CHEBI:65489 - BF 5

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ChEBI Name BF 5
ChEBI ID CHEBI:65489
Definition An organic heterotetracyclic compound that is 2,3,10,12-tetrahydro-4H,11H-pyrano[2,3-a]xanthene-4,11-dione substituted by methyl groups at positions 6, 8, 10, and 10, and by hydroxy, isopropyl, methoxy, phenyl, and groups at positions 5, 12, 9, and 2, respectively (the S,R-enantiomer). It is isolated from the leaves of Baeckea frutescens and exhibits cytotoxicity against leukemia cells.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C30H32O6
Net Charge 0
Average Mass 488.57150
Monoisotopic Mass 488.21989
InChI InChI=1S/C30H32O6/c1-14(2)20-22-25(36-26-16(4)29(34-7)30(5,6)28(33)23(20)26)15(3)24(32)21-18(31)13-19(35-27(21)22)17-11-9-8-10-12-17/h8-12,14,19-20,32H,13H2,1-7H3/t19-,20+/m0/s1
InChIKey NJQFCQXFOHVYQJ-VQTJNVASSA-N
SMILES COC1=C(C)C2=C([C@H](C(C)C)c3c(O2)c(C)c(O)c2C(=O)C[C@H](Oc32)c2ccccc2)C(=O)C1(C)C
Metabolite of Species Details
Baeckea frutescens (NCBI:txid199392) Found in leaf (BTO:0000713). See: DOI
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 BF 5 (CHEBI:65489) has role antineoplastic agent (CHEBI:35610)
BF 5 (CHEBI:65489) has role metabolite (CHEBI:25212)
BF 5 (CHEBI:65489) is a ether (CHEBI:25698)
BF 5 (CHEBI:65489) is a extended flavonoid (CHEBI:71037)
BF 5 (CHEBI:65489) is a organic heterotetracyclic compound (CHEBI:38163)
BF 5 (CHEBI:65489) is a phenols (CHEBI:33853)
IUPAC Name
(2S,12R)-5-hydroxy-9-methoxy-6,8,10,10-tetramethyl-2-phenyl-12-(propan-2-yl)-2,3,10,12-tetrahydro-4H,11H-pyrano[2,3-a]xanthene-4,11-dione
Synonym Source
Baeckea frutescens 5 ChEBI
Last Modified
20 November 2012
General Comment
2012-11-20 Phytochemistry 1999, 50, 273-277.