NP-MRD: Showing NP-Card for 15s-hete (NP0318950)

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Record Information

Version

2.0

Created at

2022-09-11 19:44:14 UTC

Updated at

2022-09-11 19:44:14 UTC

NP-MRD ID

NP0318950

Secondary Accession Numbers

None

Natural Product Identification

Common Name

15s-hete

Description

15-HETE, also known as 15S-hete or icomucret, belongs to the class of organic compounds known as hydroxyeicosatetraenoic acids. These are eicosanoic acids with an attached hydroxyl group and four CC double bonds. Thus, 15-HETE is considered to be an eicosanoid lipid molecule. An optically active form of 15-HETE having 15(S)-configuration. 15-HETE is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 15-HETE exists in all living organisms, ranging from bacteria to humans. 15s-hete is found in Mus musculus. 15s-hete was first documented in 2001 (PMID: 11212240). 15-HETE, with regard to humans, has been linked to the inborn metabolic disorder peroxisomal biogenesis defect (PMID: 15964853) (PMID: 15613483).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 55 54  0  0  0  0  0  0  0  0999 V2000
   -5.2960    1.4197    0.6083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1430    0.7421   -0.4465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7674   -0.5140    0.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9336   -1.6166    0.5079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9494   -2.2806   -0.3493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8126   -1.5218   -0.9136 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0543   -2.4832   -1.6689 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9641   -1.0286    0.1809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0804   -0.0565   -0.0402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2423    0.4330    1.0340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3663    1.3980    0.8208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0865    2.0886   -0.3687 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0749    2.1740   -1.1452 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1976    1.5867   -0.9745 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4621    0.6914    0.0982 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8379   -0.6299   -0.5424 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9730   -1.2021   -0.3455 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0465   -0.7011    0.4919 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3045   -0.4883   -0.3863 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3980    0.0329    0.5197 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6291    0.2560   -0.2660 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6388    0.0126   -1.4897 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7540    0.7297    0.3553 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4394    1.9447    0.1560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9025    2.1873    1.1280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9653    0.6829    1.3805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0389    1.4576   -0.6308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6197    0.7573   -1.3959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5506   -0.2065    0.7905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4198   -0.9006   -0.8219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6698   -2.4380    0.8344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4439   -1.3604    1.5026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4361   -2.8691   -1.1928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4851   -3.1176    0.2794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0478   -0.7646   -1.6606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1012   -2.2339   -1.5652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0406   -1.4395    1.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0421    0.3129   -1.0384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3555   -0.0218    2.0338 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1762    1.6921    1.7494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9563    1.8805   -1.0931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3872    3.2057   -0.1346 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0087    2.8542   -2.0427 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0596    1.7450   -1.6746 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7908    0.4155    0.8752 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3807    1.0435    0.6140 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0664   -1.0811   -1.2001 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1391   -2.1718   -0.8702 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9323    0.2227    1.0373 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3303   -1.5397    1.2242 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0655    0.2247   -1.1928 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6062   -1.4497   -0.8285 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0966    0.9668    1.0287 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5636   -0.7144    1.3248 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0653    1.6730    0.1894 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  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 23  1  0
 21 22  2  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  6
  7 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  0
 11 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  0
 14 44  1  0
 15 45  1  0
 15 46  1  0
 16 47  1  0
 17 48  1  0
 18 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 23 55  1  0
M  END


  Mrv1652310111917212D          

 23 22  0  0  0  0            999 V2000
10009.684010006.8460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10008.968610006.4340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10008.255210006.8460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10007.428510006.8460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.715110006.4340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.000110006.8460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.174810006.8460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.460110006.4340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.745610006.8460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.920210006.8460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.205610006.4340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.491110006.8460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.776410006.4340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.061610006.8460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.344910006.4340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.061610007.6707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10010.399510006.4340    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10011.112810006.8460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10011.828210006.4340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10012.541610006.8460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10013.257110006.4340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10013.974510006.8460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10010.399510005.6088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1 17  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 17 18  1  0  0  0  0
 17 23  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0318950

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C20H32O3/c1-2-3-13-16-19(21)17-14-11-9-7-5-4-6-8-10-12-15-18-20(22)23/h4-5,8-11,14,17,19,21H,2-3,6-7,12-13,15-16,18H2,1H3,(H,22,23)/b5-4-,10-8-,11-9-,17-14+/t19-/m0/s1

> <INCHI_KEY>
JSFATNQSLKRBCI-VAEKSGALSA-N

> <FORMULA>
C20H32O3

> <MOLECULAR_WEIGHT>
320.4663

> <EXACT_MASS>
320.23514489

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
38.149109802165796

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5Z,8Z,11Z,13E,15S)-15-hydroxyicosa-5,8,11,13-tetraenoic acid

> <ALOGPS_LOGP>
5.82

> <JCHEM_LOGP>
5.356359744

> <ALOGPS_LOGS>
-5.22

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
17.795677863984817

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.819772015121311

> <JCHEM_PKA_STRONGEST_BASIC>
-1.5759706768920925

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
101.46950000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.95e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
15 hete

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-OCT-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-OCT-19         0                                  
HETATM    1  C   UNK     0    8684.7438679.446   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8683.4088678.677   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8682.0768679.446   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8680.5338679.446   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8679.2028678.677   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8677.8678679.446   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8676.3268679.446   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8674.9928678.677   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8673.6588679.446   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8672.1188679.446   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8670.7848678.677   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8669.4508679.446   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8668.1168678.677   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8666.7828679.446   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0    8665.4448678.677   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0    8666.7828680.985   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0    8686.0798678.677   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8687.4118679.446   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8688.7468678.677   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8690.0788679.446   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8691.4138678.677   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8692.7528679.446   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0    8686.0798677.136   0.000  0.00  0.00           O+0
CONECT    1    2   17                                                       
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    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17    1   18   23                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21                                                            
CONECT   23   17                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   44    0
END

View in JSmol

Synonyms

Value	Source
(15S)-15-Hydroxy-5,8,11-cis-13-trans-eicosatetraenoate	ChEBI
(15S)-15-Hydroxy-5,8,11-cis-13-trans-icosatetraenoate	ChEBI
(15S)-Hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoic acid	ChEBI
(15S)-Hydroxyeicosa-(5Z,8Z,11Z,13E)-tetraenoic acid	ChEBI
(5Z,8Z,11Z,13E)-(15S)-15-Hydroxyicosa-5,8,11,13-tetraenoic acid	ChEBI
(5Z,8Z,11Z,13E,15S)-15-Hydroxy-5,8,11,13-eicosatetraenoic acid	ChEBI
(5Z,8Z,11Z,13E,15S)-15-Hydroxyeicosa-5,8,11,13-tetraenoic acid	ChEBI
15(S)-Hydroxyeicosatetraenoic acid	ChEBI
15S-HETE	ChEBI
Icomucret	ChEBI
15(S)-HETE	Kegg
(15S)-15-Hydroxy-5,8,11-cis-13-trans-eicosatetraenoic acid	Generator
(15S)-15-Hydroxy-5,8,11-cis-13-trans-icosatetraenoic acid	Generator
(15S)-Hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate	Generator
(15S)-Hydroxyeicosa-(5Z,8Z,11Z,13E)-tetraenoate	Generator
(5Z,8Z,11Z,13E)-(15S)-15-Hydroxyicosa-5,8,11,13-tetraenoate	Generator
(5Z,8Z,11Z,13E,15S)-15-Hydroxy-5,8,11,13-eicosatetraenoate	Generator
(5Z,8Z,11Z,13E,15S)-15-Hydroxyeicosa-5,8,11,13-tetraenoate	Generator
15(S)-Hydroxyeicosatetraenoate	Generator
15-Hydroxy-5,8,11,13-eicosatetraenoic acid	HMDB
15-Hydroxy-5,8,11,13-eicosatetraenoic acid, (S-(e,Z,Z,Z))-isomer	HMDB
(15S)-15-Hydroxy-5,8,11-cis-13-trans-eicosic acid	HMDB
(15S,5Z,8Z,11Z,13E)-15-Hydroxyeicosatetraenoate	HMDB
(15S,5Z,8Z,11Z,13E)-15-Hydroxyeicosatetraenoic acid	HMDB
(S)-15-HETE	HMDB
15 Hete	HMDB
15(S)-Hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoate	HMDB
15(S)-Hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoic acid	HMDB
15S-Hydroxy-5Z,8Z,11Z,13E-eicosatetraenoate	HMDB
15S-Hydroxy-5Z,8Z,11Z,13E-eicosatetraenoic acid	HMDB
(5Z,8Z,11Z,13E,15S)-15-Hydroxyeicosatetraenoic acid	HMDB
15(S)-Hydroxy-5,8,11-cis-13-trans-eicosatetraenoic acid	HMDB
15(S)-Hydroxy-5Z,8Z,11Z,13E-eicosatetraenoic acid	HMDB
15-Hydroxyeicosatetraenoic acid	HMDB
15S-Hydroxy-5,8,11,13-(Z,Z,Z,e)-eicosatetraenoic acid	HMDB
FA(20:4(5Z,8Z,11Z,13E,15-OH))	HMDB
FA(20:4(5Z,8Z,11Z,13E,15S-OH))	HMDB
15-HETE	HMDB, MeSH

Chemical Formula

C₂₀H₃₂O₃

Average Mass

320.4663 Da

Monoisotopic Mass

320.23514 Da

IUPAC Name

(5Z,8Z,11Z,13E,15S)-15-hydroxyicosa-5,8,11,13-tetraenoic acid

Traditional Name

15 hete

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C20H32O3/c1-2-3-13-16-19(21)17-14-11-9-7-5-4-6-8-10-12-15-18-20(22)23/h4-5,8-11,14,17,19,21H,2-3,6-7,12-13,15-16,18H2,1H3,(H,22,23)/b5-4-,10-8-,11-9-,17-14+/t19-/m0/s1

InChI Key

JSFATNQSLKRBCI-VAEKSGALSA-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
Mus musculus	LOTUS Database	35616633

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Eicosanoids

Direct Parent

Hydroxyeicosatetraenoic acids

Alternative Parents

Substituents

Hydroxyeicosatetraenoic acid
Long-chain fatty acid
Hydroxy fatty acid
Fatty acid
Unsaturated fatty acid
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxide
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

(5Z,8Z,11Z,13E)-15-HETE (CHEBI:15558 )
Hydroxy/hydroperoxyeicosatetraenoic acids (C04742 )
Hydroxy/hydroperoxyeicosatetraenoic acids (LMFA03060001 )

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	5.82	ALOGPS
logP	5.36	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	4.82	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	101.47 m³·mol⁻¹	ChemAxon
Polarizability	38.15 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0003876

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB023242

KNApSAcK ID

Not Available

Chemspider ID

4444307

KEGG Compound ID

C04742

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5280724

PDB ID

Not Available

ChEBI ID

15558

Good Scents ID

Not Available

References

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. doi: 10.1074/jbc.M504178200. Epub 2005 Jun 17. [PubMed:15964853 ]
Shappell SB, Gupta RA, Manning S, Whitehead R, Boeglin WE, Schneider C, Case T, Price J, Jack GS, Wheeler TM, Matusik RJ, Brash AR, Dubois RN: 15S-Hydroxyeicosatetraenoic acid activates peroxisome proliferator-activated receptor gamma and inhibits proliferation in PC3 prostate carcinoma cells. Cancer Res. 2001 Jan 15;61(2):497-503. [PubMed:11212240 ]
Sharma GD, Ottino P, Bazan NG, Bazan HE: Epidermal and hepatocyte growth factors, but not keratinocyte growth factor, modulate protein kinase Calpha translocation to the plasma membrane through 15(S)-hydroxyeicosatetraenoic acid synthesis. J Biol Chem. 2005 Mar 4;280(9):7917-24. doi: 10.1074/jbc.M408852200. Epub 2004 Dec 21. [PubMed:15613483 ]
LOTUS database [Link]

Showing NP-Card for 15s-hete (NP0318950)

MOL for NP0318950 (15s-hete)

3D MOL for NP0318950 (15s-hete)

3D SDF for NP0318950 (15s-hete)

3D-SDF for NP0318950 (15s-hete)

PDB for NP0318950 (15s-hete)

3D PDB for NP0318950 (15s-hete)

SMILES for NP0318950 (15s-hete)

INCHI for NP0318950 (15s-hete)

Structure for NP0318950 (15s-hete)

3D Structure for NP0318950 (15s-hete)