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27883

Sigma-Aldrich

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
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.

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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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

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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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
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
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
D F Argenta et al.
Die Pharmazie, 66(12), 929-932 (2012-02-09)
A simple, rapid, and sensitive LC method to determine coumestrol incorporated in the lipid nanoemulsions was validated. The analyses were performed at room temperature on a reversed-phase C18 column using a mobile phase composed of methanol/water with 0.1% trifluoracetic acid
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