CHEBI:28705 - narirutin

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name narirutin
ChEBI ID CHEBI:28705
Definition A disaccharide derivative that is (S)-naringenin substituted by a 6-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl moiety at position 7 via a glycosidic linkage.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:7486, CHEBI:25489
Supplier Information
Download Molfile XML SDF
Formula C27H32O14
Net Charge 0
Average Mass 580.53458
Monoisotopic Mass 580.17921
InChI InChI=1S/C27H32O14/c1-10-20(31)22(33)24(35)26(38-10)37-9-18-21(32)23(34)25(36)27(41-18)39-13-6-14(29)19-15(30)8-16(40-17(19)7-13)11-2-4-12(28)5-3-11/h2-7,10,16,18,20-29,31-36H,8-9H2,1H3/t10-,16-,18+,20-,21+,22+,23-,24+,25+,26+,27+/m0/s1
InChIKey HXTFHSYLYXVTHC-AJHDJQPGSA-N
SMILES C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](Oc3cc(O)c4C(=O)C[C@H](Oc4c3)c3ccc(O)cc3)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O
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.
Application(s): anti-inflammatory agent
Any compound that has anti-inflammatory effects.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing narirutin (CHEBI:28705) has functional parent (S)-naringenin (CHEBI:17846)
narirutin (CHEBI:28705) has role anti-inflammatory agent (CHEBI:67079)
narirutin (CHEBI:28705) has role antioxidant (CHEBI:22586)
narirutin (CHEBI:28705) has role metabolite (CHEBI:25212)
narirutin (CHEBI:28705) is a (2S)-flavan-4-one (CHEBI:140377)
narirutin (CHEBI:28705) is a 4'-hydroxyflavanones (CHEBI:140331)
narirutin (CHEBI:28705) is a dihydroxyflavanone (CHEBI:38749)
narirutin (CHEBI:28705) is a disaccharide derivative (CHEBI:63353)
narirutin (CHEBI:28705) is a rutinoside (CHEBI:26587)
IUPAC Name
(2S)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl 6-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranoside
Synonyms Sources
Isonaringenin ChemIDplus
Isonaringin ChemIDplus
Naringenin 7-O-rutinoside KEGG COMPOUND
Narirutin KEGG COMPOUND
Manual Xrefs Databases
C00000984 KNApSAcK
C09793 KEGG COMPOUND
CPD-7059 MetaCyc
HMDB0033740 HMDB
LMPK12140236 LIPID MAPS
View more database links
Registry Numbers Types Sources
1361182 Reaxys Registry Number Reaxys
1361182 Beilstein Registry Number Beilstein
14259-46-2 CAS Registry Number KEGG COMPOUND
14259-46-2 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
20100535 PubMed citation Europe PMC
22813871 PubMed citation Europe PMC
22903244 PubMed citation Europe PMC
23301602 PubMed citation Europe PMC
Last Modified
09 April 2018