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CHEBI:67347 - (+)-pisatin

Default Structure
ChEBI IDCHEBI:67347
ChEBI Name(+)-pisatin
Stars
DefinitionA member of the class of pterocarpans that is the 3-O-methyl ether of (+)-6a-hydroxymaackiain (the 6aR,12aR stereoisomer). A phytoalexin found in pods of garden peas (Pisum sativum) and other plants of the pea family, including Tephrosia candida.
Secondary ChEBI IDCHEBI:8250
Last Modified28 July 2014
DownloadsMolfile
FormulaC17H14O6
Net Charge0
Average Mass314.293
Monoisotopic Mass314.07904
SMILES[H][C@]12Oc3cc4c(cc3[C@@]1(O)COc1cc(OC)ccc12)OCO4
InChIInChI=1S/C17H14O6/c1-19-9-2-3-10-12(4-9)20-7-17(18)11-5-14-15(22-8-21-14)6-13(11)23-16(10)17/h2-6,16,18H,7-8H2,1H3/t16-,17+/m1/s1
InChIKeyLZMRDTLRSDRUSU-SJORKVTESA-N
Species of MetaboliteComponentSourceComments
Tephrosia candida (IPNI:520444-1) aerial part (BTO:0001658) PubMed (21510635) CH2Cl2-MeOH (1:1) extract of crushed, air-dried aerial parts
Roles Classification
Biological Roles:
phytoalexin  A toxin made by a plant that acts against an organism attacking it.
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)
(+)-pisatin (CHEBI:67347) has functional parent (+)-6a-hydroxymaackiain (CHEBI:43129)
(+)-pisatin (CHEBI:67347) has role phytoalexin (CHEBI:26115)
(+)-pisatin (CHEBI:67347) has role plant metabolite (CHEBI:76924)
(+)-pisatin (CHEBI:67347) is a aromatic ether (CHEBI:35618)
(+)-pisatin (CHEBI:67347) is a pterocarpans (CHEBI:26377)
(+)-pisatin (CHEBI:67347) is a tertiary alcohol (CHEBI:26878)
IUPAC Name 
(6aR,12aR)-3-methoxy-6H-[1.3]-dioxolo[5,6][1]benzofuro[3,2-c]chromen-6a(12aH)-ol
Synonyms  Source
6a-hydroxy-3-methoxy-8,9-methylenedioxypterocarpanChEBI
(6aR,cis)-3-methoxy-6H-(1,3)dioxolo(3,2-c)(1)benzopyran-6a(12aH)-olChemIDplus
(6aR,cis)-6a-hydroxy-3-methoxy-8,9-methylenedioxy peterocarpanChEBI
PisatinKEGG COMPOUND
UniProt Name  Source
(+)-pisatinUniProt
Manual XrefsDatabases
C00000651KNApSAcK
C10516KEGG COMPOUND
CPD-3944MetaCyc
HMDB0033732HMDB
LMPK12070126LIPID MAPS
Registry NumbersSources
Reaxys:5856502Reaxys
CAS:469-01-2KEGG COMPOUND
CAS:469-01-2ChemIDplus
Citations