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Merck

27885

Sigma-Aldrich

Coumestrol

≥95.0% (HPLC)

Synonym(e):

7,12-Dihydroxy-coumestan

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About This Item

Empirische Formel (Hill-System):
C15H8O5
CAS-Nummer:
Molekulargewicht:
268.22
Beilstein:
266702
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
41116107
PubChem Substanz-ID:
NACRES:
NA.77

Assay

≥95.0% (HPLC)

Form

powder

Verunreinigungen

≤10.0% water

mp (Schmelzpunkt)

≥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

InChIKey

ZZIALNLLNHEQPJ-UHFFFAOYSA-N

Angaben zum Gen

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

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Anwendung


  • 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. Wirkung

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

Piktogramme

Exclamation mark

Signalwort

Warning

Gefahreneinstufungen

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

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves


Analysenzertifikate (COA)

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Larry M Mallis et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 796(1), 71-86 (2003-10-14)
In recent years, consumption of herbal supplements as an alternative to pharmaceutical drug therapy has increased. For example, with the health claims labeling which describes the link between soy-protein and a reduced risk of coronary heart disease (CHD), the consumption
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
Man-Hai Liu et al.
Neurological research, 33(6), 663-672 (2011-06-29)
Estrogen replacement therapy can decrease the risk of developing Alzheimer's disease. Phytoestrogens have been proposed as potential alternatives to estrogen replacement therapy. The purpose of this study was to evaluate the in vitro protective effects of coumestrol on mice astrocytes.

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