CHEBI:66816 - ochrocarpin F

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ChEBI Name ochrocarpin F
ChEBI ID CHEBI:66816
Definition A furanocoumarin that is 8,9-dihydro-2H-furo[2,3-h]chromen-2-one substituted by a hydroxy group at position 5, a 2-hydroxypropan-2-yl group at position 8, 2-methylbutanoyl group at position 6 and a (1S)-1-(acetyloxy)propyl 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 a third party.
Supplier Information
Download Molfile XML SDF
Formula C24H30O8
Net Charge 0
Average Mass 446.49020
Monoisotopic Mass 446.19407
InChI InChI=1S/C24H30O8/c1-7-11(3)20(27)19-21(28)18-13(15(8-2)30-12(4)25)10-17(26)32-22(18)14-9-16(24(5,6)29)31-23(14)19/h10-11,15-16,28-29H,7-9H2,1-6H3/t11-,15-,16?/m0/s1
InChIKey VBJCSMQHVABALD-QUJPKXGGSA-N
SMILES CC[C@H](C)C(=O)c1c(O)c2c(cc(=O)oc2c2CC(Oc12)C(C)(C)O)[C@H](CC)OC(C)=O
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 F (CHEBI:66816) has role antineoplastic agent (CHEBI:35610)
ochrocarpin F (CHEBI:66816) has role metabolite (CHEBI:25212)
ochrocarpin F (CHEBI:66816) is a acetate ester (CHEBI:47622)
ochrocarpin F (CHEBI:66816) is a furanocoumarin (CHEBI:24128)
ochrocarpin F (CHEBI:66816) is a phenols (CHEBI:33853)
ochrocarpin F (CHEBI:66816) is a tertiary alcohol (CHEBI:26878)
IUPAC Name
(1S)-1-{5-hydroxy-8-(2-hydroxypropan-2-yl)-6-[(2S)-2-methylbutanoyl]-2-oxo-8,9-dihydro-2H-furo[2,3-h]chromen-4-yl}propyl acetate
Synonym Source
8,9-dihydro-5-hydroxy-8-(1-hydroxy-1-methylethyl)-6-(2-methyl-1-oxobutyl)-4-(1S-acetoxypropyl)-2H-furo[2',3':5,6]benzo[1,2-b]pyran-2-one ChEBI
Registry Number Type Source
9307643 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
12141854 PubMed citation Europe PMC
Last Modified
04 October 2016