CHEBI:66434 - schizolaenone B

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name schizolaenone B
ChEBI ID CHEBI:66434
Definition A tetrahydroxyflavanone that is (2S)-flavanone substituted by hydroxy groups at positions 5, 7, 4' and 5', a geranyl group at position 3' and a prenyl group at position 6. Isolated from Schizolaena hystrix, it exhibits cytotoxicity against ovarian cancer cell line.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C30H36O6
Net Charge 0
Average Mass 492.60320
Monoisotopic Mass 492.25119
InChI InChI=1S/C30H36O6/c1-17(2)7-6-8-19(5)10-11-20-13-21(14-25(33)29(20)34)26-16-24(32)28-27(36-26)15-23(31)22(30(28)35)12-9-18(3)4/h7,9-10,13-15,26,31,33-35H,6,8,11-12,16H2,1-5H3/b19-10+/t26-/m0/s1
InChIKey LFIGQOMCYZOIQK-XBPZWBIKSA-N
SMILES CC(C)=CCC\C(C)=C\Cc1cc(cc(O)c1O)[C@@H]1CC(=O)c2c(O1)cc(O)c(CC=C(C)C)c2O
Metabolite of Species Details
Schizolaena hystrix (IPNI:790101-1) Found in fruit (BTO:0000486). 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 schizolaenone B (CHEBI:66434) has role antineoplastic agent (CHEBI:35610)
schizolaenone B (CHEBI:66434) has role metabolite (CHEBI:25212)
schizolaenone B (CHEBI:66434) is a 4'-hydroxyflavanones (CHEBI:140331)
schizolaenone B (CHEBI:66434) is a tetrahydroxyflavanone (CHEBI:38742)
IUPAC Name
(2S)-2-{3-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-4,5-dihydroxyphenyl}-5,7-dihydroxy-6-(3-methylbut-2-en-1-yl)-2,3-dihydro-4H-chromen-4-one
Synonym Source
(2S)-5,7,3',4'-tetrahydroxy-6-(3-methyl-but-2-enyl)-3'-(geranyl)flavanone ChEBI
Registry Number Type Source
11068914 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
15787448 PubMed citation Europe PMC
Last Modified
06 April 2018