CHEBI:7781 - orientin

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ChEBI Name orientin
ChEBI ID CHEBI:7781
Definition A C-glycosyl compound that is luteolin substituted by a β-D-glucopyranosyl moiety at position 8.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C21H20O11
Net Charge 0
Average Mass 448.37690
Monoisotopic Mass 448.101
InChI InChI=1S/C21H20O11/c22-6-14-17(28)18(29)19(30)21(32-14)16-11(26)4-10(25)15-12(27)5-13(31-20(15)16)7-1-2-8(23)9(24)3-7/h1-5,14,17-19,21-26,28-30H,6H2/t14-,17-,18+,19-,21+/m1/s1
InChIKey PLAPMLGJVGLZOV-VPRICQMDSA-N
SMILES OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)c1c(O)cc(O)c2c1oc(cc2=O)-c1ccc(O)c(O)c1
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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ChEBI Ontology
Outgoing orientin (CHEBI:7781) has functional parent luteolin (CHEBI:15864)
orientin (CHEBI:7781) has role antioxidant (CHEBI:22586)
orientin (CHEBI:7781) has role metabolite (CHEBI:25212)
orientin (CHEBI:7781) is a 3'-hydroxyflavonoid (CHEBI:27741)
orientin (CHEBI:7781) is a C-glycosyl compound (CHEBI:20857)
orientin (CHEBI:7781) is a tetrahydroxyflavone (CHEBI:38684)
IUPAC Name
2-(3,4-dihydroxyphenyl)-8-β-D-glucopyranosyl-5,7-dihydroxy-4H-chromen-4-one
Synonyms Sources
8-β-D-glucosylluteolin ChEBI
Luteolin 8-C-glucoside
Note: (2007-02-13) Misnomer: IUPAC strongly discourages the use of names based on 'C-glycoside' terminology.
KEGG COMPOUND
Lutexin HMDB
Orientin KEGG COMPOUND
Manual Xrefs Databases
C00001078 KNApSAcK
C10114 KEGG COMPOUND
HMDB0030614 HMDB
LMPK12110470 LIPID MAPS
Orientin Wikipedia
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Registry Numbers Types Sources
28608-75-5 CAS Registry Number ChemIDplus
69376 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
21283956 PubMed citation Europe PMC
21417394 PubMed citation Europe PMC
22994444 PubMed citation Europe PMC
23107458 PubMed citation Europe PMC
23358325 PubMed citation Europe PMC
Last Modified
28 July 2014