1,6,7-trihydroxy-6',6'-dimethyl-2H-pyrano(2',3':3,2)-4-(3-methylbut-2-enyl)xanthone (CHEBI:66793)

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ChEBI Name	1,6,7-trihydroxy-6',6'-dimethyl-2H-pyrano(2',3':3,2)-4-(3-methylbut-2-enyl)xanthone

ChEBI ID	CHEBI:66793

ChEBI ASCII Name	1,6,7-trihydroxy-6',6'-dimethyl-2H-pyrano(2',3':3,2)-4-(3-methylbut-2-enyl)xanthone

Definition	A member of the class of pyranoxanthones that is 2H,6H-pyrano[3,2-b]xanthen-6-one substituted by hydroxy groups at positions 5, 8 and 9, geminal methyl groups at position 2 and a prenyl group at position 12. 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

Average Mass

394.41720

Monoisotopic Mass

394.14164

InChI

InChI=1S/C23H22O6/c1-11(2)5-6-13-21-12(7-8-23(3,4)29-21)19(26)18-20(27)14-9-15(24)16(25)10-17(14)28-22(13)18/h5,7-10,24-26H,6H2,1-4H3

InChIKey

PIGUNUPUFZDCAM-UHFFFAOYSA-N

SMILES

CC(C)=CCc1c2OC(C)(C)C=Cc2c(O)c2c1oc1cc(O)c(O)cc1c2=O

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.

ChEBI Ontology
Outgoing	1,6,7-trihydroxy-6',6'-dimethyl-2H-pyrano(2',3':3,2)-4-(3-methylbut-2-enyl)xanthone (CHEBI:66793) has role antineoplastic agent (CHEBI:35610) 1,6,7-trihydroxy-6',6'-dimethyl-2H-pyrano(2',3':3,2)-4-(3-methylbut-2-enyl)xanthone (CHEBI:66793) has role metabolite (CHEBI:25212) 1,6,7-trihydroxy-6',6'-dimethyl-2H-pyrano(2',3':3,2)-4-(3-methylbut-2-enyl)xanthone (CHEBI:66793) is a polyphenol (CHEBI:26195) 1,6,7-trihydroxy-6',6'-dimethyl-2H-pyrano(2',3':3,2)-4-(3-methylbut-2-enyl)xanthone (CHEBI:66793) is a pyranoxanthones (CHEBI:71238)

IUPAC Name

5,8,9-trihydroxy-2,2-dimethyl-12-(3-methylbut-2-en-1-yl)-2H,6H-pyrano[3,2-b]xanthen-6-one

Registry Number	Type	Source
11192821	Reaxys Registry Number	Reaxys

Citation	Type	Source
17541202	PubMed citation	Europe PMC

Last Modified

25 September 2013