Glycinol (pterocarpan)

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For other uses, see Glycinol.
Glycinol
Chemical structure of glycinol
Glycinol molecule
Names
IUPAC name
6H-[1]benzofuro[3,2-c]chromene-3,6a(11aH),9-triol
Identifiers
ChemSpider 114790 N
Jmol 3D model Interactive image
PubChem 129648
  • InChI=1S/C15H12O5/c16-8-1-3-10-12(5-8)19-7-15(18)11-4-2-9(17)6-13(11)20-14(10)15/h1-6,14,16-18H,7H2/t14-,15+/m0/s1 N
    Key: QMXOFBXZEKTJIK-LSDHHAIUSA-N N
  • InChI=1/C15H12O5/c16-8-1-3-10-12(5-8)19-7-15(18)11-4-2-9(17)6-13(11)20-14(10)15/h1-6,14,16-18H,7H2/t14-,15+/m0/s1
    Key: QMXOFBXZEKTJIK-LSDHHAIUBH
  • O3c1c(ccc(O)c1)[C@@H]4Oc2cc(O)ccc2[C@]4(O)C3
Properties
C15H12O5
Molar mass 272.25 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

Glycinol is a pterocarpan, a type of natural phenol. It is a phytoalexin found in the soybean (Glycine max). It is formed by the cyclisation of daidzein. It has antiestrogenic activities.[1][2]

It can be synthethised chemically and possesses two chiral centers.[3]

Glycinol is the direct precursor of glyceollins through the action of a prenyltransferase.

Experiments show that the 6a oxygen of glycinol is derived from molecular oxygen.[4]

References

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  3. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  4. ↑ Lua error in package.lua at line 80: module 'strict' not found.


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