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27885

Sigma-Aldrich

Coumestrol

≥95.0% (HPLC)

Sinónimos:

7,12-Dihydroxycoumestan

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About This Item

Fórmula empírica (notación de Hill):
C15H8O5
Número de CAS:
479-13-0
Peso molecular:
268.22
Beilstein/REAXYS Number:
266702
EC Number:
207-525-6
MDL number:
MFCD00016885
UNSPSC Code:
41116107
PubChem Substance ID:
57648279
NACRES:
NA.77

Quality Level

100

assay

≥95.0% (HPLC)

form

powder

impurities

≤10.0% water

mp

≥350 °C (lit.)

SMILES string

Oc1ccc-2c(OC(=O)c3c-2oc4cc(O)ccc34)c1

InChI

1S/C15H8O5/c16-7-1-3-9-11(5-7)19-14-10-4-2-8(17)6-12(10)20-15(18)13(9)14/h1-6,16-17H

InChI key

ZZIALNLLNHEQPJ-UHFFFAOYSA-N

Gene Information

human ... ESR1(2099) , ESR2(2100)
mouse ... Esr1(13982)
rat ... Ar(24208)

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Categorías relacionadas

Application


  • Phytoestrogens in Fish Feed Production:Coumestrolis is used as a biomarkers in fish feed production, facilitating the assessment of plant raw materials used in these feeds (Pavlopoulos et al., 2023).

  • Coumestrol and Soybean Leaf Senescence: Coumestrol′s role in soybean leaf senescence is explored, particularly its interactions with phytohormones, suggesting potential agronomic benefits and applications in crop science, it acts as a phytoalexin (Mun et al., 2021).

  • Systemic Defense in Soybeans: Investigating the effects of priming with coumestrol on soybean defense against the root-lesion nematode, this research highlights its potential as a natural plant defense enhancer (Adss et al., 2021).

Biochem/physiol Actions

Coumestrol has anti-estrogenic actions in the brain and pituitary, mediated through estrogen receptor-α.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Camila Franco et al.
International journal of pharmaceutics, 369(1-2), 5-11 (2008-11-26)
Coumestrol is an estrogenic and antioxidant agent, characterized by its low solubility in aqueous and lipophilic media, once in the aglicone form. In order to improve its solubility in water, coumestrol was associated with beta-cyclodextrin in aqueous media followed by
Bickoff, E.M., et al.
Journal of the American Chemical Society, 80, 3969-3969 (1958)
Michihisa Ueda et al.
Animal science journal = Nihon chikusan Gakkaiho, 83(6), 469-473 (2012-06-15)
The present study was conducted to clarify the effects of coumestrol administration to maternal mice during pregnancy and lactation on serum Ca and Ca metabolism in their neonatal mice. From 6.5 to 16.5 days post coitus and from 3 to
Sarah J Lowry et al.
Nutrition and cancer, 64(6), 783-789 (2012-08-07)
Some forms of estrogen are associated with breast cancer risk as well as with mammographic density (MD), a strong marker of breast cancer risk. Whether phytoestrogen intake affects breast density, however, remains unclear. We evaluated the association between serum levels
Yan Huang et al.
European journal of oral sciences, 119(2), 128-135 (2011-03-18)
Chronic intermittent hypoxia (CIH) is a frequent feature of obstructive sleep apnea/hypopnea syndrome (OSAHS), and it may alter upper airway muscle endurance. We have previously reported the positive effects of estrogen on genioglossus fatigue resistance in rats. Our present study
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