CHEBI:66812 - ochrocarpin B

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ChEBI Name ochrocarpin B
ChEBI ID CHEBI:66812
Definition A furanocoumarin that is 2H-furo[2,3-h]chromen-2-one substituted by a hydroxy group at position 5, 2-hydroxypropan-2-yl group at position 8, a 3-methylbutanoyl group at position 6 and a phenyl group at position 4. Isolated from the bark of Ochrocarpos punctatus, it exhibits cytotoxicity against the A2780 ovarian cancer cell line.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C25H24O6
Net Charge 0
Average Mass 420.45450
Monoisotopic Mass 420.15729
InChI InChI=1S/C25H24O6/c1-13(2)10-17(26)21-22(28)20-15(14-8-6-5-7-9-14)12-19(27)31-23(20)16-11-18(25(3,4)29)30-24(16)21/h5-9,11-13,28-29H,10H2,1-4H3
InChIKey LCBIHGVAJHDTOY-UHFFFAOYSA-N
SMILES CC(C)CC(=O)c1c(O)c2c(cc(=O)oc2c2cc(oc12)C(C)(C)O)-c1ccccc1
Metabolite of Species Details
Ochrocarpos punctatus (IPNI:428950-1) Found in bark (BTO:0001301). See: PubMed
Roles Classification
Biological Role(s): 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing ochrocarpin B (CHEBI:66812) has role antineoplastic agent (CHEBI:35610)
ochrocarpin B (CHEBI:66812) has role metabolite (CHEBI:25212)
ochrocarpin B (CHEBI:66812) is a furanocoumarin (CHEBI:24128)
ochrocarpin B (CHEBI:66812) is a phenols (CHEBI:33853)
ochrocarpin B (CHEBI:66812) is a tertiary alcohol (CHEBI:26878)
IUPAC Name
5-hydroxy-8-(2-hydroxypropan-2-yl)-6-(3-methylbutanoyl)-4-phenyl-2H-furo[2,3-h]chromen-2-one
Synonym Source
5-hydroxy-8-(1-hydroxy-1-methylethyl)-6-(3-methyl-1-oxobutyl)-4-phenyl-H-furo[2',3':5,6]benzo[1,2-b]pyran-2-one ChEBI
Registry Number Type Source
9296915 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
12141854 PubMed citation Europe PMC
Last Modified
18 April 2013