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CHEBI:65671 - cratoxyarborenone A

ChEBI IDCHEBI:65671
ChEBI Namecratoxyarborenone A
Stars
DefinitionA member of the class of xanthones that is 9H-xanthen-9-one substituted by a geranyl group at position 8, hydroxy groups at positions 1, 3, 5 and 7 and an isoprenyl group at position 2. It is isolated from Cratoxylum Sumatranum and exhibits cytotoxicity towards the KB (human oral epidermoid) cancer cell line.
Last Modified18 December 2012
DownloadsMolfile
FormulaC28H32O6
Net Charge0
Average Mass464.558
Monoisotopic Mass464.21989
SMILESCC(C)=CCC/C(C)=C/Cc1c(O)cc(O)c2oc3cc(O)c(CC=C(C)C)c(O)c3c(=O)c12
InChIInChI=1S/C28H32O6/c1-15(2)7-6-8-17(5)10-12-18-20(29)13-22(31)28-24(18)27(33)25-23(34-28)14-21(30)19(26(25)32)11-9-16(3)4/h7,9-10,13-14,29-32H,6,8,11-12H2,1-5H3/b17-10+
InChIKeyZAXOSWZCOUYSSE-LICLKQGHSA-N
Species of MetaboliteComponentSourceComments
Cratoxylum Sumatranum (IPNI:433074-1)
leaf (BTO:0000713) PubMed (11908969)
twig (BTO:0001411) PubMed (11908969)
stem (BTO:0001300) PubMed (11908969) Previous component: stem bark;
Roles Classification
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
cratoxyarborenone A (CHEBI:65671) has role antineoplastic agent (CHEBI:35610)
cratoxyarborenone A (CHEBI:65671) has role metabolite (CHEBI:25212)
cratoxyarborenone A (CHEBI:65671) is a polyphenol (CHEBI:26195)
cratoxyarborenone A (CHEBI:65671) is a xanthones (CHEBI:51149)
IUPAC Name 
8-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-1,3,5,7-tetrahydroxy-2-(3-methylbut-2-en-1-yl)-9H-xanthen-9-one
Synonym  Source
1,3,5,7-tetrahydroxy-2-isoprenyl-8-geranylxanthoneChEBI
Registry NumbersSources
Reaxys:9100374Reaxys
Citations