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CHEBI:66318 - rubraxanthone

ChEBI IDCHEBI:66318
ChEBI Namerubraxanthone
Stars
DefinitionA member of the class of xanthones that is 9H-xanthen-9-one substituted by hydroxy groups at positions 3, 6 and 8, a geranyl group at position 1 and a methoxy group at position 2. Isolated from Mesua and Garcinia dioica, it exhibits antibacterial and cytotoxic activities.
Last Modified24 April 2013
DownloadsMolfile
FormulaC24H26O6
Net Charge0
Average Mass410.466
Monoisotopic Mass410.17294
SMILESCOc1c(O)cc2oc3cc(O)cc(O)c3c(=O)c2c1C/C=C(\C)CCC=C(C)C
InChIInChI=1S/C24H26O6/c1-13(2)6-5-7-14(3)8-9-16-21-20(12-18(27)24(16)29-4)30-19-11-15(25)10-17(26)22(19)23(21)28/h6,8,10-12,25-27H,5,7,9H2,1-4H3/b14-8+
InChIKeyJLTSTSRANGPLOQ-RIYZIHGNSA-N
Species of MetaboliteComponentSourceComments
Allanblackia monticola (IPNI:427045-1) stem (BTO:0001300) PubMed (16394561) Previous component: stem bark;
Garcinia cowa (ncbitaxon:180103) - DOI (10.1071/CH03175)
Garcinia dioica (IPNI:427925-1) - PubMed (8887739)
Mesua (ncbitaxon:114078) stem (BTO:0001300) Article (NAT PROD SCI,2006,12,138) Previous component: stem bark;
Garcinia parvifolia (ncbitaxon:180113) - PubMed (12494345)
Garcinia merguensis (IPNI:428083-1) xylem (BTO:0001468) PubMed (18523924) Previous component: wood;
Roles Classification
Biological Roles:
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
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)
rubraxanthone (CHEBI:66318) has role antibacterial agent (CHEBI:33282)
rubraxanthone (CHEBI:66318) has role antineoplastic agent (CHEBI:35610)
rubraxanthone (CHEBI:66318) has role metabolite (CHEBI:25212)
rubraxanthone (CHEBI:66318) is a aromatic ether (CHEBI:35618)
rubraxanthone (CHEBI:66318) is a polyphenol (CHEBI:26195)
rubraxanthone (CHEBI:66318) is a xanthones (CHEBI:51149)
IUPAC Name 
1-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-3,6,8-trihydroxy-2-methoxy-9H-xanthen-9-one
Registry NumbersSources
Reaxys:1607002Reaxys
CAS:65411-01-0ChemIDplus
Citations