110901-52-5

Basic information

• Product Name: 14(S),15(R)-epoxyeicosatrienoic acid methyl ester
• Synonyms: 14(S),15(R)-epoxyeicosatrienoic acid methyl ester
• CAS NO: 110901-52-5
• Molecular Weight: 334.499
• Mol File: 110901-52-5.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 14(S),15(R)-epoxyeicosatrienoic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 14(S),15(R)-epoxyeicosatrienoic acid methyl ester(110901-52-5)
• EPA Substance Registry System: 14(S),15(R)-epoxyeicosatrienoic acid methyl ester(110901-52-5)

Safety Data

• Hazardous Substances Data: 110901-52-5(Hazardous Substances Data)

Upstream product

• 110822-67-8 (S)-2-((S)-1-Chloro-hexyl)-oxirane 
• 506-32-1 all cis 5,8,11,14-eicosatetraenoic acid 
• 67-56-1 methanol 
• 105304-92-5 14(S),15(R)-Epoxyeicosatrienoic acid 
• 89461-83-6 methyl 13(R),14(R)-epoxy-15(S)-hydroxyeicosa-5(Z),8(Z),11(Z)-trienoate 
• 92081-42-0 (6Z,9Z,12Z)-(S)-15-((S)-1-Hydroxy-hexyl)-oxacyclopentadeca-6,9,12-trien-2-one 
• 92081-40-8 (5Z,8Z,11Z)-12-[(2R,3S)-3-((S)-1-Methanesulfonyloxy-hexyl)-oxiranyl]-dodeca-5,8,11-trienoic acid methyl ester 
• 186581-53-3 diazomethane 
• 97589-09-8 (2R,3R)-2,3-epoxy-1-octanol 
• 89410-74-2 (14S),(15S)-dihydroxyeicosatrienoic acid 

Downstream Products

• 5024-21-5 dimethyl tetradecanedioate 
• 358621-03-1 (5Z,8Z,11Z)-(14S,15S)-15-(2-Benzenesulfonyl-ethoxy)-14-(toluene-4-sulfonyloxy)-icosa-5,8,11-trienoic acid methyl ester 
• 90080-09-4 14(R),15(S)-epoxyeicosatrienoic acid methyl ester 
• 98103-48-1 14(R),15(S)-Epoxyeicosatrienoic acid 
• 358621-02-0 (5Z,8Z,11Z)-(14S,15S)-14-Hydroxy-15-(2-phenylsulfanyl-ethoxy)-icosa-5,8,11-trienoic acid methyl ester 
• 105304-92-5 14(S),15(R)-Epoxyeicosatrienoic acid 

Relevant articles and documents

-

-

Practical, enantiospecific syntheses of 14,15-EET and leukotoxin B (vernolic acid)

Cytochrome P450BM3 and its F87V mutant were exploited for a convenient, laboratory scale (1 mmol) preparation of 14(S),15(R)-epoxyeicosatrienoic acid [14(S),15(R)-EET] from arachidonic acid and (+)-leukotoxin B [(+)-12(S),13(R)-vernolic acid] from linoleic acid, respectively. Their enantiomers were accessed via a four-step chemical inversion.

ENANTIOSPECIFIC SYNTHESIS OF METHYL 11,12- AND 14,15-EPOXYEICOSATRIENOATE

The methyl esters of the cytochrome P-450 epoxygenase metabolites 11(S),12(R)- and 14(R),15(S)-epoxyeicosatrienoic acid and some analogues were prepared enantiospecifically from 15(S)-HETE derived precursors.