CHEBI:132219 - 5(S),6(S)-epoxy-18(R)-hydroxy-(7E,9E,11Z,14Z,16E)-icosapentaenoate

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name 5(S),6(S)-epoxy-18(R)-hydroxy-(7E,9E,11Z,14Z,16E)-icosapentaenoate
ChEBI ID CHEBI:132219
ChEBI ASCII Name 5(S),6(S)-epoxy-18(R)-hydroxy-(7E,9E,11Z,14Z,16E)-icosapentaenoate
Definition An epoxy hydroxyeicosapentaenoate anion arising from deprotonation of the carboxylic acid function of 5(S),6(S)-epoxy-18(R)-hydroxy-(7E,9E,11Z,14Z,16E)-eicosapentaenoic acid; major species at pH 7.3.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Nevila Nouspikel
Supplier Information No supplier information found for this compound.
Download Molfile XML SDF
Formula C20H27O4
Net Charge -1
Average Mass 331.427
Monoisotopic Mass 331.19148
InChI InChI=1S/C20H28O4/c1-2-17(21)13-10-8-6-4-3-5-7-9-11-14-18-19(24-18)15-12-16-20(22)23/h3,5-11,13-14,17-19,21H,2,4,12,15-16H2,1H3,(H,22,23)/p-1/b5-3-,8-6-,9-7+,13-10+,14-11+/t17-,18+,19+/m1/s1
InChIKey ZPAJZAMPZXISSE-SIPVSCHGSA-M
SMILES [C@H]1(CCCC([O-])=O)[C@H](/C=C/C=C/C=C\C/C=C\C=C\[C@@H](CC)O)O1
ChEBI Ontology
Outgoing 5(S),6(S)-epoxy-18(R)-hydroxy-(7E,9E,11Z,14Z,16E)-icosapentaenoate (CHEBI:132219) is a 5(S),6(S)-epoxy-18-hydroxy-(7E,9E,11Z,14Z,16E)-icosapentaenoate (CHEBI:133812)
5(S),6(S)-epoxy-18(R)-hydroxy-(7E,9E,11Z,14Z,16E)-icosapentaenoate (CHEBI:132219) is a hydroxy polyunsaturated fatty acid anion (CHEBI:131871)
5(S),6(S)-epoxy-18(R)-hydroxy-(7E,9E,11Z,14Z,16E)-icosapentaenoate (CHEBI:132219) is a icosanoid anion (CHEBI:62937)
5(S),6(S)-epoxy-18(R)-hydroxy-(7E,9E,11Z,14Z,16E)-icosapentaenoate (CHEBI:132219) is a long-chain fatty acid anion (CHEBI:57560)
5(S),6(S)-epoxy-18(R)-hydroxy-(7E,9E,11Z,14Z,16E)-icosapentaenoate (CHEBI:132219) is conjugate base of 5(S),6(S)-epoxy-18(R)-hydroxy-(7E,9E,11Z,14Z,16E)-icosapentaenoic acid (CHEBI:132909)
Incoming 5(S),6(S)-epoxy-18(R)-hydroxy-(7E,9E,11Z,14Z,16E)-icosapentaenoic acid (CHEBI:132909) is conjugate acid of 5(S),6(S)-epoxy-18(R)-hydroxy-(7E,9E,11Z,14Z,16E)-icosapentaenoate (CHEBI:132219)
IUPAC Name
4-{(2S,3S)-3-[(1E,3E,5Z,8Z,10E,12R)-12-hydroxytetradeca-1,3,5,8,10-pentaen-1-yl]oxiran-2-yl}butanoate
Synonyms Sources
(5S,6S)-epoxy-(18R)-hydroxy-(7E,9E,11Z,14Z,16E)-eicosapentaenoate UniProt
(5S,6S)-epoxy-(18R)-hydroxy-(7E,9E,11Z,14Z,16E)-eicosapentaenoate ChEBI
(5S,6S)-epoxy-(18R)-hydroxy-(7E,9E,11Z,14Z,16E)-icosapentaenoate ChEBI
18(R)-hydroxy-5(S),6(S)-EpEPE(1−) ChEBI
5(S),6(S)-epoxy-18(R)-HEPE(1−) SUBMITTER
Citation
Last Modified
18 October 2016