CHEBI:75696 - (10R)-hydroxy-(11S,12S)-epoxyicosa-(5Z,8Z,14Z)-trienoic acid

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name (10R)-hydroxy-(11S,12S)-epoxyicosa-(5Z,8Z,14Z)-trienoic acid
ChEBI ID CHEBI:75696
ChEBI ASCII Name (10R)-hydroxy-(11S,12S)-epoxyicosa-(5Z,8Z,14Z)-trienoic acid
Definition An epoxy(hydroxy)icosatrienoic acid consisting of (5Z,8Z,14Z)-icosa-5,9,14-trienoic acid having additional (10R)-hydroxy- and (11S,12S)-epoxy groups.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ChemicalBook:CB8855316, eMolecules:508553, ZINC000006845904
Download Molfile XML SDF
Formula C20H32O4
Net Charge 0
Average Mass 336.46570
Monoisotopic Mass 336.23006
InChI InChI=1S/C20H32O4/c1-2-3-4-5-9-12-15-18-20(24-18)17(21)14-11-8-6-7-10-13-16-19(22)23/h6-7,9,11-12,14,17-18,20-21H,2-5,8,10,13,15-16H2,1H3,(H,22,23)/b7-6-,12-9-,14-11-/t17-,18+,20+/m1/s1
InChIKey DWNBPRRXEVJMPO-OANGEUSWSA-N
SMILES CCCCC\C=C/C[C@@H]1O[C@H]1[C@H](O)\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 )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (10R)-hydroxy-(11S,12S)-epoxyicosa-(5Z,8Z,14Z)-trienoic acid (CHEBI:75696) has functional parent all-cis-icosa-5,8,14-trienoic acid (CHEBI:36202)
(10R)-hydroxy-(11S,12S)-epoxyicosa-(5Z,8Z,14Z)-trienoic acid (CHEBI:75696) is a epoxy(hydroxy)icosatrienoic acid (CHEBI:138138)
(10R)-hydroxy-(11S,12S)-epoxyicosa-(5Z,8Z,14Z)-trienoic acid (CHEBI:75696) is conjugate acid of (10R)-hydroxy-(11S,12S)-epoxyicosa-(5Z,8Z,14Z)-trienoate (CHEBI:75234)
Incoming (10R)-hydroxy-(11S,12S)-epoxyicosa-(5Z,8Z,14Z)-trienoate (CHEBI:75234) is conjugate base of (10R)-hydroxy-(11S,12S)-epoxyicosa-(5Z,8Z,14Z)-trienoic acid (CHEBI:75696)
IUPAC Name
(5Z,8Z,10R)-10-hydroxy-10-{(2S,3S)-3-[(2Z)-oct-2-en-1-yl]oxiran-2-yl}deca-5,8-dienoic acid
Synonym Source
(10R)-hydroxy-(11S,12S)-epoxyeicosa-(5Z,8Z,14Z)-trienoic acid ChEBI
Registry Number Type Source
6179789 Reaxys Registry Number Reaxys
Citation Type Source
12881489 PubMed citation Europe PMC
Last Modified
10 November 2017