CAS Number57-91-0
Synonymsα-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; 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; EINECS 200-023-8; 13b-Methyl-1,3,5(10)-gonatriene-3,17a-diol; 17a-Oestradiol; 17
Molecular FormulaC18H24O2
Molecular Weight272.38
Purity98.00%
Density1.2±0.1 g/cm3
Boiling Point445.9±45.0 °C at 760 mmHg
Melting Point176-180ºC(lit.)
Appearancepowder
EINECS200-354-8
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 57-91-0 |
| Catalog No. | 2A-9016760 |
| Chinese Name | 17α-雌二醇 |
| Synonyms | 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; 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; EINECS 200-023-8; 13b-Methyl-1,3,5(10)-gonatriene-3,17a-diol; 17a-Oestradiol; 17 |
| Molecular Formula | C18H24O2 |
| Molecular Weight | 272.38 |
| Purity | 98.00 |
| Density | 1.2±0.1 g/cm3 |
| Boiling Point | 445.9±45.0 °C at 760 mmHg |
| Melting Point | 176-180ºC(lit.) |
| Appearance | powder |
| Water Solubility | ethanol: 50 mg/mL, clear, colorless |
| Storage Condition | 0-6°C |
| Application | Alpha-Estradiol is an estrogen and 5α-reductase inhibitor used for the topical treatment of androgenetic alopecia. |
| EINECS | 200-354-8 |
| UN(IATA) | UN 2811 |
| MDL Number | MFCD00064144 |
| SMILES | [H][C@]12CC[C@]3(C)[C@H](O)CC[C@@]3([H])[C@]1([H])CCc4cc(O)ccc24 |
| InChI | 1S/C18H24O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3,5,10,14-17,19-20H,2,4,6-9H2,1H3/t14-,15-,16+,17-,18+/m1/s1 |
| InChI Key | VOXZDWNPVJITMN-SFFUCWETSA-N |
| NACRES Code | NA.24 |
| UNSPSC | 41116107 |
| Hazard Symbols | Xn |
| Risk Codes | R40;R48 |
| Safety Description | S22;S24/25 |
| MSDS | msds/16760_1_57_91_0.pdf |
| Bioactivity | 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. Chemical & Physical Properties 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 InChIKey VOXZDWNPVJITMN-SFFUCWETSA-N SMILES CC12CCC3c4ccc(O)cc4CCC3C1CCC2O Storage condition 0-6°C Water Solubility ethanol: 50 mg/mL, clear, colorless |
| Use of | Alpha-Estradiol is a weak estrogen and a 5α-reductase inhibitor which is used as a topical medication in the treatment of androgenic alopecia. Properties Name 17α-estradiol Synonym More Synonyms 17alpha-Estradiol Biological Activity 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 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]. 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. Chemical & Physical Properties Molecular Formula C18H24O2 Exact Mass 272.177643 PSA 40.46000 Index of Refraction 1.599 InChIKey VOXZDWNPVJITMN-SFFUCWETSA-N |
| Transport Info | Product name: Purity: 98.0% |
| MSDS Transport Info | Module 14. Shipping information United Nations classification: inconsistent with United Nations classification standards UN number: not specified |
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