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Key Documents

27885

Sigma-Aldrich

Coumestrol

≥95.0% (HPLC)

Synonym(s):

7,12-Dihydroxycoumestan

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About This Item

Empirical Formula (Hill Notation):
C15H8O5
CAS Number:
Molecular Weight:
268.22
Beilstein/REAXYS Number:
266702
EC Number:
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.77

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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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

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


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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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
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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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