CHEBI:66091 - isochamaejasmenin B

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ChEBI Name isochamaejasmenin B
ChEBI ID CHEBI:66091
Definition A biflavonoid that consists of two units of 5,7-dihydroxy-4'-methoxyflavanone attached at the C-3 position (the meso-isomer). Isolated from Stellera chamaejasme, it exhibits antimitotic and antifungal activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C32H26O10
Net Charge 0
Average Mass 570.54280
Monoisotopic Mass 570.15260
InChI InChI=1S/C32H26O10/c1-39-19-7-3-15(4-8-19)31-27(29(37)25-21(35)11-17(33)13-23(25)41-31)28-30(38)26-22(36)12-18(34)14-24(26)42-32(28)16-5-9-20(40-2)10-6-16/h3-14,27-28,31-36H,1-2H3/t27-,28+,31-,32+
InChIKey BTCICADMSGBCKA-WVKQWSHJSA-N
SMILES [H][C@]1(Oc2cc(O)cc(O)c2C(=O)[C@]1([H])[C@]1([H])C(=O)c2c(O)cc(O)cc2O[C@]1([H])c1ccc(OC)cc1)c1ccc(OC)cc1
Metabolite of Species Details
Stellera chamaejasme (NCBI:txid142738) Found in root (BTO:0001188). See: PubMed
Roles Classification
Biological Role(s): antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
antimitotic
Any compound that inhibits cell division (mitosis).
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing isochamaejasmenin B (CHEBI:66091) has role antifungal agent (CHEBI:35718)
isochamaejasmenin B (CHEBI:66091) has role antimitotic (CHEBI:64911)
isochamaejasmenin B (CHEBI:66091) has role plant metabolite (CHEBI:76924)
isochamaejasmenin B (CHEBI:66091) is a 4'-methoxyflavanones (CHEBI:140332)
isochamaejasmenin B (CHEBI:66091) is a biflavonoid (CHEBI:50128)
isochamaejasmenin B (CHEBI:66091) is a hydroxyflavanone (CHEBI:24697)
isochamaejasmenin B (CHEBI:66091) is a ring assembly (CHEBI:36820)
IUPAC Name
(2R*,2'S*,3R*,3'S*)-5,5',7,7'-tetrahydroxy-2,2'-bis(4-methoxyphenyl)-2,2',3,3'-tetrahydro-4H,4'H-3,3'-bichromene-4,4'-dione
Synonyms Sources
meso- 2,2',3,3'-tetrahydro-5,5',7',7-tetrahydroxy-2,2'-bis(4-methoxyphenyl)-[3,3'-bi-4H-1-benzopyran]-4,4'-dione ChEBI
rel-(2S,3S)-3-[(2R,3R)-5,7-dihydroxy-2-(4-methoxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl]-5,7-dihydroxy-2-(4-methoxyphenyl)-2,3-dihydrochromen-4-one ChEBI
Registry Number Type Source
10136566 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
15997133 PubMed citation Europe PMC
Last Modified
06 April 2018