Medicarpin

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 checkY
3D model (JSmol)	Interactive image
ChEBI	CHEBI:100 ☒N
ChEMBL	ChEMBL238823 ☒N
ChemSpider	298082 ☒N
KEGG	C10503 ☒N
PubChem CID	623060
UNII	6TX086I6IG checkY
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 checkY☒N ?) Infobox references

Medicarpin is a pterocarpan, a derivative of isoflavonoids.

Natural occurrences

Medicarpin is found in Medicago truncatula and Swartzia madagascariensis. It can also be found in Maackia amurensis cell cultures. The root nodule formation by Sinorhizobium meliloti is apparently dependent on the flavonoids pathway.

Metabolism

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

Pterocarpin synthase reaction

Pterocarpin synthase reaction