Coumestrol

Modify Date: 2024-01-02 16:37:10

Coumestrol structure	Common Name	Coumestrol
	CAS Number	479-13-0	Molecular Weight	268.221
	Density	1.6±0.1 g/cm3	Boiling Point	406.0±24.0 °C at 760 mmHg
	Molecular Formula	C₁₅H₈O₅	Melting Point	≥350ºC(lit.)
	MSDS	N/A	Flash Point	199.3±22.9 °C

Use of Coumestrol

Coumestrol, a phytoestrogen present in soybean products, exhibits activities against cancers, neurological disorders, and autoimmune diseases. It suppresses proliferation of ES2 cells with an IC50 of 50 μM.

Name	coumestrol
Synonym	More Synonyms

Description	Coumestrol, a phytoestrogen present in soybean products, exhibits activities against cancers, neurological disorders, and autoimmune diseases. It suppresses proliferation of ES2 cells with an IC50 of 50 μM.
Related Catalog	Signaling Pathways >> Others >> Estrogen Receptor/ERR Research Areas >> Cancer Natural Products >> Phenylpropanoids
Target	IC50: 50 μM[1]
In Vitro	Coumestrol exerts chemotherapeutic effects via PI3K and ERK1/2 MAPK pathways. Coumestrol inhibits viability and invasion, and induces apoptosis of ES2 (clear cell-/serous carcinoma origin) cells. In addition, immunoreactive PCNA and ERBB2, markers of proliferation of ovarian carcinoma, are attenuated in their expression in coumestrol-induced death of ES2 cells. Phosphorylation of AKT, p70S6K, ERK1/2, JNK1/2 and p90RSK is inactivated by coumestrol treatment in a dose- and time-dependent manner[1]. Coumestrol inhibits proliferation and induces apoptosis in MCF-7 cells, which is prevented by copper chelator neocuproine and ROS scavengers. Coumestrol treatment induces ROS generation coupled to DNA fragmentation, up-regulation of p53/p21, cell cycle arrest at G1/S phase, mitochondrial membrane depolarization and caspases 9/3 activation[2].
Cell Assay	To determine dose-dependent effects of coumestrol, ES2 cells are treated with different concentrations (0, 1, 10, 20, 50 or 100 μM) of coumestrol[1]. Coumestrol is dissolved in DMSO to prepare a 3 mM stock. Breast cancer MCF-7 cells are treated with increasing concentrations of coumestrol for 24, 48 and 72 h. Then, 20 μL of MTT (5 mg/mL) is added each well and re-incubated for additional 3 h. Formazan blue crystals formed are dissolved in 100 μL of DMSO. Absorbance is read at 570 nm using ELISA plate reader[2].
References	[1]. Lim W, et al. Coumestrol suppresses proliferation of ES2 human epithelial ovarian cancer cells. J Endocrinol. 2016 Mar;228(3):149-60. [2]. Zafar A, et al. Cytotoxic activity of soy phytoestrogen coumestrol against human breast cancer MCF-7 cells: Insights into the molecular mechanism. Food Chem Toxicol. 2017 Jan;99:149-161.

Density	1.6±0.1 g/cm3
Boiling Point	406.0±24.0 °C at 760 mmHg
Melting Point	≥350ºC(lit.)
Molecular Formula	C₁₅H₈O₅
Molecular Weight	268.221
Flash Point	199.3±22.9 °C
Exact Mass	268.037170
PSA	83.81000
LogP	2.94
Vapour Pressure	0.0±1.0 mmHg at 25°C
Index of Refraction	1.768
Storage condition	Refrigerator
Water Solubility	DMSO: soluble

Coumestrol MSDS(Chinese)

CHEMICAL IDENTIFICATION

RTECS NUMBER :: DF8077000

CHEMICAL NAME :: 6H-Benzofuro(3,2-c)(1)benzopyran-6-one, 3,9-dihydroxy-

CAS REGISTRY NUMBER :: 479-13-0

BEILSTEIN REFERENCE NO. :: 0266702

LAST UPDATED :: 199801

DATA ITEMS CITED :: 8

MOLECULAR FORMULA :: C15-H8-O5

MOLECULAR WEIGHT :: 268.23

WISWESSER LINE NOTATION :: T D6 B566 CO KVOJ FQ OQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

DOSE :: 2500 ug/kg

SEX/DURATION :: lactating female 1-5 day(s) post-birth

TOXIC EFFECTS :: Reproductive - Maternal Effects - uterus, cervix, vagina Reproductive - Maternal Effects - other effects Endocrine - estrogenic

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 234 mg/kg

SEX/DURATION :: female 1-13 day(s) after conception

TOXIC EFFECTS :: Reproductive - Fertility - other measures of fertility

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 35 gm/kg

SEX/DURATION :: female 14 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Maternal Effects - menstrual cycle changes or disorders Reproductive - Fertility - female fertility index (e.g. # females pregnant per # sperm positive females; # females pregnant per # females mated) Reproductive - Effects on Embryo or Fetus - other effects to embryo

TYPE OF TEST :: Unscheduled DNA synthesis

MUTATION DATA

TYPE OF TEST :: Mutation in mammalian somatic cells

TEST SYSTEM :: Rodent - hamster Lung

DOSE/DURATION :: 10 umol/L

REFERENCE :: FCTOD7 Food and Chemical Toxicology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.20- 1982- Volume(issue)/page/year: 35,605,1997

Hazard Codes	Xn: Harmful;
Risk Phrases	R22
Safety Phrases	26-36
WGK Germany	3
RTECS	DF8077000

Precursor 9
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DownStream 1
CAS#:3172-99-4 Coumestrol dime...