Medicarpin

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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
32383-76-9 YesY
ChEBI CHEBI:100 N
ChEMBL ChEMBL238823 N
ChemSpider 298082 N
Jmol 3D model Interactive image
KEGG C10503 N
PubChem 623060
  • 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
  • COC1=CC2=C(C=C1)[C@@H]3COC4=C([C@@H]3O2)C=CC(=C4)O
Properties
C16H14O4
Molar mass 270.27 g/mol
Vapor pressure {{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YesYN ?)
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.[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]

References

  1. Isoflavonoid production by callus cultures of Maackia amurensis. S.A Fedoreyev, T.V Pokushalov, M.V Veselova, L.I Glebko, N.I Kulesh, T.I Muzarok, L.D Seletskaya, V.P Bulgakov and Yu.N Zhuravlev, Fitoterapia, 1 August 2000, Volume 71, Issue 4, Pages 365–372, doi:10.1016/S0367-326X(00)00129-5
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