14(R),15(S)-Epoxy-(5Z,8Z,11Z)-eicosatrienoic acid

HCID 1431
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Basic information

CAS
105304-92-5
Standard SMILES
CCCCCC1OC1CC=CCC=CCC=CCCCC(=O)O
InChIKey
JBSCUHKPLGKXKH-UHFFFAOYSA-N
Molecular formula
C20H32O3
Average molar mass
320.5 g/mol
Monoisotopic mass
320.23514488

Overview

14,15-Epoxy-5,8,11-eicosatrienoic acid is a long-chain fatty acid.

Names & identifiers

Preferred name
14(R),15(S)-Epoxy-(5Z,8Z,11Z)-eicosatrienoic acid
IUPAC
13-(3-pentyloxiran-2-yl)trideca-5,8,11-trienoic acid
English name
14(R),15(S)-Epoxy-(5Z,8Z,11Z)-eicosatrienoic acid
Molecular formula
C20H32O3
Molecular weight
320.47

Names & synonyms

14(R),15(S)-Epoxy-(5Z,8Z,11Z)-eicosatrienoic acid105304-92-5RefChem:437437631-283-481276-03-113-(3-pentyloxiran-2-yl)trideca-5,8,11-trienoic acid14,15-epoxyeicosatrienoic acid197508-62-614(15)-EpETrE98103-48-1(+/-)14,15-EET14(15)-Epoxy-5Z,8Z,11Z-eicosatrienoic acid
Show more names
14[R],15[S]-EET14(R),15(S)-epoxy-(5Z,8Z,11Z)-*eicosatrienoic aci
CBiol_001861KBioGR_000055KBioSS_000055orb1941320SCHEMBL15323230KBio2_000055KBio2_002623KBio2_005191

Database identifiers

CAS
105304-92-5、81276-03-1
PubChem CID
1431
DTXSID
DTXSID60868608
ChEBI
CHEBI:171866
EC Number
631-283-4

Properties

Computed structural properties

XLogP
5.3
Topological polar surface area
49.8 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
3
Rotatable bonds
14
Heavy atoms
23

Physicochemical properties

storage temp.
20 °C · −20°C
solubility
Ethanol: Soluble
Symbol(GHS)
7 · GHS07
Signal word
Warning
Hazard statements
335 · H335-H315-H319
Precautionary statements
264 · P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 38 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

wgk
3
risk_code
11-36/37/38
Signal word
Warning
Symbol(GHS)
GHS07
hazard_code
F,Xi
safety_code
16-26-36

Chemistry & industry

Applications · 1 item

Uses14S(15R)-EET is an endogenous epoxytrienoic acid derivative that mainly exists in rat organs. By studying its metabolic process, it was found that its stereoselective hydration and formation of chiral diols were significantly affected by epoxidase. Different 14,15-EET enantiomers showed different regions and stereochemistry of hydration reactions, among which 14(R),15(S)-EET showed specific hydration for C15. These findings reveal the important role of epoxidase in the metabolism of endogenous EETs, and the differences in enzyme affinity and reaction rate for individual EET enantiomers may lead to their stereoselective metabolism[1].

Suppliers2 total

ChemeGen 中国18818260767 · [email protected]
DAYANG CHEM (HANGZHOU) CO.,LTD+86-88938639 +86-17705817739 · [email protected]

Additional notes

DefinitionChEBI: 14,15-Epoxy-5,8,11-eicosatrienoic acid is a long-chain fatty acid.

Related reactions

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Compound notes

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