NP-MRD: Showing NP-Card for 8(S)-HPETE (NP0087201)

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Record Information

Version

2.0

Created at

2022-05-11 16:42:54 UTC

Updated at

2022-05-11 16:42:55 UTC

NP-MRD ID

NP0087201

Secondary Accession Numbers

None

Natural Product Identification

Common Name

8(S)-HPETE

Description

8(S)-HPETE 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. 8(S)-HPETE is an extremely weak basic (essentially neutral) compound (based on its pKa). In humans, 8(S)-hpete is involved in mefenamic acid action pathway.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652305221921052D          

 33 32  0  0  1  0            999 V2000
   -8.7651    4.8395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0506    4.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0506    3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3362    3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3362    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6217    1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6217    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9072    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1927    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4783    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7638    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0493    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3349    1.1270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6664    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204    2.3645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3349    1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9072    2.3645    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3362    0.7145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1927    1.9520    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4783   -0.1105    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914   -0.1105    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7638    1.9520    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059    1.9520    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0493   -0.1105    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3349    0.3020    0.0000 H   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
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  2  0  0  0  0
 12 11  1  0  0  0  0
 13 10  1  0  0  0  0
 14 11  2  0  0  0  0
 15 12  1  0  0  0  0
 16 13  2  0  0  0  0
 17 14  1  0  0  0  0
 18 15  1  0  0  0  0
 19 16  1  0  0  0  0
 19 17  1  0  0  0  0
 20 18  1  0  0  0  0
 21 20  2  0  0  0  0
 22 20  1  0  0  0  0
 19 24  1  6  0  0  0
 24 23  1  0  0  0  0
 25  6  1  0  0  0  0
  7 26  1  4  0  0  0
 27  9  1  0  0  0  0
 10 28  1  4  0  0  0
 29 11  1  0  0  0  0
 30 13  1  0  0  0  0
 14 31  1  4  0  0  0
 32 16  1  0  0  0  0
 19 33  1  6  0  0  0
M  END

     RDKit          3D

 56 55  0  0  0  0  0  0  0  0999 V2000
    7.7823   -2.3751    1.2704 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6813   -0.8682    1.2385 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2971   -0.4524    1.6166 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2328   -0.9944    0.7228 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4232   -0.5420   -0.6893 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3993    0.9377   -0.8055 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5414    1.6251   -1.5228 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4668    1.0556   -2.3263 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1778    1.6118   -1.7890 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2948    0.7586   -1.3295 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0352    1.2742   -0.8023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8789    0.4568   -0.3312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1362    0.9956    0.1931 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0862   -0.0892    0.6627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3408    0.5020    1.1819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5551    0.3032    0.7371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9469   -0.5625   -0.3913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8851   -1.6460    0.0724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1376   -1.1258    0.6689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9200   -0.3293   -0.2818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5893   -0.1530   -1.4757 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1158    0.2977    0.1019 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7870    1.8733   -0.6484 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9088    3.0784   -0.1339 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8609   -2.6210    1.3884 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1606   -2.7970    2.0740 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4567   -2.8045    0.2787 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9490   -0.4792    0.2566 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3649   -0.4836    2.0402 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0716   -0.7784    2.6578 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1898    0.6570    1.6340 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2495   -0.6908    1.1403 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2080   -2.1114    0.7126 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4653   -0.8433   -1.0101 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7685   -1.0564   -1.4046 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1684    1.4991   -0.2406 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6258    2.7228   -1.5295 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4338   -0.0360   -2.3921 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4826    1.4086   -3.3908 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9637    2.6609   -1.7709 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4838   -0.3232   -1.3342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1763    2.3330   -0.7866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7345   -0.6360   -0.3145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8775    1.5812    1.1244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3004   -0.8253   -0.0935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6197   -0.6519    1.5198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2442    1.1968    2.0513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3789    0.8293    1.2387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0774   -1.1192   -0.8516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3396    0.0294   -1.2557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3126   -2.2646    0.8098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0545   -2.3125   -0.8049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7250   -2.0049    1.0407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8875   -0.4553    1.5328 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1493    1.3051   -0.0804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0695    3.4391    0.2068 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 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 22  1  0
 20 21  2  0
 13 23  1  0
 23 24  1  0
  6 36  1  0
  5 34  1  0
  5 35  1  0
  4 32  1  0
  4 33  1  0
  3 30  1  0
  3 31  1  0
  2 28  1  0
  2 29  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  0
 11 42  1  0
 12 43  1  0
 13 44  1  1
 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


  Mrv1652305221921052D          

 33 32  0  0  1  0            999 V2000
   -8.7651    4.8395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0506    4.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0506    3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3362    3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3362    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6217    1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6217    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9072    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1927    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4783    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7638    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0493    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3349    1.1270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6664    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204    2.3645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3349    1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9072    2.3645    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3362    0.7145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1927    1.9520    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4783   -0.1105    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914   -0.1105    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7638    1.9520    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059    1.9520    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0493   -0.1105    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3349    0.3020    0.0000 H   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
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  2  0  0  0  0
 12 11  1  0  0  0  0
 13 10  1  0  0  0  0
 14 11  2  0  0  0  0
 15 12  1  0  0  0  0
 16 13  2  0  0  0  0
 17 14  1  0  0  0  0
 18 15  1  0  0  0  0
 19 16  1  0  0  0  0
 19 17  1  0  0  0  0
 20 18  1  0  0  0  0
 21 20  2  0  0  0  0
 22 20  1  0  0  0  0
 19 24  1  6  0  0  0
 24 23  1  0  0  0  0
 25  6  1  0  0  0  0
  7 26  1  4  0  0  0
 27  9  1  0  0  0  0
 10 28  1  4  0  0  0
 29 11  1  0  0  0  0
 30 13  1  0  0  0  0
 14 31  1  4  0  0  0
 32 16  1  0  0  0  0
 19 33  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0087201

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C20H32O4/c1-2-3-4-5-6-7-8-9-10-13-16-19(24-23)17-14-11-12-15-18-20(21)22/h6-7,9-11,13-14,16,19,23H,2-5,8,12,15,17-18H2,1H3,(H,21,22)/b7-6?,10-9?,14-11?,16-13+/t19-/m1/s1

> <INCHI_KEY>
QQUFCXFFOZDXLA-XVZCTOAFSA-N

> <FORMULA>
C20H32O4

> <MOLECULAR_WEIGHT>
336.4657

> <EXACT_MASS>
336.230059512

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
40.03369399765103

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(8S,9E)-8-hydroperoxyicosa-5,9,11,14-tetraenoic acid

> <ALOGPS_LOGP>
5.91

> <JCHEM_LOGP>
5.805695121333333

> <ALOGPS_LOGS>
-5.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.71107422095279

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.390349853072395

> <JCHEM_PKA_STRONGEST_BASIC>
-4.237376144832223

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
102.81969999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.69e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(8S,9E)-8-hydroperoxyicosa-5,9,11,14-tetraenoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 22-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-MAY-19         0                                  
HETATM    1  C   UNK     0     -16.362   9.034   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -15.028   8.264   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -15.028   6.724   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -13.694   5.954   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -13.694   4.414   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -12.360   3.644   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -12.360   2.104   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -11.027   1.334   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -9.693   2.104   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -8.359   1.334   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.357   1.334   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.976   2.104   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -7.026   2.104   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.691   2.104   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.692   1.334   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.025   1.334   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.644   2.104   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.358   2.104   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.977   1.334   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       6.311   2.104   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       4.977  -0.206   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -3.025   4.414   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -4.358   3.644   0.000  0.00  0.00           O+0
HETATM   25  H   UNK     0     -11.027   4.414   0.000  0.00  0.00           H+0
HETATM   26  H   UNK     0     -13.694   1.334   0.000  0.00  0.00           H+0
HETATM   27  H   UNK     0      -9.693   3.644   0.000  0.00  0.00           H+0
HETATM   28  H   UNK     0      -8.359  -0.206   0.000  0.00  0.00           H+0
HETATM   29  H   UNK     0      -0.357  -0.206   0.000  0.00  0.00           H+0
HETATM   30  H   UNK     0      -7.026   3.644   0.000  0.00  0.00           H+0
HETATM   31  H   UNK     0      -1.691   3.644   0.000  0.00  0.00           H+0
HETATM   32  H   UNK     0      -5.692  -0.206   0.000  0.00  0.00           H+0
HETATM   33  H   UNK     0      -4.358   0.564   0.000  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   25                                                  
CONECT    7    6    8   26                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   27                                                  
CONECT   10    9   13   28                                                  
CONECT   11   12   14   29                                                  
CONECT   12   11   15                                                       
CONECT   13   10   16   30                                                  
CONECT   14   11   17   31                                                  
CONECT   15   12   18                                                       
CONECT   16   13   19   32                                                  
CONECT   17   14   19                                                       
CONECT   18   15   20                                                       
CONECT   19   16   17   24   33                                             
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   24                                                            
CONECT   24   19   23                                                       
CONECT   25    6                                                            
CONECT   26    7                                                            
CONECT   27    9                                                            
CONECT   28   10                                                            
CONECT   29   11                                                            
CONECT   30   13                                                            
CONECT   31   14                                                            
CONECT   32   16                                                            
CONECT   33   19                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   64    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₃₂O₄

Average Mass

336.4657 Da

Monoisotopic Mass

336.23006 Da

IUPAC Name

(8S,9E)-8-hydroperoxyicosa-5,9,11,14-tetraenoic acid

Traditional Name

(8S,9E)-8-hydroperoxyicosa-5,9,11,14-tetraenoic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C20H32O4/c1-2-3-4-5-6-7-8-9-10-13-16-19(24-23)17-14-11-12-15-18-20(21)22/h6-7,9-11,13-14,16,19,23H,2-5,8,12,15,17-18H2,1H3,(H,21,22)/b7-6?,10-9?,14-11?,16-13+/t19-/m1/s1

InChI Key

QQUFCXFFOZDXLA-XVZCTOAFSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

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
Alkyl hydroperoxide
Peroxol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	5.91	ALOGPS
logP	5.81	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	4.39	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	40.03 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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB023412

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 8(S)-HPETE (NP0087201)

MOL for NP0087201 (8(S)-HPETE)

3D MOL for NP0087201 (8(S)-HPETE)

3D SDF for NP0087201 (8(S)-HPETE)

3D-SDF for NP0087201 (8(S)-HPETE)

PDB for NP0087201 (8(S)-HPETE)

3D PDB for NP0087201 (8(S)-HPETE)

SMILES for NP0087201 (8(S)-HPETE)

INCHI for NP0087201 (8(S)-HPETE)

Structure for NP0087201 (8(S)-HPETE)

3D Structure for NP0087201 (8(S)-HPETE)