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CHEBI:65614 - chamaejasmenin A

ChEBI IDCHEBI:65614
ChEBI Namechamaejasmenin A
Stars
DefinitionA biflavonoid that consists of two units of 5,7-dihydroxy-4'-methoxyflavanone attached at the C-3 position. 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-COWFKMKXSA-N
Species of MetaboliteComponentSourceComments
Stellera chamaejasme (ncbitaxon:142738) root (BTO:0001188) PubMed (15997133)
Roles Classification
Biological Roles:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
antimitotic  Any compound that inhibits cell division (mitosis).
ChEBI Ontology
Outgoing Relation(s)
chamaejasmenin A (CHEBI:65614) has role antifungal agent (CHEBI:35718)
chamaejasmenin A (CHEBI:65614) has role antimitotic (CHEBI:64911)
chamaejasmenin A (CHEBI:65614) has role plant metabolite (CHEBI:76924)
chamaejasmenin A (CHEBI:65614) is a 4'-methoxyflavanones (CHEBI:140332)
chamaejasmenin A (CHEBI:65614) is a biflavonoid (CHEBI:50128)
chamaejasmenin A (CHEBI:65614) is a hydroxyflavanone (CHEBI:24697)
chamaejasmenin A (CHEBI:65614) is a ring assembly (CHEBI:36820)
IUPAC Name 
(2R*,2'S*,3S*,3'R*)-5,5',7,7'-tetrahydroxy-2,2'-bis(4-methoxyphenyl)-2,2',3,3'-tetrahydro-4H,4'H-3,3'-bichromene-4,4'-dione
Synonym  Source
rel-(−)-(3,3'-bi-4H-1-benzopyran)-4,4'-dione,2,2',3,3'-tetrahydro-5,5',7,7'-tetrahydroxy-2,2'-bis(4-methoxyphenyl)ChEBI
Registry NumbersSources
Reaxys:5787621Reaxys
Citations