Coumestan

Coumestan

Names
IUPAC name [1]Benzoxolo[3,2-c]chromen-6-one
Identifiers
CAS Number	479-12-9 Y
ChEBI	CHEBI:72578 N
ChemSpider	553855 Y
Jmol 3D model	Interactive image Interactive image
PubChem	638309
InChI InChI=1S/C15H8O3/c16-15-13-9-5-1-3-7-11(9)17-14(13)10-6-2-4-8-12(10)18-15/h1-8H Y Key: JBIZUYWOIKFETJ-UHFFFAOYSA-N Y InChI=1/C15H8O3/c16-15-13-9-5-1-3-7-11(9)17-14(13)10-6-2-4-8-12(10)18-15/h1-8H Key: JBIZUYWOIKFETJ-UHFFFAOYAF
SMILES C1=CC=C2C(=C1)C3=C(O2)C4=CC=CC=C4OC3=O O=C3Oc4ccccc4c2oc1c(cccc1)c23
Properties
Chemical formula	C15H8O3
Molar mass	236.22 g/mol
Melting point	187 to 188 °C (369 to 370 °F; 460 to 461 K)
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 YN ?)
Infobox references

Coumestan is a heterocyclic organic compound. Coumestan forms the central core of a variety of natural compounds known collectively as coumestans. Coumestans are oxidation products of pterocarpan that are similar to coumarin. Coumestans, including coumestrol, a phytoestrogen, are found in a variety of plants. Food sources high in coumestans include split peas, pinto beans, lima beans, and especially alfalfa and clover sprouts.

Coumestrol has about the same binding affinity for the ER-β estrogen receptor as 17β-estradiol, but much less affinity than 17α-estradiol, although the estrogenic potency of coumestrol at both receptors is much less than that of 17β-estradiol.

Because of the estrogenic activity of some coumestans, a variety of syntheses have been developed that allow the preparation of coumestans so that their pharmacological effects can be explored.

Coumestans

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  Coumestrol

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  Wedelolactone

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  Plicadin