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CHEBI:138646 - 7S(8)-epoxy-17(S)-hydroxydocosahexaenoic acid

Default Structure
ChEBI IDCHEBI:138646
ChEBI Name7S(8)-epoxy-17(S)-hydroxydocosahexaenoic acid
Stars
ASCII Name7S(8)-epoxy-17(S)-hydroxydocosahexaenoic acid
DefinitionA (4Z,9E,11E,13Z,15E,17S,19Z)-7,8-epoxy-17-hydroxydocosahexaenoic acid in which the epoxy group between positions 7 and 8 has S,S-configuration. It is a metabolite of docosahexaenoic acid which is converted to 17(S)-RvD1 or 17(S)-RvD2.
Last Modified17 April 2026
SubmitterBijay
DownloadsMolfile
FormulaC22H30O4
Net Charge0
Average Mass358.478
Monoisotopic Mass358.21441
SMILESCC/C=C\C[C@H](O)/C=C/C=C\C=C\C=C\[C@@H]1O[C@H]1C/C=C\CCC(=O)O
InChIInChI=1S/C22H30O4/c1-2-3-9-14-19(23)15-10-6-4-5-7-11-16-20-21(26-20)17-12-8-13-18-22(24)25/h3-12,15-16,19-21,23H,2,13-14,17-18H2,1H3,(H,24,25)/b6-4-,7-5+,9-3-,12-8-,15-10+,16-11+/t19-,20-,21-/m0/s1
InChIKeyBOFBVWROGCPAFH-LDOXQWQISA-N
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
ChEBI Ontology
Outgoing Relation(s)
7S(8)-epoxy-17(S)-hydroxydocosahexaenoic acid (CHEBI:138646) is a (4Z,9E,11E,13Z,15E,17S,19Z)-7,8-epoxy-17-hydroxydocosahexaenoic acid (CHEBI:134608)
7S(8)-epoxy-17(S)-hydroxydocosahexaenoic acid (CHEBI:138646) is conjugate acid of 7S(8)-epoxy-17(S)-hydroxydocosahexaenoate (CHEBI:747581)
Incoming Relation(s)
7S(8)-epoxy-17(S)-hydroxydocosahexaenoate (CHEBI:747581) is conjugate base of 7S(8)-epoxy-17(S)-hydroxydocosahexaenoic acid (CHEBI:138646)
IUPAC Name 
(4Z)-6-{(2S,3S)-3-[(1E,3E,5Z,7E,9S,11Z)-9-hydroxytetradeca-1,3,5,7,11-pentaen-1-yl]oxiran-2-yl}hex-4-enoic acid
Synonyms  Source
7,8(S,S)-epoxy-17(S)-hydroxy-4(Z),9(E),11(E),13(Z),15(E),19(Z)-docosahexaenoic acidChEBI
7S(8)-epoxy-17(S)-HDHASUBMITTER
7S(8)-epoxy-17S-hydroxydocosahexaenoic acidChEBI
7S,8S-epoxy-17S-HDHALIPID MAPS
7S,8S-epoxy-17S-hydroxy-4Z,9E,11E,13Z,15E,19Z-docosahexaenoic acidLIPID MAPS
Manual XrefsDatabases
LMFA04000070LIPID MAPS
Citations