macluraxanthone B (CHEBI:66649)

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ChEBI Name	macluraxanthone B

ChEBI ID	CHEBI:66649

Definition	A 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.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

Download	Molfile XML SDF

Formula

C23H24O6

Net Charge

Average Mass

396.43310

Monoisotopic Mass

396.15729

InChI

InChI=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

InChIKey

QFYDCUMYVXSZFJ-UHFFFAOYSA-N

SMILES

CC(C)=CCc1c(O)c(c(O)c2c1oc1cc(O)c(O)cc1c2=O)C(C)(C)C=C

Metabolite of Species	Details
Cudrania tricuspidata (NCBI:txid210328)	Found in root (BTO:0001188). Previous component: root bark; See: PubMed
Maclura tinctoria (NCBI:txid681456)	See: PubMed

Roles Classification
Biological Role(s):	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(s):	antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms.

ChEBI Ontology
Outgoing	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-one	ChEBI

Registry Number	Type	Source
8735076	Reaxys Registry Number	Reaxys

Last Modified

11 July 2013