CHEBI:66835 - oriciacridone C

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ChEBI Name oriciacridone C
ChEBI ID CHEBI:66835
Definition An 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C18H15NO4
Net Charge 0
Average Mass 309.31600
Monoisotopic Mass 309.10011
InChI InChI=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
InChIKey YCCBQDLGMCWIQU-CYBMUJFWSA-N
SMILES CC(=C)[C@H]1Cc2c(O1)cc(O)c1c2[nH]c2c(O)cccc2c1=O
Metabolite of Species Details
Oriciopsis glaberrima (IPNI:774491-1) Found in stem (BTO:0001300). Previous component: stem bark; See: PubMed
Roles Classification
Chemical Role(s): radical scavenger
A role played by a substance that can react readily with, and thereby eliminate, radicals.
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
EC 3.2.1.20 (alpha-glucosidase) inhibitor
An EC 3.2.1.* (glycosidase) inhibitor that interferes with the action of alpha-glucosidase (EC 3.2.1.20).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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]acridone ChEBI
Registry Number Type Source
10391016 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
16508179 PubMed citation Europe PMC
Last Modified
19 April 2013