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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:
479-13-0
Molekulargewicht:
268.22
Beilstein:
266702
EG-Nummer:
207-525-6
MDL-Nummer:
MFCD00016885
UNSPSC-Code:
41116107
PubChem Substanz-ID:
57648279
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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Verwandte Kategorien

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
GHS07

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)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

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Sigma-Aldrich

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Sigma-Aldrich

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Sigma-Aldrich

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Bickoff, E.M., et al.
Journal of the American Chemical Society, 80, 3969-3969 (1958)
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
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.
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
Corinne C Hoerger et al.
Journal of agricultural and food chemistry, 59(3), 847-856 (2011-01-06)
We developed and validated three different sample preparation and extraction methods followed by HPLC-MS/MS (negative electrospray ionization) analysis for the quantification of estrogenic isoflavones (formononetin, daidzein, equol, biochanin A, and genistein) and coumestrol in red clover, soil, and manure. Plant
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