NP-MRD: Showing NP-Card for 12-hpete (NP0207760)

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Record Information

Version

2.0

Created at

2022-09-05 04:30:05 UTC

Updated at

2022-09-05 04:30:06 UTC

NP-MRD ID

NP0207760

Secondary Accession Numbers

None

Natural Product Identification

Common Name

12-hpete

Description

12(S)-HPETE, also known as 12-hpete or omega-9 hpaa, 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. Thus, 12(S)-hpete is considered to be an eicosanoid lipid molecule. The (S)-enantiomer of 12-HPETE. 12(S)-HPETE is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 12(S)-HPETE exists in all living organisms, ranging from bacteria to humans. 12-hpete is found in Hydra vulgaris and Mus musculus. 12-hpete was first documented in 2002 (PMID: 12011469). In humans, 12(S)-hpete is involved in mefenamic acid action pathway.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 56 55  0  0  0  0  0  0  0  0999 V2000
   -8.7931   -1.8427    0.7341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7616   -0.7930    1.1446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8273   -0.5605   -0.0377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7892    0.4825    0.3540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8900    0.6619   -0.8813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8467    1.6381   -0.6658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5778    1.3513   -0.7388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0914    0.0202   -1.0421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2136   -0.4763    0.1264 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1162    0.5551    0.1972 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0505    0.3635   -0.4605 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0833    1.3647   -0.3779 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2431    1.2589   -0.9834 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5653    0.0931   -1.7978 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6589   -0.7760   -1.4736 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4874   -0.7353   -0.4690 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4824    0.2467    0.6011 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7002    1.1068    0.7133 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9905    0.4571    1.0007 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4815   -0.5405    0.0564 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7730   -1.6918    0.5313 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6371   -0.2927   -1.2937 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9665   -0.4980    1.2705 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9216   -1.7062    1.7710 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3167   -2.4629   -0.0634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6815   -1.3602    0.2498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0891   -2.4616    1.5919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1869   -1.2540    1.9739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2309    0.1351    1.4735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2725   -1.4857   -0.2793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4197   -0.1925   -0.8958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2751    1.4132    0.6376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2333    0.1066    1.2188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6637   -0.2894   -1.3340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6112    1.1490   -1.6281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1122    2.6639   -0.4316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7873    2.1190   -0.5688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7586   -0.7384   -1.3943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3246    0.1489   -1.8719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7563   -1.4391   -0.1493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2186    1.4659    0.7652 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0812   -0.5598   -0.9944 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9493    2.2887    0.2088 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9860    2.0986   -0.8874 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8227    0.5655   -2.8374 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6284   -0.4661   -2.0934 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8724   -1.6488   -2.1730 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2931   -1.5359   -0.3995 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5425    0.7415    0.8596 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5973   -0.4384    1.5695 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7937    1.6471   -0.2782 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5359    1.9080    1.4831 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7763    1.2851    1.0026 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0534    0.0907    2.0753 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2098   -0.8562   -2.0187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5623   -2.3249    1.3628 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 23  1  0
 23 24  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 22  1  0
 20 21  2  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
 24 56  1  0
 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
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>
NP0207760

> <DATABASE_NAME>
NP-MRD

> <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

$$$$

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

View in JSmol

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

Chemical Formula

C₂₀H₃₂O₄

Average Mass

336.4657 Da

Monoisotopic Mass

336.23006 Da

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

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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Hydra vulgaris	LOTUS Database	35616633
Mus musculus	LOTUS Database	35616633

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 )

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	5.9	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

External Links

HMDB ID

HMDB0004243

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB 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

Good Scents ID

Not Available

References

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 ]
LOTUS database [Link]

Showing NP-Card for 12-hpete (NP0207760)

MOL for NP0207760 (12-hpete)

3D MOL for NP0207760 (12-hpete)

3D SDF for NP0207760 (12-hpete)

3D-SDF for NP0207760 (12-hpete)

PDB for NP0207760 (12-hpete)

3D PDB for NP0207760 (12-hpete)

SMILES for NP0207760 (12-hpete)

INCHI for NP0207760 (12-hpete)

Structure for NP0207760 (12-hpete)

3D Structure for NP0207760 (12-hpete)