CHEBI:65602 - catiguanin B

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ChEBI Name catiguanin B
ChEBI ID CHEBI:65602
Definition An organic heterotetracyclic compound that is 3,4-dihydro-2H,12H-pyrano[2,3-a]xanthene substituted by a 3,4-dihydroxyphenyl group at position 2, hydroxy groups at positions 3, 5, 9 and 10 and a 2-methoxy-2-oxoethyl group at position 12 (the 2R,3R,12S stereoisomer). It is isolated from the barks of Trichilia catigua and exhibits antioxidant activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C25H22O10
Net Charge 0
Average Mass 482.43620
Monoisotopic Mass 482.12130
InChI InChI=1S/C25H22O10/c1-33-22(32)7-12-11-5-17(29)18(30)9-20(11)34-21-8-15(27)13-6-19(31)24(35-25(13)23(12)21)10-2-3-14(26)16(28)4-10/h2-5,8-9,12,19,24,26-31H,6-7H2,1H3/t12-,19+,24+/m0/s1
InChIKey XECJBJHITROSPL-WSONZKGWSA-N
SMILES COC(=O)C[C@H]1c2cc(O)c(O)cc2Oc2cc(O)c3C[C@@H](O)[C@H](Oc3c12)c1ccc(O)c(O)c1
Metabolite of Species Details
Trichilia catigua (IPNI:579374-1) Found in bark (BTO:0001301). See: PubMed
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing catiguanin B (CHEBI:65602) has role antioxidant (CHEBI:22586)
catiguanin B (CHEBI:65602) has role plant metabolite (CHEBI:76924)
catiguanin B (CHEBI:65602) is a catechols (CHEBI:33566)
catiguanin B (CHEBI:65602) is a extended flavonoid (CHEBI:71037)
catiguanin B (CHEBI:65602) is a methyl ester (CHEBI:25248)
catiguanin B (CHEBI:65602) is a organic heterotetracyclic compound (CHEBI:38163)
catiguanin B (CHEBI:65602) is a polyphenol (CHEBI:26195)
IUPAC Name
methyl [(2R,3R,12S)-2-(3,4-dihydroxyphenyl)-3,5,9,10-tetrahydroxy-3,4-dihydro-2H,12H-pyrano[2,3-a]xanthen-12-yl]acetate
Registry Number Type Source
15840655 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
18020420 PubMed citation Europe PMC
Last Modified
11 March 2015