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CHEBI:66649 - macluraxanthone B

ChEBI IDCHEBI:66649
ChEBI Namemacluraxanthone B
Stars
DefinitionA member of the class of xanthones that is 9H-xanthen-9-one substituted by hydroxy groups at positions 1, 3, 6 and 7, a dimethylallyl group at position 2 and a prenyl group at position 4. Isolated from Maclura tinctoria and Cudrania tricuspidata, it exhibits anti-HIV and antineoplastic activity.
Last Modified11 July 2013
DownloadsMolfile
FormulaC23H24O6
Net Charge0
Average Mass396.439
Monoisotopic Mass396.15729
SMILESC=CC(C)(C)c1c(O)c(CC=C(C)C)c2oc3cc(O)c(O)cc3c(=O)c2c1O
InChIInChI=1S/C23H24O6/c1-6-23(4,5)18-20(27)12(8-7-11(2)3)22-17(21(18)28)19(26)13-9-14(24)15(25)10-16(13)29-22/h6-7,9-10,24-25,27-28H,1,8H2,2-5H3
InChIKeyQFYDCUMYVXSZFJ-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Maclura tinctoria (ncbitaxon:681456) - PubMed (11087602)
Cudrania tricuspidata (ncbitaxon:210328) root (BTO:0001188) PubMed (15787460) Previous component: root bark;
Roles Classification
Biological Roles:
anti-HIV agent  An antiviral agent that destroys or inhibits the replication of the human immunodeficiency virus.
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)
macluraxanthone B (CHEBI:66649) has role anti-HIV agent (CHEBI:64946)
macluraxanthone B (CHEBI:66649) has role antineoplastic agent (CHEBI:35610)
macluraxanthone B (CHEBI:66649) has role metabolite (CHEBI:25212)
macluraxanthone B (CHEBI:66649) is a phenols (CHEBI:33853)
macluraxanthone B (CHEBI:66649) is a xanthones (CHEBI:51149)
IUPAC Name 
1,3,6,7-tetrahydroxy-2-(2-methylbut-3-en-2-yl)-4-(3-methylbut-2-en-1-yl)-9H-xanthen-9-one
Synonym  Source
2-(1,1-dimethyl-allyl)-1,3,6,7-tetrahydroxy-4-(3-methyl-but-2-enyl)-xanthen-9-oneChEBI
Registry NumbersSources
Reaxys:8735076Reaxys
Citations