COUMESTROL

ChemicalBook > CAS DataBase List > COUMESTROL

Product Name: COUMESTROL
CAS No.: 479-13-0
Chemical Name: COUMESTROL
Synonyms: Nsc22842;Cumostrol;Cumoestrol;COUMESTROL;COUMOESTROL;cumoesterol;Coumesterol;COUMESTROL(P);Coumestrol,99%;Coumestrol, >98%
CBNumber: CB2339816
Molecular Formula: C15H8O5
Formula Weight: 268.22
MOL File: 479-13-0.mol

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COUMESTROL Property

Melting point:: ≥350 °C(lit.)
Boiling point:: 331.39°C (rough estimate)
Density: 1.2586 (rough estimate)
refractive index: 1.7680 (estimate)
storage temp.: Refrigerator
solubility: DMSO: soluble
form: Light beige solid.
pka: 8.25±0.20(Predicted)
color: Pale Yellow to Dark Brown
BRN: 266702
LogP: 2.940 (est)
CAS DataBase Reference: 479-13-0(CAS DataBase Reference)
EPA Substance Registry System: Coumestrol (479-13-0)

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Safety

Hazard Codes: Xn
Risk Statements: 22-36/37/38
Safety Statements: 26-36
WGK Germany: 3
RTECS: DF8077000
F: 10

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 27883
Product name: Coumestrol
Purity: BioReagent, suitable for fluorescence, ≥97.5% (HPLC)
Packaging: 1mg
Price: $97.2
Updated: 2024/03/01

Sigma-Aldrich

Product number: 27883
Product name: Coumestrol
Purity: BioReagent, suitable for fluorescence, ≥97.5% (HPLC)
Packaging: 5mg
Price: $321
Updated: 2024/03/01

Cayman Chemical

Product number: 11730
Product name: Coumestrol
Purity: ≥98%
Packaging: 1mg
Price: $44
Updated: 2024/03/01

Cayman Chemical

Product number: 11730
Product name: Coumestrol
Purity: ≥98%
Packaging: 5mg
Price: $93
Updated: 2024/03/01

Sigma-Aldrich

Product number: 27885
Product name: Coumestrol
Purity: ≥95.0% (HPLC)
Packaging: 50mg
Price: $386
Updated: 2024/03/01

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COUMESTROL Chemical Properties,Usage,Production

Description

Coumestrol is a phytoestrogen that occurs naturally in soybeans, spinach, and clover. It competitively (vs. 17β-estradiol, ) binds the estrogen receptors ERα (IC₅₀ = 11 nM) and ERβ (IC₅₀ = 2 nM) and can induce ER-dependent gene expression in isolated cells. Coumestrol is also a weak antagonist of pregnane X receptor (IC₅₀ = 12 μM) as well as a potential inverse agonist of the constitutive androstane receptor (EC₅₀ = 30 μM).

Chemical Properties

Yellow to Beige Powder

Uses

This compound has estrogenic activity. It exhibits bright blue fluorescence in neutral or acid solution, and greenish-yellow fluorescence in strong alkali solution.

Definition

ChEBI: A member of the class of coumestans that is coumestan with hydroxy substituents at positions 3 and 9.

Synthesis Reference(s)

Tetrahedron Letters, 4, p. 1151, 1963 DOI: 10.1039/jr9630005127

Biochem/physiol Actions

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

Safety Profile

An experimental teratogen. Other experimental reproductive effects. Mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes.

References

[1]. chen hy, dykstra kd, birzin et, et al. estrogen receptor ligands. part 1: the discovery of flavanoids with subtype selectivity. bioorg med chem lett. 2004 mar 22;14(6):1417-21.
[2]. hopert ac, beyer a, frank k, et al. characterization of estrogenicity of phytoestrogens in an endometrial-derived experimental model. environ health perspect. 1998 sep;106(9):581-6.
[3]. wang h, li h, moore lb, et al. the phytoestrogen coumestrol is a naturally occurring antagonist of the human pregnane x receptor. mol endocrinol. 2008 apr;22(4):838-57.

COUMESTROL Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from COUMESTROL manufacturers

Shaanxi Dideu Medichem Co. Ltd

Product: CouMestrol 479-13-0
Price: US $0.00-0.00/KG
Min. Order: 5mg
Purity: 99%HPLC
Supply Ability: 2000tons
Release date: 2020-01-06

Career Henan Chemical Co

Product: COUMESTROL 479-13-0
Price: US $1.00/KG
Min. Order: 1g
Purity: 99%
Supply Ability: 100KG
Release date: 2018-12-24

479-13-0, COUMESTROLRelated Search:

BAVACHININ A 8-Prenyldaidzein 1-[2-Hydroxy-4-methoxy-5-(3-methyl-2-butenyl)phenyl]-3-(4-hydroxyphenyl)-2-propen-1-one 7-Bromo-2-(4-hydroxyphenyl)-1,3-benzoxazol-5-ol WEDELOLACTONE psoralidin 3-HYDROXY-8,9-METHYLENEDIOXYCOUMESTAN COUMESTROL demethylwedelolactone 3-HYDROXY-9-METHOXYCOUMESTAN neoglycyrol COUMESTROL DIMETHYL ETHER,COUMESTROL DIMETHYL ETHER, FOR FLUORESCE 4'-ORTHO-METHYL-COUMESTROL COUMESTROL DIACETATE MEDICAGO COUMESTROL 10% COUMESTROL(RG) COUMESTROL DIACETATE, FOR FLUORESCENCE* TRIFOLIOL

cumoesterol

COUMOESTROL

7 12-DIHYDROXYCOUMESTAN 98%

Coumesterol

COUMESTROL(P)

Coumestrol, >98%

3,9-dihydroxy-6-benzofuro[3,2-c][1]benzopyranone

2-(2 4-DIHYDROXYPHENYL)-6-HYDROXY-3-BENZOFURANCARBOXYLIC ACID D-LACTONE 98%

Coumestrol,99%

3-Benzofurancarboxylic acid, 2-(2,4-dihydroxyphenyl)-6-hydroxy-, .delta.-lactone

6H-Benzofuro[3,2-C][1]benzopyran-6-one, 3,9-dihydroxy-

Cumoestrol

Cumostrol

Nsc22842

2-(2,4-Dihydroxyphenyl)-6-hydroxy-3-benzofurancarboxylic Acid δ-Lactone

7,12-DIHYDROXYCOUMESTAN

7,12-DIHYDROXYCOUMESTANE

7(1), 6-DIHYDROXYCOUMARINO(3(1), 4(1), 3,2)COUMARONE

[2-(2,4-DIHYDROXYPHENYL)-6-HYDROXY-3-BENZOFURAN-CARBOXYLIC ACID ALPHA-LACTONE]

2-(2,4-DIHYDROXYPHENYL)-6-HYDROXY-3-BENZOFURANCARBOXYLIC ACID DELTA-LACTONE

2-(2 4-DIHYDROXYPHENYL)-6-HYDROXY-3-BENZOFURANCARBOXYLIC ACID D-LACTONE

COUMESTROL

COUMESTROL BIOREAGENT, SUITABLE FOR

3,9-Dihydroxy-6H-[1]benzofuro[3,2-c]chromen-6-one

3,9-DIHYDROXY-6H-BENZOFURO[3,2-C]-[1]BENZOPYRAN-6-ONE

2-(2,4-dihydroxyphenyl)-6-hydroxy-3-benzofurancarboxylicacidelta-lacton

2-c)(1)benzopyran-6-one,3,9-dihydroxy-6h-benzofuro(

2-c][1]benzopyran-6-one,3,9-dihydroxy-6h-benzofuro[

Coumestrol ( synthitic)

7’, 6-DIHYDROXYCOUMARINO(3’, 4’, 3, 2)COUMARONE

3,9-Dihydroxy-6H-benzofuro[3,2-c]chromen-6-one

Coumestrol (Synthetic)

5,14-dihydroxy-8,17-dioxatetracyclo[8.7.0.02,?.011,1?]heptadeca-1(10),2(7),3,5,11(16),12,14-heptaen-9-one

479-13-0

C15H9O5

C15H8O5

Steroids & Hormones - 13C & 2H

Steroids

Coumarins

Iso-Flavones