(+)-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 )

Relationships

is a type of: pterocarpans tertiary alcohol

pterocarpans tertiary alcohol Show first 5 Terms
has_functional_parent: (+)-maackiain

(+)-maackiain Show first 5 Terms
inverse has_functional_parent: (+)-pisatin

(+)-pisatin Show first 5 Terms

Phenotype

Phenotype resulting from (+)-6a-hydroxymaackiain

Phenotype where environments contain (+)-6a-hydroxymaackiain

Phenotype modified by environments containing (+)-6a-hydroxymaackiain

Human Disease / Model Data