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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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COUMESTROL Suppliers

Canada 2 China 106 France 1 Germany 2 India 5 Switzerland 1 United Kingdom 9 United States 25 Global 151
Service Chemical Inc.
Tel
--
Fax
--
Email
sales@chemos-group.com
Country
Germany
ProdList
6350
Advantage
71
ABCR GmbH & CO. KG
Tel
--
Fax
--
Email
info@abcr.de
Country
Germany
ProdList
6831
Advantage
75
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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