CHEBI:75700 - (13R)-hydroxy-(14S,15S)-epoxyicosa-(5Z,8Z,11Z)-trienoic acid

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ChEBI Name (13R)-hydroxy-(14S,15S)-epoxyicosa-(5Z,8Z,11Z)-trienoic acid
ChEBI ID CHEBI:75700
ChEBI ASCII Name (13R)-hydroxy-(14S,15S)-epoxyicosa-(5Z,8Z,11Z)-trienoic acid
Definition An epoxy(hydroxy)icosatrienoic acid consisting of (5Z,8Z,11Z)-icosa-5,9,14-trienoic acid having additional (13R)-hydroxy- and (14S,15S)-epoxy groups.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C20H32O4
Net Charge 0
Average Mass 336.46570
Monoisotopic Mass 336.23006
InChI InChI=1S/C20H32O4/c1-2-3-11-15-18-20(24-18)17(21)14-12-9-7-5-4-6-8-10-13-16-19(22)23/h5-8,12,14,17-18,20-21H,2-4,9-11,13,15-16H2,1H3,(H,22,23)/b7-5-,8-6-,14-12-/t17-,18+,20+/m1/s1
InChIKey FMRVHRPEVIVXKX-ZJIVTKJASA-N
SMILES CCCCC[C@@H]1O[C@H]1[C@H](O)\C=C/C\C=C/C\C=C/CCCC(O)=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
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ChEBI Ontology
Outgoing (13R)-hydroxy-(14S,15S)-epoxyicosa-(5Z,8Z,11Z)-trienoic acid (CHEBI:75700) has functional parent (5Z,8Z,11Z)-icosatrienoic acid (CHEBI:72865)
(13R)-hydroxy-(14S,15S)-epoxyicosa-(5Z,8Z,11Z)-trienoic acid (CHEBI:75700) is a epoxy(hydroxy)icosatrienoic acid (CHEBI:138138)
(13R)-hydroxy-(14S,15S)-epoxyicosa-(5Z,8Z,11Z)-trienoic acid (CHEBI:75700) is conjugate acid of (13R)-hydroxy-(14S,15S)-epoxyicosa-(5Z,8Z,11Z)-trienoate (CHEBI:75235)
Incoming (13R)-hydroxy-(14S,15S)-epoxyicosa-(5Z,8Z,11Z)-trienoate (CHEBI:75235) is conjugate base of (13R)-hydroxy-(14S,15S)-epoxyicosa-(5Z,8Z,11Z)-trienoic acid (CHEBI:75700)
IUPAC Name
(5Z,8Z,11Z,13R)-13-hydroxy-13-[(2S,3S)-3-pentyloxiran-2-yl]trideca-5,8,11-trienoic acid
Synonym Source
(13R)-hydroxy-(14S,15S)-epoxyeicosa-(5Z,8Z,11Z)-trienoic acid ChEBI
Registry Number Type Source
21166181 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
12881489 PubMed citation Europe PMC
Last Modified
10 November 2017