COUMESTROL
COUMESTROL Basic information
- Product Name:
- COUMESTROL
- Synonyms:
-
- 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%
- CAS:
- 479-13-0
- MF:
- C15H8O5
- MW:
- 268.22
- EINECS:
- 207-525-6
- Product Categories:
-
- Steroids & Hormones - 13C & 2H
- Steroids
- Coumarins
- Iso-Flavones
- Mol File:
- 479-13-0.mol
COUMESTROL Chemical Properties
- 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)
Safety Information
- Hazard Codes
- Xn
- Risk Statements
- 22-36/37/38
- Safety Statements
- 26-36
- WGK Germany
- 3
- RTECS
- DF8077000
- F
- 10
MSDS
- Language:English Provider:SigmaAldrich
COUMESTROL Usage And Synthesis
Description
Coumestrol is a phytoestrogen that occurs naturally in soybeans, spinach, and clover. It competitively (vs. 17β-
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.
COUMESTROLSupplier
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COUMESTROL(479-13-0)Related Product Information
- 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