CHEBI:65614 - chamaejasmenin A

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ChEBI Name chamaejasmenin A
ChEBI ID CHEBI:65614
Definition A 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.
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 570.153
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-COWFKMKXSA-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 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 Number Type Source
5787621 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
15997133 PubMed citation Europe PMC
Last Modified
06 April 2018
General Comment
2013-07-30 The chirality of C-3/C-3" has not been determined.