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CHEBI:66649 - macluraxanthone B

Default Structure
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
Cudrania tricuspidata (ncbitaxon:210328) root (BTO:0001188) PubMed (15787460) Previous component: root bark;
Maclura tinctoria (ncbitaxon:681456) - PubMed (11087602)
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.
anti-HIV agent  An antiviral agent that destroys or inhibits the replication of the human immunodeficiency virus.
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