Structure via PubChem · Public domain (PubChem)
coumestan
Sign in to saveAlso known as 6H-Benzofuro(3,2-c)(1)benzopyran-6-one, Benzofurano(3',2':3,4)coumarin
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.
Chemical data
- Formula
- C15H8O3
- Molecular weight
- 236.22 g/mol
- IUPAC name
- [1]benzofuro[3,2-c]chromen-6-one
- SMILES
- C1=CC=C2C(=C1)C3=C(O2)C4=CC=CC=C4OC3=O
- InChIKey
- JBIZUYWOIKFETJ-UHFFFAOYSA-N
- XLogP
- 3.5
- Polar surface area
- 39.4 Ų
- H-bond donors
- 0
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Wikidata facts
- Mass
- 236.047344
Show 3 more facts
- chemical formula
- C₁₅H₈O₃
- canonical SMILES
- C1=CC=C2C(=C1)C3=C(O2)C4=CC=CC=C4OC3=O
- found in taxon
- Phaseolus vulgaris
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- Coumestans
- 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 a similar 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.
Excerpted from Wikipedia’s “coumestan” article, available under the CC BY-SA 4.0 licence.