Medicarpin

Medicarpin is a pterocarpan, a derivative of isoflavonoids.

Medicarpin

Chemical structure of medicarpin
Names
IUPAC name 9-Methoxy-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromen-3-ol
Other names 3-Hydroxy-9-methoxypterocarpan
Identifiers
CAS Number	32383-76-9 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:100 N
ChEMBL	ChEMBL238823 N
ChemSpider	298082 N
KEGG	C10503 N
PubChem CID	623060
UNII	6TX086I6IG Y
InChI InChI=1S/C16H14O4/c1-18-10-3-5-11-13-8-19-14-6-9(17)2-4-12(14)16(13)20-15(11)7-10/h2-7,13,16-17H,8H2,1H3/t13-,16-/m0/s1 N Key: NSRJSISNDPOJOP-BBRMVZONSA-N N InChI=1/C16H14O4/c1-18-10-3-5-11-13-8-19-14-6-9(17)2-4-12(14)16(13)20-15(11)7-10/h2-7,13,16-17H,8H2,1H3/t13-,16-/m0/s1 Key: NSRJSISNDPOJOP-BBRMVZONBK
SMILES COC1=CC2=C(C=C1)[C@@H]3COC4=C([C@@H]3O2)C=CC(=C4)O
Properties
Chemical formula	C16H14O4
Molar mass	270.27 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

Natural occurrences

Medicarpin is found in Medicago truncatula and Swartzia madagascariensis. It can also be found in Maackia amurensis cell cultures.^[1]

The root nodule formation by Sinorhizobium meliloti^[2] is apparently dependent on the flavonoids pathway.^[3]

Metabolism

Pterocarpin synthase has 3 substrates : medicarpin, NADP⁺ and H₂O, and 3 products : vestitone, NADPH and H⁺.^[4]

Pterocarpin synthase reaction