CHEBI:108 - (−)-phaseolin

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ChEBI Name (−)-phaseolin
ChEBI ID CHEBI:108
ChEBI ASCII Name (-)-phaseolin
Definition A prenylated member of the class of pterocarpans and an organic heteropentacyclic compound that is 2,3,6b,12b-tetrahydro-1H,7H-chromeno[6',5':4,5]furo[3,2-c]chromen-10-ol in which both of the hydrogens at position 3 have been replaced by methyl groups (the R,R stereoisomer). It is found in found in the seeds of Phaseolus vulgaris (French bean) and in the stems of Erythrina subumbrans.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C20H20O4
Net Charge 0
Average Mass 324.371
Monoisotopic Mass 324.13616
InChI InChI=1S/C20H20O4/c1-20(2)8-7-14-16(24-20)6-5-12-15-10-22-17-9-11(21)3-4-13(17)19(15)23-18(12)14/h3-6,9,15,19,21H,7-8,10H2,1-2H3/t15-,19-/m0/s1
InChIKey YAHJJEDSBUXVRQ-KXBFYZLASA-N
SMILES C12=C3C(=CC=C2OC(CC1)(C)C)[C@]4([C@@](O3)(C=5C=CC(O)=CC5OC4)[H])[H]
Roles Classification
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
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ChEBI Ontology
Outgoing (−)-phaseolin (CHEBI:108) has role plant metabolite (CHEBI:76924)
(−)-phaseolin (CHEBI:108) is a organic heteropentacyclic compound (CHEBI:38164)
(−)-phaseolin (CHEBI:108) is a phenols (CHEBI:33853)
(−)-phaseolin (CHEBI:108) is a pterocarpans (CHEBI:26377)
IUPAC Name
(6bR,12bR)-3,3-dimethyl-2,3,6b,12b-tetrahydro-1H,7H-chromeno[6',5':4,5]furo[3,2-c]chromen-10-ol
Synonyms Sources
(-)-Phaseollin KEGG COMPOUND
phaseolin KEGG COMPOUND
phaseollin ChEBI
Manual Xrefs Databases
C00002559 KNApSAcK
C10514 KEGG COMPOUND
HMDB0034173 HMDB
LMPK12070020 LIPID MAPS
Phaseolin_(pterocarpan) Wikipedia
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Registry Number Type Source
13401-40-6 CAS Registry Number ChemIDplus
Citation Waiting for Citations Type Source
17964704 PubMed citation Europe PMC
Last Modified
12 July 2016