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CHEBI:28819 - naringin

ChEBI IDCHEBI:28819
ChEBI Namenaringin
Stars
DefinitionA disaccharide derivative that is (S)-naringenin substituted by a 2-O-(α-L-rhamnopyranosyl)-β-D-glucopyranosyl moiety at position 7 via a glycosidic linkage.
Secondary ChEBI IDsCHEBI:7485, CHEBI:25486, CHEBI:545774, CHEBI:566122
Last Modified9 April 2018
DownloadsMolfile
FormulaC27H32O14
Net Charge0
Average Mass580.539
Monoisotopic Mass580.17921
SMILESC[C@@H]1O[C@@H](O[C@H]2[C@H](Oc3cc(O)c4c(c3)O[C@H](c3ccc(O)cc3)CC4=O)O[C@H](CO)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O
InChIInChI=1S/C27H32O14/c1-10-20(32)22(34)24(36)26(37-10)41-25-23(35)21(33)18(9-28)40-27(25)38-13-6-14(30)19-15(31)8-16(39-17(19)7-13)11-2-4-12(29)5-3-11/h2-7,10,16,18,20-30,32-36H,8-9H2,1H3/t10-,16-,18+,20-,21+,22+,23-,24+,25+,26-,27+/m0/s1
InChIKeyDFPMSGMNTNDNHN-ZPHOTFPESA-N
Wikipedia
Roles Classification
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Applications:
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
naringin (CHEBI:28819) has functional parent (S)-naringenin (CHEBI:17846)
naringin (CHEBI:28819) has role anti-inflammatory agent (CHEBI:67079)
naringin (CHEBI:28819) has role antineoplastic agent (CHEBI:35610)
naringin (CHEBI:28819) has role metabolite (CHEBI:25212)
naringin (CHEBI:28819) is a (2S)-flavan-4-one (CHEBI:140377)
naringin (CHEBI:28819) is a 4'-hydroxyflavanones (CHEBI:140331)
naringin (CHEBI:28819) is a dihydroxyflavanone (CHEBI:38749)
naringin (CHEBI:28819) is a disaccharide derivative (CHEBI:63353)
naringin (CHEBI:28819) is a neohesperidoside (CHEBI:25495)
IUPAC Name 
(2S)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl 2-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranoside
Synonyms  Source
Naringenin 7-O-α-L-rhamnosyl-(1→2)-β-D-glucosideChEBI
Naringenin 7-O-[alpha-L-rhamnosyl-(1->2)-beta-D-glucoside]KEGG COMPOUND
Naringenin 7-O-neohesperidosideKEGG COMPOUND
NaringinKEGG COMPOUND
NaringosideChemIDplus
Manual XrefsDatabases
C00000983KNApSAcK
C09789KEGG COMPOUND
HMDB0002927HMDB
LSM-2038LINCS
NaringinWikipedia
NARINGINMetaCyc
Registry NumbersSources
Reaxys:102012Reaxys
CAS:10236-47-2KEGG COMPOUND
CAS:10236-47-2ChemIDplus
Citations