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Sigma-Aldrich

Coumestrol

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

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Synonym(s):
7,12-Dihydroxycoumestan
Empirical Formula (Hill Notation):
C15H8O5
CAS Number:
479-13-0
Molecular Weight:
268.22
Beilstein:
266702
EC Number:
207-525-6
MDL number:
MFCD00016885
UNSPSC Code:
41116107
PubChem Substance ID:
57648278
NACRES:
NA.77

product line

BioReagent

Quality Level

100

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

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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Biochem/physiol Actions

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

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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.
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
Sarah J Lowry et al.
Nutrition and cancer, 64(6), 783-789 (2012-08-07)
Some forms of estrogen are associated with breast cancer risk as well as with mammographic density (MD), a strong marker of breast cancer risk. Whether phytoestrogen intake affects breast density, however, remains unclear. We evaluated the association between serum levels
Elisa V Bandera et al.
BMC women's health, 11, 40-40 (2011-09-29)
While there is extensive literature evaluating the impact of phytoestrogen consumption on breast cancer risk, its role on ovarian cancer has received little attention. We conducted a population-based case-control study to evaluate phytoestrogen intake from foods and supplements and epithelial
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
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