CHEBI:132909 - 5(S),6(S)-epoxy-18(R)-hydroxy-(7E,9E,11Z,14Z,16E)-icosapentaenoic acid

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ChEBI Name 5(S),6(S)-epoxy-18(R)-hydroxy-(7E,9E,11Z,14Z,16E)-icosapentaenoic acid ChEBI ID CHEBI:132909 ChEBI ASCII Name 5(S),6(S)-epoxy-18(R)-hydroxy-(7E,9E,11Z,14Z,16E)-icosapentaenoic acid Definition A polyunsaturated fatty acid consisting of (7E,9E,11Z,14Z,16E)-icosapentaenoic acid carrying additional (18R)-hydroxy and (5S,6S)-epoxy groups. Stars This entity has been manually annotated by the ChEBI Team. Supplier Information Download Molfile XML SDF Find compounds which contain this structure Find compounds which resemble this structure Take structure to the Advanced Search Formula C20H28O4 Net Charge 0 Average Mass 332.435 Monoisotopic Mass 332.19876 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)/b5-3-,8-6-,9-7+,13-10+,14-11+/t17-,18+,19+/m1/s1 InChIKey ZPAJZAMPZXISSE-SIPVSCHGSA-N 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 Metabolite of Species Details Homo sapiens (NCBI:txid9606) See: PubMed Roles Classification Chemical Role(s): Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Bronsted base). (via oxoacid ) Biological Role(s): human blood serum metabolite Any metabolite (endogenous or exogenous) found in human blood serum samples. human xenobiotic metabolite Any human metabolite produced by metabolism of a xenobiotic compound in humans. View more via ChEBI Ontology ChEBI Ontology Outgoing 5(S),6(S)-epoxy-18(R)-hydroxy-(7E,9E,11Z,14Z,16E)-icosapentaenoic acid (CHEBI:132909) has role human blood serum metabolite (CHEBI:85234) 5(S),6(S)-epoxy-18(R)-hydroxy-(7E,9E,11Z,14Z,16E)-icosapentaenoic acid (CHEBI:132909) has role human xenobiotic metabolite (CHEBI:76967) 5(S),6(S)-epoxy-18(R)-hydroxy-(7E,9E,11Z,14Z,16E)-icosapentaenoic acid (CHEBI:132909) is a epoxy fatty acid (CHEBI:61498) 5(S),6(S)-epoxy-18(R)-hydroxy-(7E,9E,11Z,14Z,16E)-icosapentaenoic acid (CHEBI:132909) is a hydroxy polyunsaturated fatty acid (CHEBI:140345) 5(S),6(S)-epoxy-18(R)-hydroxy-(7E,9E,11Z,14Z,16E)-icosapentaenoic acid (CHEBI:132909) is a icosanoid (CHEBI:23899) 5(S),6(S)-epoxy-18(R)-hydroxy-(7E,9E,11Z,14Z,16E)-icosapentaenoic acid (CHEBI:132909) is a long-chain fatty acid (CHEBI:15904) 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) Incoming 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) 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}butanoic acid Synonyms Sources (5S,6S)-epoxy-(18R)-hydroxy-(7E,9E,11Z,14Z,16E)-eicosapentaenoic acid ChEBI (5S,6S)-epoxy-(18R)-hydroxy-(7E,9E,11Z,14Z,16E)-icosapentaenoic acid ChEBI 18(R)-hydroxy-5(S),6(S)-EpEPE ChEBI 5(S),6(S)-epoxy-18(R)-HEPE ChEBI 5(S),6(S)-epoxy-18(R)-hydroxy-(7E,9E,11Z,14Z,16E)-eicosapentaenoic acid ChEBI Citation Type Source 21206090 PubMed citation Europe PMC Last Modified 05 March 2018