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CHEBI:65601 - catiguanin A

ChEBI IDCHEBI:65601
ChEBI Namecatiguanin A
Stars
DefinitionAn 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,12R stereoisomer). It is isolated from the barks of Trichilia catigua and exhibits antioxidant activity.
Last Modified11 March 2015
DownloadsMolfile
FormulaC25H22O10
Net Charge0
Average Mass482.441
Monoisotopic Mass482.12130
SMILESCOC(=O)C[C@@H]1c2cc(O)c(O)cc2Oc2cc(O)c3c(c21)O[C@H](c1ccc(O)c(O)c1)[C@H](O)C3
InChIInChI=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-/m1/s1
InChIKeyXECJBJHITROSPL-UCKKVMSCSA-N
Species of MetaboliteComponentSourceComments
Trichilia catigua (IPNI:579374-1) bark (BTO:0001301) PubMed (18020420)
Roles Classification
Chemical Role:
antioxidant  A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
catiguanin A (CHEBI:65601) has role antioxidant (CHEBI:22586)
catiguanin A (CHEBI:65601) has role plant metabolite (CHEBI:76924)
catiguanin A (CHEBI:65601) is a catechols (CHEBI:33566)
catiguanin A (CHEBI:65601) is a extended flavonoid (CHEBI:71037)
catiguanin A (CHEBI:65601) is a methyl ester (CHEBI:25248)
catiguanin A (CHEBI:65601) is a organic heterotetracyclic compound (CHEBI:38163)
catiguanin A (CHEBI:65601) is a polyphenol (CHEBI:26195)
IUPAC Name 
methyl [(2R,3R,12R)-2-(3,4-dihydroxyphenyl)-3,5,9,10-tetrahydroxy-3,4-dihydro-2H,12H-pyrano[2,3-a]xanthen-12-yl]acetate
Registry NumbersSources
Reaxys:11222868Reaxys
Citations