   0.547  1.00  0.00           C  
HETATM    4  C4  UNL     1      -6.458  -0.051  -0.594  1.00  0.00           C  
HETATM    5  C5  UNL     1      -5.023  -0.559  -0.644  1.00  0.00           C  
HETATM    6  C6  UNL     1      -4.302  -0.260   0.609  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.224   0.493   0.637  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.592   1.129  -0.515  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.171   0.612  -0.657  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.366   0.913   0.552  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.986   0.868   0.513  1.00  0.00           C  
HETATM   12  C12 UNL     1       1.751   1.164   1.703  1.00  0.00           C  
HETATM   13  C13 UNL     1       3.055   1.124   1.694  1.00  0.00           C  
HETATM   14  C14 UNL     1       3.906   0.787   0.522  1.00  0.00           C  
HETATM   15  C15 UNL     1       4.701  -0.383   0.869  1.00  0.00           C  
HETATM   16  C16 UNL     1       6.000  -0.364   0.903  1.00  0.00           C  
HETATM   17  C17 UNL     1       6.763   0.813   0.604  1.00  0.00           C  
HETATM   18  C18 UNL     1       7.636   0.708  -0.600  1.00  0.00           C  
HETATM   19  C19 UNL     1       8.633  -0.375  -0.674  1.00  0.00           C  
HETATM   20  C20 UNL     1       8.099  -1.741  -0.819  1.00  0.00           C  
HETATM   21  O1  UNL     1       6.919  -1.926  -1.175  1.00  0.00           O  
HETATM   22  O2  UNL     1       8.899  -2.869  -0.566  1.00  0.00           O  
HETATM   23  O3  UNL     1      -1.180  -0.757  -0.854  1.00  0.00           O  
HETATM   24  O4  UNL     1      -0.655  -1.127  -1.995  1.00  0.00           O  
HETATM   25  H1  UNL     1      -9.431   0.471  -1.399  1.00  0.00           H  
HETATM   26  H2  UNL     1      -8.756  -1.241  -1.331  1.00  0.00           H  
HETATM   27  H3  UNL     1     -10.315  -0.845  -0.533  1.00  0.00           H  
HETATM   28  H4  UNL     1      -8.533   0.972   0.687  1.00  0.00           H  
HETATM   29  H5  UNL     1      -9.170  -0.588   1.388  1.00  0.00           H  
HETATM   30  H6  UNL     1      -7.176  -1.783   0.496  1.00  0.00           H  
HETATM   31  H7  UNL     1      -6.744  -0.297   1.492  1.00  0.00           H  
HETATM   32  H8  UNL     1      -6.890  -0.263  -1.585  1.00  0.00           H  
HETATM   33  H9  UNL     1      -6.422   1.045  -0.436  1.00  0.00           H  
HETATM   34  H10 UNL     1      -4.572  -0.157  -1.542  1.00  0.00           H  
HETATM   35  H11 UNL     1      -5.073  -1.694  -0.699  1.00  0.00           H  
HETATM   36  H12 UNL     1      -4.682  -0.689   1.570  1.00  0.00           H  
HETATM   37  H13 UNL     1      -2.737   0.674   1.611  1.00  0.00           H  
HETATM   38  H14 UNL     1      -3.069   1.003  -1.489  1.00  0.00           H  
HETATM   39  H15 UNL     1      -2.532   2.260  -0.385  1.00  0.00           H  
HETATM   40  H16 UNL     1      -0.714   1.137  -1.512  1.00  0.00           H  
HETATM   41  H17 UNL     1      -0.786   1.181   1.510  1.00  0.00           H  
HETATM   42  H18 UNL     1       1.364   0.602  -0.458  1.00  0.00           H  
HETATM   43  H19 UNL     1       1.245   1.424   2.619  1.00  0.00           H  
HETATM   44  H20 UNL     1       3.642   1.354   2.614  1.00  0.00           H  
HETATM   45  H21 UNL     1       3.191   0.423  -0.283  1.00  0.00           H  
HETATM   46  H22 UNL     1       4.380   1.646   0.078  1.00  0.00           H  
HETATM   47  H23 UNL     1       4.163  -1.305   1.108  1.00  0.00           H  
HETATM   48  H24 UNL     1       6.590  -1.259   1.220  1.00  0.00           H  
HETATM   49  H25 UNL     1       6.236   1.781   0.515  1.00  0.00           H  
HETATM   50  H26 UNL     1       7.518   0.976   1.478  1.00  0.00           H  
HETATM   51  H27 UNL     1       6.936   0.539  -1.492  1.00  0.00           H  
HETATM   52  H28 UNL     1       8.077   1.715  -0.860  1.00  0.00           H  
HETATM   53  H29 UNL     1       9.239  -0.182  -1.617  1.00  0.00           H  
HETATM   54  H30 UNL     1       9.412  -0.325   0.128  1.00  0.00           H  
HETATM   55  H31 UNL     1       8.699  -3.456   0.256  1.00  0.00           H  
HETATM   56  H32 UNL     1      -0.318  -2.039  -1.996  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   38   39
CONECT    9   10   23   40
CONECT   10   11   11   41
CONECT   11   12   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

HMDB0004243
     RDKit          3D
12(S)-HPETE
 56 55  0  0  0  0  0  0  0  0999 V2000
   -9.3115   -0.4478   -0.7734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6229   -0.1400    0.5339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2143   -0.6934    0.5474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4584   -0.0507   -0.5940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0228   -0.5591   -0.6443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3017   -0.2602    0.6089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2236    0.4926    0.6366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5917    1.1293   -0.5150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1708    0.6118   -0.6566 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3656    0.9128    0.5517 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9862    0.8680    0.5129 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7513    1.1641    1.7031 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0548    1.1244    1.6935 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9062    0.7866    0.5219 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7011   -0.3826    0.8691 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0005   -0.3636    0.9029 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7625    0.8130    0.6038 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6356    0.7078   -0.6002 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6328   -0.3752   -0.6739 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0993   -1.7406   -0.8194 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9191   -1.9261   -1.1754 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8987   -2.8695   -0.5661 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1803   -0.7566   -0.8539 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6545   -1.1273   -1.9954 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4310    0.4711   -1.3993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7564   -1.2407   -1.3309 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3154   -0.8449   -0.5332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5331    0.9723    0.6867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1703   -0.5883    1.3884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1757   -1.7829    0.4957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7443   -0.2971    1.4921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8898   -0.2627   -1.5846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4218    1.0452   -0.4362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5716   -0.1566   -1.5418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0725   -1.6942   -0.6985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6823   -0.6887    1.5701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7370    0.6744    1.6108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0691    1.0030   -1.4893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5324    2.2603   -0.3852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7139    1.1369   -1.5119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7858    1.1807    1.5103 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3638    0.6021   -0.4579 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2447    1.4240    2.6191 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6415    1.3544    2.6138 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1907    0.4227   -0.2826 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3800    1.6460    0.0784 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1627   -1.3052    1.1077 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5903   -1.2594    1.2202 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2357    1.7814    0.5147 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5179    0.9762    1.4780 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9355    0.5391   -1.4923 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0775    1.7152   -0.8595 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2388   -0.1824   -1.6171 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4125   -0.3245    0.1284 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6988   -3.4560    0.2561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3180   -2.0393   -1.9958 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  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
  9 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
  8 39  1  0
  9 40  1  6
 10 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

Synonyms

Value	Source
(5Z,8Z,10E,14Z)-(12S)-12-Hydroperoxyeicosa-5,8,10,14-tetraenoate	ChEBI
(5Z,8Z,10E,14Z)-(12S)-12-Hydroperoxyicosa-5,8,10,14-tetraenoate	ChEBI
(5Z,8Z,10E,14Z)-(12S)-12-Hydroperoxyicosa-5,8,10,14-tetraenoic acid	ChEBI
12-HpETE	ChEBI
12-Hydroperoxyeicosatetraenoate	ChEBI
12-Hydroperoxyeicosatetraenoic acid	ChEBI
12-Hydroperoxyicosatetraenoate	ChEBI
12-Hydroperoxyicosatetraenoic acid	ChEBI
12-Oohete	ChEBI
Arachidonic acid omega-9 hydroperoxide	ChEBI
Omega-9 hpaa	ChEBI
Omega-9-hydroperoxyarachidonic acid	ChEBI
(5Z,8Z,10E,14Z)-(12S)-12-Hydroperoxyeicosa-5,8,10,14-tetraenoic acid	Generator
Arachidonate omega-9 hydroperoxide	Generator
Omega-9-hydroperoxyarachidonate	Generator
(5Z,8Z,10E,12S,14Z)-12-Hydroperoxyicosa-5,8,10,14-tetraenoic acid	HMDB
(5Z,8Z,10E,12S,14Z)-12-Hydroperoxyicosa-5,8,10,14-tetraenoate	HMDB
12-HPETE, (S-(e,e,e))-isomer	HMDB
12-L-Hydroperoxy-5,8,10,14-eicosatetraenoic acid	HMDB
12-Hydroperoxy-5,8,10,14-icosatetraenoic acid	HMDB
12-HPETE, (e,Z,Z,Z)-isomer	HMDB
12-HPETE, (S-(e,Z,Z,Z))-isomer	HMDB

Molecular Formula

C₂₀H₃₂O₄

Average Mass

336.4657

Monoisotopic Mass

336.230059512

IUPAC Name

(5Z,8Z,10E,12S,14Z)-12-hydroperoxyicosa-5,8,10,14-tetraenoic acid

Traditional Name

12-HpETE

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C20H32O4/c1-2-3-4-5-10-13-16-19(24-23)17-14-11-8-6-7-9-12-15-18-20(21)22/h7-11,13-14,17,19,23H,2-6,12,15-16,18H2,1H3,(H,21,22)/b9-7-,11-8-,13-10-,17-14+/t19-/m0/s1

InChI Key

ZIOZYRSDNLNNNJ-LQWMCKPYSA-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:15626 )
Hydroperoxy fatty acids (C05965 )
Hydroxy/hydroperoxyeicosatetraenoic acids (LMFA03060013 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0017 g/L	ALOGPS
logP	5.9	ALOGPS
logP	5.81	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	4.89	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	39.12 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

Spectra

Chromatographic Retention Times and Retention Indices

Retention Times

Not Available

Retention Indices

Not Available

Chromatographic Retention Times and Retention Indices

Retention Times

Not Available

Retention Indices

Not Available

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Blood
Feces
Platelet

Tissue Locations

Platelet

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0192586	Arachidonate 12-lipoxygenase, 12S-type	Unknown	P18054	Homo_sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	1	Human ; Human feces; Human feces; pleural fluid plaque; bal	Unknown

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified						HMDB
Human	Detected and Quantified	0.00145	0.0023	Adult (>18 years old)	Both	Normal	HMDB	21359215
Human Platelet	Detected but not Quantified			Not Specified	Not Specified	Normal	HMDB	34986597

External Links

HMDB ID

HMDB0004243

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023348

KNApSAcK ID

Not Available

Chemspider ID

4444415

KEGG Compound ID

C05965

BioCyc ID

Not Available

BiGG ID

44618

Wikipedia Link

Not Available

METLIN ID

7038

PubChem Compound

5280892

PDB ID

Not Available

ChEBI ID

15626

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Boutaud O, Aronoff DM, Richardson JH, Marnett LJ, Oates JA: Determinants of the cellular specificity of acetaminophen as an inhibitor of prostaglandin H(2) synthases. Proc Natl Acad Sci U S A. 2002 May 14;99(10):7130-5. doi: 10.1073/pnas.102588199. [PubMed:12011469 ]

Showing metabocard for 12(S)-HPETE (MMDBc0032015)

MOL for #<Metabolite:0x00007f1241240d88>

3D MOL for #<Metabolite:0x00007f1241240d88>

3D SDF for #<Metabolite:0x00007f1241240d88>

3D-SDF for #<Metabolite:0x00007f1241240d88>

PDB for #<Metabolite:0x00007f1241240d88>

3D PDB for #<Metabolite:0x00007f1241240d88>

SMILES for #<Metabolite:0x00007f1241240d88>

INCHI for #<Metabolite:0x00007f1241240d88>

Structure for #<Metabolite:0x00007f1241240d88>

3D Structure for #<Metabolite:0x00007f1241240d88>