CHEBI:75692 - (8R)-hydroxy-(11S,12S)-epoxyicosa-(5Z,9E,14Z)-trienoic acid

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ChEBI Name (8R)-hydroxy-(11S,12S)-epoxyicosa-(5Z,9E,14Z)-trienoic acid
ChEBI ID CHEBI:75692
ChEBI ASCII Name (8R)-hydroxy-(11S,12S)-epoxyicosa-(5Z,9E,14Z)-trienoic acid
Definition An epoxy(hydroxy)icosatrienoic acid consisting of (5Z,9E,14Z)-icosa-5,9,14-trienoic acid having additional (8R)-hydroxy- and (11S,12S)-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/c1-2-3-4-5-6-10-13-18-19(24-18)16-15-17(21)12-9-7-8-11-14-20(22)23/h6-7,9-10,15-19,21H,2-5,8,11-14H2,1H3,(H,22,23)/b9-7-,10-6-,16-15+/t17-,18+,19+/m1/s1
InChIKey SGTUOBURCVMACZ-MEVKQHDMSA-N
SMILES CCCCC\C=C/C[C@@H]1O[C@H]1\C=C\[C@H](O)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 (8R)-hydroxy-(11S,12S)-epoxyicosa-(5Z,9E,14Z)-trienoic acid (CHEBI:75692) has functional parent (5Z,9E,14Z)-icosa-5,9,14-trienoic acid (CHEBI:36037)
(8R)-hydroxy-(11S,12S)-epoxyicosa-(5Z,9E,14Z)-trienoic acid (CHEBI:75692) is a epoxy(hydroxy)icosatrienoic acid (CHEBI:138138)
(8R)-hydroxy-(11S,12S)-epoxyicosa-(5Z,9E,14Z)-trienoic acid (CHEBI:75692) is conjugate acid of (8R)-hydroxy-(11S,12S)-epoxyicosa-(5Z,9E,14Z)-trienoate (CHEBI:75233)
Incoming (8R)-hydroxy-(11S,12S)-epoxyicosa-(5Z,9E,14Z)-trienoate (CHEBI:75233) is conjugate base of (8R)-hydroxy-(11S,12S)-epoxyicosa-(5Z,9E,14Z)-trienoic acid (CHEBI:75692)
IUPAC Name
(5Z,8R,9E)-8-hydroxy-10-{(2S,3S)-3-[(2Z)-oct-2-en-1-yl]oxiran-2-yl}deca-5,9-dienoic acid
Synonym Source
(8R)-hydroxy-(11S,12S)-epoxyeicosa-(5Z,9E,14Z)-trienoic acid ChEBI
Registry Number Type Source
3594945 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
12881489 PubMed citation Europe PMC
Last Modified
10 November 2017