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CHEBI:66091 - isochamaejasmenin B

ChEBI IDCHEBI:66091
ChEBI Nameisochamaejasmenin B
Stars
DefinitionA 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.
Last Modified6 April 2018
DownloadsMolfile
FormulaC32H26O10
Net Charge0
Average Mass570.550
Monoisotopic Mass570.15260
SMILES[H][C@@]1([C@@]2([H])C(=O)c3c(O)cc(O)cc3O[C@@]2([H])c2ccc(OC)cc2)C(=O)c2c(O)cc(O)cc2O[C@]1([H])c1ccc(OC)cc1
InChIInChI=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+
InChIKeyBTCICADMSGBCKA-WVKQWSHJSA-N
Species of MetaboliteComponentSourceComments
Stellera chamaejasme (ncbitaxon:142738) root (BTO:0001188) PubMed (15997133)
Roles Classification
Biological Roles:
antimitotic  Any compound that inhibits cell division (mitosis).
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
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  Source
meso- 2,2',3,3'-tetrahydro-5,5',7',7-tetrahydroxy-2,2'-bis(4-methoxyphenyl)-[3,3'-bi-4H-1-benzopyran]-4,4'-dioneChEBI
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-oneChEBI
Registry NumbersSources
Reaxys:10136566Reaxys
Citations