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CHEBI:66318 - rubraxanthone

Default Structure
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)
Garcinia merguensis (IPNI:428083-1) xylem (BTO:0001468) PubMed (18523924) Previous component: wood;
Garcinia parvifolia (ncbitaxon:180113) - PubMed (12494345)
Mesua (ncbitaxon:114078) stem (BTO:0001300) Article (NAT PROD SCI,2006,12,138) Previous component: stem bark;
Roles Classification
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
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