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CHEBI:28775 - hesperidin

Default Structure
ChEBI IDCHEBI:28775
ChEBI Namehesperidin
Stars
DefinitionA disaccharide derivative that consists of hesperetin substituted by a 6-O-(α-L-rhamnopyranosyl)-β-D-glucopyranosyl moiety at position 7 via a glycosidic linkage.
Secondary ChEBI IDsCHEBI:5682, CHEBI:24530
Last Modified19 August 2020
DownloadsMolfile
FormulaC28H34O15
Net Charge0
Average Mass610.565
Monoisotopic Mass610.18977
SMILESCOc1ccc([C@@H]2CC(=O)c3c(O)cc(O[C@@H]4O[C@H](CO[C@@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)[C@@H](O)[C@H](O)[C@H]4O)cc3O2)cc1O
InChIInChI=1S/C28H34O15/c1-10-21(32)23(34)25(36)27(40-10)39-9-19-22(33)24(35)26(37)28(43-19)41-12-6-14(30)20-15(31)8-17(42-18(20)7-12)11-3-4-16(38-2)13(29)5-11/h3-7,10,17,19,21-30,32-37H,8-9H2,1-2H3/t10-,17-,19+,21-,22+,23+,24-,25+,26+,27+,28+/m0/s1
InChIKeyQUQPHWDTPGMPEX-QJBIFVCTSA-N
Wikipedia
Roles Classification
Biological Role:
mutagen  An agent that increases the frequency of mutations above the normal background level, usually by interacting directly with DNA and causing it damage, including base substitution.
Applications:
bone density conservation agent  An agent that inhibits bone resorption and/or favor bone mineralization and bone regeneration. Used to heal bone fractures and to treat bone diseases such as osteopenia and osteoporosis.
antirheumatic drug  A drug used to treat rheumatoid arthritis.
ChEBI Ontology
Outgoing Relation(s)
hesperidin (CHEBI:28775) has functional parent hesperetin (CHEBI:28230)
hesperidin (CHEBI:28775) has role antirheumatic drug (CHEBI:35842)
hesperidin (CHEBI:28775) has role bone density conservation agent (CHEBI:50646)
hesperidin (CHEBI:28775) has role mutagen (CHEBI:25435)
hesperidin (CHEBI:28775) is a 3'-hydroxyflavanones (CHEBI:48024)
hesperidin (CHEBI:28775) is a 4'-methoxyflavanones (CHEBI:140332)
hesperidin (CHEBI:28775) is a dihydroxyflavanone (CHEBI:38749)
hesperidin (CHEBI:28775) is a disaccharide derivative (CHEBI:63353)
hesperidin (CHEBI:28775) is a flavanone glycoside (CHEBI:72730)
hesperidin (CHEBI:28775) is a monomethoxyflavanone (CHEBI:38738)
hesperidin (CHEBI:28775) is a rutinoside (CHEBI:26587)
Incoming Relation(s)
methyl hesperidin (CHEBI:81056) has functional parent hesperidin (CHEBI:28775)
IUPAC Name 
(2S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl 6-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranoside
Synonyms  Source
CirantinChemIDplus
CiratinKEGG COMPOUND
Hesperetin 7-O-rutinosideKEGG COMPOUND
HesperidinKEGG COMPOUND
HesperidosideChemIDplus
NSC-31048ChEMBL
Brand Name  Source
DiosveinChEMBL
UniProt Name  Source
(2S)-hesperidinUniProt
Manual XrefsDatabases
C00000970KNApSAcK
C09755KEGG COMPOUND
CPD-7075MetaCyc
D01038KEGG DRUG
DB04703DrugBank
HesperidinWikipedia
HMDB0003265HMDB
LSM-2858LINCS
Registry NumbersSources
Reaxys:75140Reaxys
CAS:520-26-3KEGG COMPOUND
CAS:520-26-3ChemIDplus
Citations