(+)-6a-hydroxymaackiain

Term ID

CHEBI:43129

Synonyms

• (+)-6a-hydroxymaackiain
• (+)-O-demethylpisatin
• (6aR,12aR)-6H-[1,3]dioxolo[5,6][1]benzofuro[3,2-c]chromene-3,6a(12aH)-diol
• O-demethylpisatin

Definition

A member of the class of pterocarpans that is (6aS,11aS)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene which is substituted by a hydroxy group at position 3, a second hydroxy group at position 6a (resulting in the CIP stereochemical designation changing to R,R), and a methylenedioxy group at positions 8-9. It is a metabolite of the pea phytoalexin (+)-pisatin, produced by the pea-pathogenic Fusarium oxysporum forma specialis pisi, and a number of other fungi, including Fusarium anruioides, Fusarium avenaceum, Mycosphaerella pinodes, and Stemphylium botryosum.

References

• KEGG:C16230
• KNApSAcK:C00009677
• LIPID_MAPS_instance:LMPK12070133
• MetaCyc:CPD-3942
• PDBeChem:HMK
• PMID:17707445
• PMID:22985693
• Reaxys:6982403

Ontology

ChEBI  ( EBI )