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Coumestan

Coumestan

IUPAC name	[1]Benzoxolo[3,2-c]chromen-6-one
Identifiers
CAS number	479-12-9
PubChem	638309
SMILES	C1=CC=C2C(=C1)C3=C(O2)C4=CC=CC=C4OC3=O
Properties
Molecular formula	C₁₅H₈O₃
Molar mass	236.22 g mol^-1
Melting point	187-188 °C^[1]
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references

Coumestan is an organic compound that is a derivative of coumarin. Coumestan forms the central core of a variety of natural compounds known collectively as coumestans. Coumestans, including coumestrol, a phytoestrogen, are found in a variety of plants.

Additional recommended knowledge

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Because of the estegenic 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.^[2]^[3]

Coumestans

References

^ Singh, Rishi Pal; Singh, Daljeet (1985). "An elegant synthesis of 6H-benzofuro[3,2-c][1]benzopyran-6-ones". Heterocycles 23 (4): 903.
^ Yao, Tuanli; Yue, Dawei; Larock, Richard C (2005). "An Efficient Synthesis of Coumestrol and Coumestans by Iodocyclization and Pd-Catalyzed Intramolecular Lactonization". Journal of Organic Chemistry 70 (24): 9985-9989.
^ Takeda, Norihiko; Miyata, Okiko; Naito, Takeaki (2007). "Efficient synthesis of benzofurans utilizing [3,3]-sigmatropic rearrangement triggered by N-trifluoroacetylation of oxime ethers: short synthesis of natural 2-arylbenzofurans". European Journal of Organic Chemistry (9): 1491-1509.