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Merck
CN

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:
479-13-0
Molecular Weight:
268.22
UNSPSC Code:
41116107
NACRES:
NA.77
PubChem Substance ID:
57648278
EC Number:
207-525-6
Beilstein/REAXYS Number:
266702
MDL number:
MFCD00016885

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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

100

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
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

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCK9115
BCCF2402
BCCC8626
BCCB9281
BCCB5974

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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
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
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
Gail A Greendale et al.
Menopause (New York, N.Y.), 19(8), 894-903 (2012-03-15)
Phytoestrogens, which consist mainly of isoflavones, lignans, and coumestans have estrogenic and anti-inflammatory properties. Previous research suggests that higher dietary or supplemental intakes of isoflavones and lignans are related to better cognitive performance in middle-aged and older women. We conducted
Yong-Han Hong et al.
Journal of agricultural and food chemistry, 59(1), 131-137 (2010-12-17)
Coumestrol has long been known as the phytoestrogenic compound in alfalfa. However, it has been demonstrated that the ethyl acetate extract of alfalfa sprout (AEA) attenuated the disease severity and increased survival and life span of autoimmune-prone MRL-lpr/lpr mice. Coumestrol
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