17alpha-Estradiol

Modify Date: 2024-01-02 14:34:40

17alpha-Estradiol structure	Common Name	17alpha-Estradiol
	CAS Number	57-91-0	Molecular Weight	272.382
	Density	1.2±0.1 g/cm3	Boiling Point	445.9±45.0 °C at 760 mmHg
	Molecular Formula	C₁₈H₂₄O₂	Melting Point	176-180ºC(lit.)
	MSDS	Chinese USA	Flash Point	209.6±23.3 °C
	Symbol	GHS08	Signal Word	Warning

Use of 17alpha-Estradiol

Alpha-Estradiol is a weak estrogen and a 5α-reductase inhibitor which is used as a topical medication in the treatment of androgenic alopecia.

Name	17α-estradiol
Synonym	More Synonyms

Description	Alpha-Estradiol is a weak estrogen and a 5α-reductase inhibitor which is used as a topical medication in the treatment of androgenic alopecia.
Related Catalog	Signaling Pathways >> Metabolic Enzyme/Protease >> 5 alpha Reductase Natural Products >> Steroids Research Areas >> Inflammation/Immunology
Target	Human Endogenous Metabolite
In Vitro	Alpha-Estradiol (17 alpha-Estradiol) is a 5α-reductase inhibitor, and inhibits testosterone metabolism catalyzed by 5 alpha-reductase[1]. Alpha-Estradiol (17 Alpha-estradiol, 10 μM) attenuates LPS-induced inflammatory markers in both C57BL/6J male and female mouse embryonic fibroblast (MEF) cells, primary pre-adipocytes and differentiated 3T3-L1 adipocytes in an ERα-dependent manner, and such effects are through decreased NFκB-p65 and increased ERα protein expression[2].
In Vivo	Alpha-Estradiol (17-alpha-estradiol, 0.01, 0.1, 1 μg) significantly reduces the percentage of central avascular/total retina area of the mouse pups. Alpha-Estradiol (1 μg) markedly decreasesmalondialdehyde (MDA) levels on postnatal days (PND) 9, 13, and 17 in retinas of hyperoxia-exposed pups. Alpha-Estradiol (1 μg) also decreases the number of NADPH-oxidase-positive cells, NADPH oxidase concentration and activity in retinas of the pups. In the 1.0-μg Alpha-Estradiol-treated pups, VEGF retinal concentrations are high on PND 9 but lower on PND 14 and 17. The best effect in retinas of 1.0-μg Alpha-Estradiol-treated pups is partly reversed by ICI182780 on PND 14 and 17[3].
Cell Assay	Mouse embryonic fibroblast (MEF) cells are treated for the indicated time with Alpha-Estradiol (17 α-E2) or 17 β-E2 at 10 μM concentration. Inflammation is induced by LPS at a concentration of 10 ng/mL either alone or in combination with the respective estrogen[2].
Animal Admin	Newborn mice are randomLy assigned to six groups according to the kind of treatment: room air with vehicle injection (control, group 1), hyperoxia with vehicle injection (control, group 2), hyperoxia with 0.01 μg Alpha-Estradiol injection (group 3), hyperoxia with 0.1 μg Alpha-Estradiol injection (group 4), hyperoxia with 1.0 μg Alpha-Estradiol injection (group 5), and hyperoxia with 1.0 μg Alpha-Estradiol and 10.0 μg ICI182780 injection (antagonist of estrogen receptor α and β) (group 6). The pups receive daily subcutaneous injections of either Alpha-Estradiol in vehicle [dissolved in ethanol and diluted in 0.05 mL/mouse of phosphate-buffered saline (PBS)] or vehicle alone from postnatal days (PND) 7-16. On PND 7, the pups in the hyperoxia and Alpha-Estradiol-treatment groups are exposed to hyperoxia (75 ± 2 % O2) for 5 days (PND 7-12) and then returned to normoxia (room air) for 5 days, along with the nursing mothers, whereas pups in the normoxia group are kept in normoxia from PND 7-17. The pups are humanely euthanized on PND 9, 13 (14), and 17[3].
References	[1]. Schriefers H, et al. Inhibition of testosterone metabolism by 17-alpha-estradiol in rat liver slices. Arzneimittelforschung. 1991 Nov;41(11):1186-9. [2]. Santos RS, et al. The effects of 17 alpha-estradiol to inhibit inflammation in vitro. Biol Sex Differ. 2017 Sep 6;8:30. [3]. Zhang HB, et al. 17-Alpha-estradiol ameliorating oxygen-induced retinopathy in a murine model. Jpn J Ophthalmol. 2012 Jul;56(4):407-15.

Density	1.2±0.1 g/cm3
Boiling Point	445.9±45.0 °C at 760 mmHg
Melting Point	176-180ºC(lit.)
Molecular Formula	C₁₈H₂₄O₂
Molecular Weight	272.382
Flash Point	209.6±23.3 °C
Exact Mass	272.177643
PSA	40.46000
LogP	4.13
Vapour Pressure	0.0±1.1 mmHg at 25°C
Index of Refraction	1.599
Storage condition	0-6°C
Water Solubility	ethanol: 50 mg/mL, clear, colorless

17alpha-Estradiol MSDS(Chinese)

CHEMICAL IDENTIFICATION

RTECS NUMBER :: KG3750000

CHEMICAL NAME :: 17-alpha-Estradiol

CAS REGISTRY NUMBER :: 57-91-0

BEILSTEIN REFERENCE NO. :: 2698044

LAST UPDATED :: 199803

DATA ITEMS CITED :: 2

MOLECULAR FORMULA :: C18-H24-O2

MOLECULAR WEIGHT :: 272.42

WISWESSER LINE NOTATION :: L E5 B666TTT&J E1 FQ OQ 17-ALPHA

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intramuscular

SPECIES OBSERVED :: Rodent - guinea pig

DOSE/DURATION :: 3 mg/kg

TOXIC EFFECTS :: Tumorigenic - equivocal tumorigenic agent by RTECS criteria Reproductive - Tumorigenic effects - uterine tumors

MUTATION DATA

TYPE OF TEST :: DNA inhibition

TEST SYSTEM :: Human Cells - not otherwise specified

DOSE/DURATION :: 100 mg/L

REFERENCE :: JTEHD6 Journal of Toxicology and Environmental Health. (Hemisphere Pub., 1025 Vermont Ave., NW, Washington, DC 20005) V.1- 1975/76- Volume(issue)/page/year: 10,143,1982

Symbol	GHS08
Signal Word	Warning
Hazard Statements	H351
Precautionary Statements	P281
Personal Protective Equipment	dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes	Xn: Harmful;
Risk Phrases	R40;R48
Safety Phrases	53-45-24/25-22
RIDADR	UN 2811
WGK Germany	3
RTECS	KG3750000

Precursor 9
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DownStream 1
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Virtual and biomolecular screening converge on a selective agonist for GPR30.

Nat. Chem. Biol. 2 , 207-12, (2006)

Estrogen is a hormone critical in the development, normal physiology and pathophysiology of numerous human tissues. The effects of estrogen have traditionally been solely ascribed to estrogen receptor...

Potent and selective steroidal inhibitors of 17beta-hydroxysteroid dehydrogenase type 7, an enzyme that catalyzes the reduction of the key hormones estrone and dihydrotestosterone.

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17beta-Hydroxysteroid dehydrogenase type 7 (17beta-HSD7) catalyzes the reduction of estrone (E(1)) into estradiol (E(2)) and of dihydrotestosterone (DHT) into 5alpha-androstane-3beta,17beta-diol (3bet...

The effect of steroids on the in vitro migration of washed human spermatozoa in modified Tyrode's solution or in fasting human blood serum.

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In modified Tyrode's solution, 17 beta-estradiol at concentrations between 0.1 microgram/ml and 320 nmoles/ml was effective in increasing human spermatozoal forward migration. 17 alpha-Estradiol, alth...

α-Estradiol

a-Estradiol

Oestra-1,3,5(10)-triene-3,17α-diol

alfatradiol

MFCD00064144

(17a)-Estra-1,3,5(10)-triene-3,17-diol

3,17α-Dihydroxyestra-1,3,5(10)-triene

Estra-1,3,5(10)-triene-3,17-diol, (17α)-

trans-4-Hydroxycrotonic acid

Epiestradiol

Epiestrol

Estra-1,3,5(10)-triene-3,17a-diol

3,17-α-Dihydroxyoestra-1,3,5(10)-triene

(17α)-Estra-1,3,5(10)-triene-3,17-diol

3,17a-Dihydroxyestra-1,3,5(10)-triene

Oestradiol-17a

3,17a-Dihydroxyoestra-1,3,5(10)-triene

Oestra-1,3,5(10)-triene-3,17a-diol

17-Epiestradiol

17α-Oestradiol

3,17α-Dihydroxyoestra-1,3,5(10)-triene

17a-Estradiol

17α-Estradiol

17α estradiol

Oestradiol-17α

(8R,9S,13S,14S,17R)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol

Epiestradial

Estradiol, 17α-

EINECS 200-023-8

13b-Methyl-1,3,5(10)-gonatriene-3,17a-diol

17a-Oestradiol

17alpha-Estradiol

3,17-Dihydroxyestratriene

Estradiol-17alpha

BioBioPha
China
Product Name: 17alpha-Estradiol
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Purity: 98.0%
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Shanghai Jizhi Biochemical Technology Co., Ltd
China
Product Name: 17alpha-Estradiol
Price: ￥568.0/200mg
Purity: 98.0%
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Dayang Chem (Hangzhou) Co., Ltd.
China
Product Name: Epiestradiol
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Purity: 98.0%
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Zhejiang Hangyu API Co., Ltd
China
Product Name: Estradiol
Price: ￥Inquiry/1kg
Purity: 99.5%
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Henan Tianfu Chemical Co., Ltd.
China
Product Name: 17α-estradiol
Price: $Inquiry/1kg $Inquiry/25kg $Inquiry/1000kg $Inquiry/10ton
Purity: 99.0%
Stocking Period: Inquiry
Contact: Anson

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17alpha-Estradiol

Use of 17alpha-Estradiol

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