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CHEBI:66835 - oriciacridone C

Default Structure
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:
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.
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