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Coumestrol

Name: Coumestrol
Brand: SIGMA

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

Synonym(s):

7,12-Dihydroxycoumestan

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

This product is discontinued. Contact Technical Servicefor assistance.

Properties

product line

BioReagent

assay

≥97.5% (HPLC)

form

powder

mp

≥350 °C (lit.)

solubility

DMSO: soluble

fluorescence

λ_ex 377 nm; λ_em 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)

Description

Biochem/physiol Actions

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

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This Item	27885	96063	PHL82308
Sigma-Aldrich 27883 Coumestrol	Sigma-Aldrich 27885 Coumestrol	Sigma-Aldrich 96063 Coumestrol dimethyl ether	PHL82308 Coumestrol
mp ≥350 °C (lit.)	mp ≥350 °C (lit.)	mp -	mp ≥350 °C (lit.)
fluorescence λ_ex 377 nm; λ_em 437 nm in 0.1 M Tris pH 8.0	fluorescence -	fluorescence λ_ex 325 nm; λ_em 421 nm in 0.1 M Tris pH 8.0, λ_ex 377 nm; λ_em 437 nm in 0.1 M Tris pH 8.0 (reaction product, free coumetrol)	fluorescence -
form powder	form powder	form powder	form powder
Quality Level 100	Quality Level 100	Quality Level -	Quality Level -
assay ≥97.5% (HPLC)	assay ≥95.0% (HPLC)	assay ≥95% (HPLC)	assay ≥90.0% (HPLC)
Gene Information human ... ESR1(2099), ESR2(2100) mouse ... Esr1(13982) rat ... Ar(24208)	Gene Information human ... ESR1(2099), ESR2(2100) mouse ... Esr1(13982) rat ... Ar(24208)	Gene Information -	Gene Information -

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pictograms

GHS07

signalword

Warning

hcodes

H302,H315,H319,H335

pcodes

P261 - P264 - P271 - P301 + P312 - P302 + P352 - P305 + P351 + P338

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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Phytoestrogen and fiber intakes in relation to incident vasomotor symptoms: results from the Study of Women's Health Across the Nation.

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

LC analysis of coumestrol incorporated into topical lipid nanoemulsions.

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

Phenolic compounds from Pueraria lobata protect PC12 cells against Aβ-induced toxicity.

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

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Global Trade Item Number

SKU	GTIN
27883-5MG	04061833279120
27883-1MG	04061826205051

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