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CHEBI:66835 - oriciacridone C

ChEBI IDCHEBI:66835
ChEBI Nameoriciacridone C
Stars
DefinitionAn alkaloid of the class of acridone derivatives that is 1,11-dihydrofuro[2,3-c]acridin-6(2H)-one substituted by hydroxy groups at positions 5 and 10 and a prop-1-en-2-yl group at position 2. Isolated from Oriciopsis glaberrima, it exhibits radical scavenging and α-glucosidase inhibitory activity.
Last Modified19 April 2013
DownloadsMolfile
FormulaC18H15NO4
Net Charge0
Average Mass309.321
Monoisotopic Mass309.10011
SMILESC=C(C)[C@H]1Cc2c(cc(O)c3c(=O)c4cccc(O)c4nc23)O1
InChIInChI=1S/C18H15NO4/c1-8(2)13-6-10-14(23-13)7-12(21)15-17(10)19-16-9(18(15)22)4-3-5-11(16)20/h3-5,7,13,20-21H,1,6H2,2H3,(H,19,22)/t13-/m1/s1
InChIKeyYCCBQDLGMCWIQU-CYBMUJFWSA-N
Species of MetaboliteComponentSourceComments
Oriciopsis glaberrima (IPNI:774491-1) stem (BTO:0001300) PubMed (16508179) Previous component: stem bark;
Roles Classification
Chemical Role:
radical scavenger  A role played by a substance that can react readily with, and thereby eliminate, radicals.
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
EC 3.2.1.20 (alpha-glucosidase) inhibitor  An EC 3.2.1.* (glycosidase) inhibitor that interferes with the action of α-glucosidase (EC 3.2.1.20).
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
oriciacridone C (CHEBI:66835) has role EC 3.2.1.20 (α-glucosidase) inhibitor (CHEBI:67239)
oriciacridone C (CHEBI:66835) has role metabolite (CHEBI:25212)
oriciacridone C (CHEBI:66835) has role radical scavenger (CHEBI:48578)
oriciacridone C (CHEBI:66835) is a acridone derivatives (CHEBI:61878)
oriciacridone C (CHEBI:66835) is a alkaloid (CHEBI:22315)
oriciacridone C (CHEBI:66835) is a cyclic ether (CHEBI:37407)
oriciacridone C (CHEBI:66835) is a organic heterotetracyclic compound (CHEBI:38163)
oriciacridone C (CHEBI:66835) is a polyphenol (CHEBI:26195)
IUPAC Name 
(2R)-5,10-dihydroxy-2-(prop-1-en-2-yl)-1,11-dihydrofuro[2,3-c]acridin-6(2H)-one
Synonym  Source
(+)-1,5-dihydroxy-2-isopropenyldihydrofuran[3,4-c]acridoneChEBI
Registry NumbersSources
Reaxys:10391016Reaxys
Citations