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Merck

27883

Coumestrol

BioReagent, suitable for fluorescence, ≥97.5% (HPLC)

Synonym(s):

7,12-Dihydroxycoumestan

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About This Item

Empirical Formula (Hill Notation):
C15H8O5
CAS Number:
Molecular Weight:
268.22
UNSPSC Code:
41116107
NACRES:
NA.77
PubChem Substance ID:
EC Number:
207-525-6
Beilstein/REAXYS Number:
266702
MDL number:
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Product Name

Coumestrol, BioReagent, suitable for fluorescence, ≥97.5% (HPLC)

InChI key

ZZIALNLLNHEQPJ-UHFFFAOYSA-N

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

SMILES string

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

product line

BioReagent

assay

≥97.5% (HPLC)

form

powder

mp

≥350 °C (lit.)

solubility

DMSO: soluble

fluorescence

λex 377 nm; λem 437 nm in 0.1 M Tris pH 8.0

suitability

suitable for fluorescence

Quality Level

Gene Information

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

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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

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Hae-In Lee et al.
Applied and environmental microbiology, 78(8), 2896-2903 (2012-02-07)
Flavonoids, secondary plant metabolites which mainly have a polyphenolic structure, play an important role in plant-microbe communications for nitrogen-fixing symbiosis. Among 10 polyphenolic compounds isolated from soybean roots in our previous study, coumestrol showed the highest antioxidant activity. In this
Ellen B Gold et al.
Menopause (New York, N.Y.), 20(3), 305-314 (2013-02-26)
Although reduction of vasomotor symptoms (VMS; hot flashes and night sweats) has been reported in postmenopausal women who used isoflavones, a clear dose response has not been shown, has largely not been reported for perimenopausal women, and has largely only
Yun-hyeok Choi et al.
Archives of pharmacal research, 33(10), 1651-1654 (2010-11-06)
Bioassay-guided fractionation of the EtOAc-soluble extract of Pueraria lobata based on the inhibition of Aβ-induced toxicity in PC12 cells resulted in the isolation of four known active compounds, genistein (8), biochanin A (9), sissotrin (10), and puerol B (11). Of
Sahar Karieb et al.
The British journal of nutrition, 108(10), 1736-1745 (2012-02-01)
Osteoblast and osteoclast activity is disrupted in post-menopausal osteoporosis. Thus, to fully address this imbalance, therapies should reduce bone resorption and promote bone formation. Dietary factors such as phyto-oestrogens and Zn have beneficial effects on osteoblast and osteoclast activity. However
Suzan L Carmichael et al.
Nutrition journal, 10, 105-105 (2011-10-08)
Phytoestrogens may be associated with a variety of different health outcomes, including outcomes related to reproductive health. Recently published data on phytoestrogen content of a wide range of foods provide an opportunity to improve estimation of dietary phytoestrogen intake. Using

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