CHEBI:66792 - 1,5,6-trihydroxy-6',6'-dimethyl-2H-pyrano(2',3':3,4)-2-(3-methylbut-2-enyl)xanthone

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ChEBI Name 1,5,6-trihydroxy-6',6'-dimethyl-2H-pyrano(2',3':3,4)-2-(3-methylbut-2-enyl)xanthone
ChEBI ID CHEBI:66792
ChEBI ASCII Name 1,5,6-trihydroxy-6',6'-dimethyl-2H-pyrano(2',3':3,4)-2-(3-methylbut-2-enyl)xanthone
Definition A member of the class of pyranoxanthones that is 3H,7H-pyrano[2,3-c]xanthen-7-one substituted by hydroxy groups at positions 6, 10 and 11, geminal methyl groups at position 3 and a prenyl group at position 5. Isolated from Garcinia lancilimba, it exhibits inhibitory effects on human cancer cell line.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C23H22O6
Net Charge 0
Average Mass 394.41720
Monoisotopic Mass 394.14164
InChI InChI=1S/C23H22O6/c1-11(2)5-6-12-17(25)16-18(26)13-7-8-15(24)19(27)22(13)28-21(16)14-9-10-23(3,4)29-20(12)14/h5,7-10,24-25,27H,6H2,1-4H3
InChIKey NMZYXFLWKXLXAQ-UHFFFAOYSA-N
SMILES CC(C)=CCc1c(O)c2c(oc3c(O)c(O)ccc3c2=O)c2C=CC(C)(C)Oc12
Metabolite of Species Details
Garcinia lancilimba (IPNI:897794-1) Found in bark (BTO:0001301). See: PubMed
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
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ChEBI Ontology
Outgoing 1,5,6-trihydroxy-6',6'-dimethyl-2H-pyrano(2',3':3,4)-2-(3-methylbut-2-enyl)xanthone (CHEBI:66792) has role antineoplastic agent (CHEBI:35610)
1,5,6-trihydroxy-6',6'-dimethyl-2H-pyrano(2',3':3,4)-2-(3-methylbut-2-enyl)xanthone (CHEBI:66792) has role metabolite (CHEBI:25212)
1,5,6-trihydroxy-6',6'-dimethyl-2H-pyrano(2',3':3,4)-2-(3-methylbut-2-enyl)xanthone (CHEBI:66792) is a polyphenol (CHEBI:26195)
1,5,6-trihydroxy-6',6'-dimethyl-2H-pyrano(2',3':3,4)-2-(3-methylbut-2-enyl)xanthone (CHEBI:66792) is a pyranoxanthones (CHEBI:71238)
IUPAC Name
6,10,11-trihydroxy-3,3-dimethyl-5-(3-methylbut-2-en-1-yl)-3H,7H-pyrano[2,3-c]xanthen-7-one
Registry Number Type Source
9814261 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
17541202 PubMed citation Europe PMC
Last Modified
25 September 2013