CHEBI:67347 - (+)-pisatin

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name (+)-pisatin
ChEBI ID CHEBI:67347
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:8250
Supplier Information
Download Molfile XML SDF
Formula C17H14O6
Net Charge 0
Average Mass 314.28950
Monoisotopic Mass 314.07904
InChI InChI=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
InChIKey LZMRDTLRSDRUSU-SJORKVTESA-N
SMILES [H][C@]12Oc3cc4OCOc4cc3[C@@]1(O)COc1cc(OC)ccc21
Metabolite of Species Details
Tephrosia candida (IPNI:520444-1) Found in aerial part (BTO:0001658). CH2Cl2-MeOH (1:1) extract of crushed, air-dried aerial parts See: PubMed
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.
phytoalexin
A toxin made by a plant that acts against an organism attacking it.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (+)-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 Sources
(+)-pisatin UniProt
(6aR,cis)-3-methoxy-6H-(1,3)dioxolo(3,2-c)(1)benzopyran-6a(12aH)-ol ChemIDplus
(6aR,cis)-6a-hydroxy-3-methoxy-8,9-methylenedioxy peterocarpan ChEBI
6a-hydroxy-3-methoxy-8,9-methylenedioxypterocarpan ChEBI
Pisatin KEGG COMPOUND
Manual Xrefs Databases
C00000651 KNApSAcK
C10516 KEGG COMPOUND
CPD-3944 MetaCyc
HMDB0033732 HMDB
LMPK12070126 LIPID MAPS
View more database links
Registry Numbers Types Sources
469-01-2 CAS Registry Number KEGG COMPOUND
469-01-2 CAS Registry Number ChemIDplus
5856502 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
13734533 PubMed citation Europe PMC
17707445 PubMed citation Europe PMC
21510635 PubMed citation Europe PMC
Last Modified
28 July 2014