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CHEBI:66395 - miquelianin

ChEBI IDCHEBI:66395
ChEBI Namemiquelianin
Stars
DefinitionA quercetin O-glycoside that consists of quercetin attached to a β-D-glucuronopyranosyl moiety at position 3 via a glycosidic linkage. Isolated from Salvia and Phaseolus vulgaris, it exhibits antioxidant and antidepressant activities.
Last Modified11 October 2019
DownloadsMolfile
FormulaC21H18O13
Net Charge0
Average Mass478.362
Monoisotopic Mass478.07474
SMILESO=C(O)[C@H]1O[C@@H](Oc2c(-c3ccc(O)c(O)c3)oc3cc(O)cc(O)c3c2=O)[C@H](O)[C@@H](O)[C@@H]1O
InChIInChI=1S/C21H18O13/c22-7-4-10(25)12-11(5-7)32-17(6-1-2-8(23)9(24)3-6)18(13(12)26)33-21-16(29)14(27)15(28)19(34-21)20(30)31/h1-5,14-16,19,21-25,27-29H,(H,30,31)/t14-,15-,16+,19-,21+/m0/s1
InChIKeyDUBCCGAQYVUYEU-ZUGPOPFOSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Hypericum perforatum (ncbitaxon:65561) - PubMed (14735439)
Foeniculum dulce (IPNI:842661-1) flower (BTO:0000469) DOI (10.3390/70200245)
Schinus molle (ncbitaxon:43851) leaf (BTO:0000713) PubMed (16521111)
Foeniculum vulgare (ncbitaxon:48038) flower (BTO:0000469) DOI (10.3390/70200245)
Callistemon lanceolatus (ncbitaxon:155884)
flower (BTO:0000469) PubMed (18618463)
leaf (BTO:0000713) PubMed (18618463)
Hypericum hirsutum (ncbitaxon:673928) - DOI (10.1007/BF00597593)
Polygonum salicifolium (IPNI:696398-1) aerial part (BTO:0001658) PubMed (10479312)
Phaseolus vulgaris (ncbitaxon:3885) - DOI (10.1021/jf980687v)
Reynoutria sachalinensis (ncbitaxon:76036) flower (BTO:0000469) PubMed (15742803)
Salvia (ncbitaxon:21880) - PubMed (11809447)
Roles Classification
Chemical Role:
antioxidant  A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
antidepressant  Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
ChEBI Ontology
Outgoing Relation(s)
miquelianin (CHEBI:66395) has role antidepressant (CHEBI:35469)
miquelianin (CHEBI:66395) has role antioxidant (CHEBI:22586)
miquelianin (CHEBI:66395) has role metabolite (CHEBI:25212)
miquelianin (CHEBI:66395) is a quercetin O-glycoside (CHEBI:76424)
miquelianin (CHEBI:66395) is a β-D-glucosiduronic acid (CHEBI:15341)
IUPAC Name 
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl β-D-glucopyranosiduronic acid
Synonyms  Source
quercetin-3-O-β-D-glucuronopyranosideChEBI
quercituronChemIDplus
quercetin 3-O-glucuronideHMDB
quercetin-3-O-glucoronosideChEBI
Manual XrefsDatabases
LMPK12112173LIPID MAPS
MiquelianinWikipedia
HMDB0029212HMDB
Registry NumbersSources
Reaxys:72004Reaxys
CAS:22688-79-5ChemIDplus
Citations