CHEBI:4631 - diosmin

ChEBI IDCHEBI:4631
ChEBI Namediosmin
Stars
DefinitionA disaccharide derivative that consists of diosmetin substituted by a 6-O-(α-L-rhamnopyranosyl)-β-D-glucopyranosyl moiety at position 7 via a glycosidic linkage.
Last Modified22 February 2017
DownloadsMolfile
FormulaC28H32O15
Net Charge0
Average Mass608.549
Monoisotopic Mass608.17412
SMILESCOc1ccc(-c2cc(=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/C28H32O15/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/h3-8,10,19,21-30,32-37H,9H2,1-2H3/t10-,19+,21-,22+,23+,24-,25+,26+,27+,28+/m0/s1
InChIKeyGZSOSUNBTXMUFQ-YFAPSIMESA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Desmodium styracifolium (ncbitaxon:648866) - PubMed (25620156)
Roles Classification
Chemical Role:
antioxidant  A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Applications:
antirheumatic drug  A drug used to treat rheumatoid arthritis.
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
cardiovascular drug  A drug that affects the rate or intensity of cardiac contraction, blood vessel diameter or blood volume.
anti-ulcer drug  One of various classes of drugs with different action mechanisms used to treat or ameliorate peptic ulcer or irritation of the gastrointestinal tract.
ChEBI Ontology
Outgoing Relation(s)
diosmin (CHEBI:4631) has functional parent diosmetin (CHEBI:4630)
diosmin (CHEBI:4631) has role anti-inflammatory agent (CHEBI:67079)
diosmin (CHEBI:4631) has role anti-ulcer drug (CHEBI:49201)
diosmin (CHEBI:4631) has role antioxidant (CHEBI:22586)
diosmin (CHEBI:4631) has role antirheumatic drug (CHEBI:35842)
diosmin (CHEBI:4631) has role cardiovascular drug (CHEBI:35554)
diosmin (CHEBI:4631) is a dihydroxyflavanone (CHEBI:38749)
diosmin (CHEBI:4631) is a disaccharide derivative (CHEBI:63353)
diosmin (CHEBI:4631) is a glycosyloxyflavone (CHEBI:50018)
diosmin (CHEBI:4631) is a monomethoxyflavone (CHEBI:25401)
diosmin (CHEBI:4631) is a rutinoside (CHEBI:26587)
IUPAC Name 
5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxo-4H-1-benzopyran-7-yl 6-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranoside
INNs  Source
diosminChemIDplus
diosminaWHO MedNet
diosmineChemIDplus
diosminumChemIDplus
Synonyms  Source
3',5,7-trihydroxy-4'-methoxyflavone 7-rhamnoglucosideChEBI
3',5,7-trihydroxy-4'-methoxyflavone-7-rutinosideChEBI
Buchu resinChEMBL
DaflonChEMBL
diosmetin 7-neohesperidosideLIPID MAPS
Diosmetin 7-O-rutinosideKEGG COMPOUND
Brand Name  Source
DiovenorChEMBL
Manual XrefsDatabases
3157DrugCentral
C00004362KNApSAcK
C10039KEGG COMPOUND
D07858KEGG DRUG
DiosminWikipedia
LMPK12110819LIPID MAPS
LSM-5989LINCS
Registry NumbersSources
Reaxys:74883Reaxys
CAS:520-27-4ChemIDplus
CAS:520-27-4KEGG COMPOUND
Citations