Estradiol structure, CAS 50-28-2

Estradiol

CAS Number50-28-2

Synonyms17b-OH-estradiol; Estradiol-17β; 17b-Estradiol; Epiestriol 50; 17β estradiol; 17-Beta-Estradiol; δ-Estradiol; Destradiol; Estradiol-17 β; Oestra-1,3,5(10)-triene-3,17β-diol; 17b-Oestra-1,3,5(10)-triene-3,17-diol; δ-Oestradiol; Oestradiol-17b; 3,17β-Dihydroxyestra-1,3,5(10)-triene; D-3,17b-Estradiol; estradiol 17b; Ovocylin; (17b)-Estra-1,3,5(10)-triene-3,17-diol; 3,17β-Estradiol; 3,17b-Dihydroxyestra-1,3,5(10)-triene; 17-β-estradiol; 3,17b-Oestradiol; Oestrogel; B-Estradiol; Estradiol-17-β; 17-β-OH-estradiol; D-3,17b-Oestradiol; Estrogel; Oestra-1,3,5(10)-triene-3,17b-diol; Estradiolum

Molecular FormulaC18H24O2

Molecular Weight272.38

Purity≥98 (HPLC)%

Density1.2±0.1 g/cm3

Boiling Point445.9±45.0 °C at 760 mmHg

Melting Point176-180 °C (lit.)

Flash Point

Appearancepowder

EINECS200-023-8

MSDSChineseEnglish

Symbol6.1

Signal WordWarning

Cat. No.: 2A-0200250 Purity: ≥98 (HPLC)%
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Quality Control of [ 50-28-2 ] Purity: ≥98 (HPLC)% SDS Specification MoL

Chemical & Physical Properties
CAS Number50-28-2
Catalog No.2A-0200250
Chinese Name雌二醇
Synonyms17b-OH-estradiol; Estradiol-17β; 17b-Estradiol; Epiestriol 50; 17β estradiol; 17-Beta-Estradiol; δ-Estradiol; Destradiol; Estradiol-17 β; Oestra-1,3,5(10)-triene-3,17β-diol; 17b-Oestra-1,3,5(10)-triene-3,17-diol; δ-Oestradiol; Oestradiol-17b; 3,17β-Dihydroxyestra-1,3,5(10)-triene; D-3,17b-Estradiol; estradiol 17b; Ovocylin; (17b)-Estra-1,3,5(10)-triene-3,17-diol; 3,17β-Estradiol; 3,17b-Dihydroxyestra-1,3,5(10)-triene; 17-β-estradiol; 3,17b-Oestradiol; Oestrogel; B-Estradiol; Estradiol-17-β; 17-β-OH-estradiol; D-3,17b-Oestradiol; Estrogel; Oestra-1,3,5(10)-triene-3,17b-diol; Estradiolum
Molecular FormulaC18H24O2
Molecular Weight272.38
Purity≥98 (HPLC)
Density1.2±0.1 g/cm3
Boiling Point445.9±45.0 °C at 760 mmHg
Melting Point176-180 °C (lit.)
Appearancepowder
Water SolubilityWater solubility: insoluble; water solubility: 3.6
Storage ConditionThis product is sealed and stored in a dry place a
PackagingIII
Inventory1.5kg
ApplicationEstradiol is a steroid sex hormone that is essential for maintaining female fertility and secondary sex characteristics.
EINECS200-023-8
PubChem ID24894483
MDL NumberMFCD00003693
SMILESO[C@H]1CC[C@@]2([H])[C@]3([H])CCC4=CC(O)=CC=C4[C@@]3([H])CC[C@@]21C
InChI1S/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 KeyVOXZDWNPVJITMN-ZBRFXRBCSA-N
Beilstein/REAXYS1914275
NACRES CodeNA.77
UNSPSC12352209
Hazard Symbols6.1
Risk CodesR45
Safety DescriptionS53;S45
MSDSmsds/16546_1_50_28_2.pdf
BioactivityEstradiol is a steroid sex hormone vital to the maintenance of fertility and secondary sexual characteristics in females. Related Catalog Signaling Pathways >> Others >> Estrogen Receptor/ERR Research Areas >> Endocrinology Natural Products >> Steroids Target Human Endogenous Metabolite In Vitro Estradiol causes new dendritic spines and synapses in hippocampal CA1 pyramidal cells. Estradiol increases NMDA receptor binding by 46% in parallel with dendritic spine and synapse density. Estradiol also elevates sensitivity of CA1 pyramidal cells to NMDA receptor-mediated synaptic input and such an effect is correlated with the estradiol-induced increase in dendritic spine density in the apical dendritic tree of these cells[1]. Estradiol reduces Ba2+ entry reversibly via Ca2+ channels in acutely dissociated and cultured neostriatal neurons. Estradiol also reduces Ba2+ currents but is significantly less effective than Estradiol in rat neostriatal neurons[2]. Estradiol dose-dependently inhibits IL-1-, TNF-, and IL-1 and TNF-induced production of bioassayable IL-6. Estradiol blocks TNF-induced IL-6 production and osteoclast development in primary bone cell cultures derived from neonatal murine calvaria[3]. In Vivo Estradiol functions in hippocampal synapse density during the estrous cycle in the adult rat[4]. Estradiol reverses the ovariectomy-induced decrease in spine density. Estradiol in combination with progesterone enhances spine density for 2 to 6 h but decreases following estradiol alone[5]. Cell Assay Briefly, B9 cells (5×103/well of a 96-well plate) are cultured with a series of dilutions of the supernatants in a final volume of 100 mL of RPMI 1640, supplemented with 5×10-5mol/Lof 2-mercaptoethanol, 10% FBS, 100 U/mL penicillin, and 100 μg/mL streptomycin in flat-bottom microtiter plates. After 42 h, 0.5 μCi of [3H]thymidine is added. 6 h later, the cells are harvested and the radioactivity incorporated is determined. IL-6 is quantitated from a standard curve set up with known amounts of recombinant human or mouse IL-6. The anti-IL-6 monoclonal antibody completely inhibited the ability of the B9 cells to proliferate in response to recombinant mouse IL-6. In addition, we determined that B9 cells do not proliferate in response to IL-I or TNF, and that antibodies to these two cytokines did not affect the cell proliferation in response to IL-6. Further, it is established that neither Estradiol (17β-estradiol), nor the 0.01% ethanol used as vehicle in these experiments, has any effect on the bioassay. Animal Admin Adult female Sprague Dawley rats are housed on a 12 hr light/dark cycle with unlimited access to food and water. These animals are left gonadally intact (intact), ovariectomized and treated with estradiol benzoate (OVX+E), or ovariectomized and treated with sesame oil vehicle (OVX+O). The hormone treatment regimen that is used in these experiments has been shown previously to result in differences in CA1 pyramidal cell dendritic spine and synapse density. Six days before electrophysiological analysis, animals are ovariectomized under Metofane anesthesia using aseptic surgical procedure. After surgery, animals are housed individually. On days 3 and 4 after surgery, OVX+E animals are injected (s.c.) with 10 μg of 17β-estradiol benzoate in 100 μL of sesame oil vehicle; OVX+O animalsreceive oil vehicle at each injection time. Forty-eight hours after the second estradiol or vehicle injection, animals are killed by decapitation and hippocampal slices are prepared from their brains. Gonadally intact animals are killed at random stages of the estrous cycle. References [1]. Woolley CS, et al. Estradiol increases the sensitivity of hippocampal CA1 pyramidal cells to NMDA receptor-mediated synaptic input: correlation with dendritic spine density. J Neurosci. 1997 Mar 1;17(5):1848-59. [2]. Mermelstein PG, et al. Estradiol reduces calcium currents in rat neostriatal neurons via a membrane receptor. J Neurosci. 1996 Jan 15;16(2):595-604. [3]. Girasole G, et al. 17 beta-estradiol inhibits interleukin-6 production by bone marrow-derived stromal cells and osteoblasts in vitro: a potential mechanism for the antiosteoporotic effect of estrogens. J Clin Invest. 1992 Mar;89(3):883-91. [4]. Woolley CS, et al. Estradiol mediates fluctuation in hippocampal synapse density during the estrous cycle in the adult rat. J Neurosci. 1992 Jul;12(7):2549-54. [5]. Woolley CS, et al. Roles of estradiol and progesterone in regulation of hippocampal dendritic spine density during the estrous cycle in the rat. J Comp Neurol. 1993 Oct 8;336(2):293-306. Chemical & Physical Properties Density 1.2±0.1 g/cm3 Boiling Point 445.9±45.0 °C at 760 mmHg Melting Point 173ºC 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 2-8°C Stability Stable. Incompatible with strong oxidizing agents.
Use ofEstradiol is a steroid sex hormone vital to the maintenance of fertility and secondary sexual characteristics in females. Properties Articles850 Name 17β-estradiol Synonym More Synonyms beta-Estradiol Biological Activity Description Estradiol is a steroid sex hormone vital to the maintenance of fertility and secondary sexual characteristics in females. Related Catalog Signaling Pathways >> Others >> Estrogen Receptor/ERR Research Areas >> Endocrinology Natural Products >> Steroids Human Endogenous Metabolite In Vitro Estradiol causes new dendritic spines and synapses in hippocampal CA1 pyramidal cells. Estradiol increases NMDA receptor binding by 46% in parallel with dendritic spine and synapse density. Estradiol also elevates sensitivity of CA1 pyramidal cells to NMDA receptor-mediated synaptic input and such an effect is correlated with the estradiol-induced increase in dendritic spine density in the apical dendritic tree of these cells[1]. Estradiol reduces Ba2+ entry reversibly via Ca2+ channels in acutely dissociated and cultured neostriatal neurons. Estradiol also reduces Ba2+ currents but is significantly less effective than Estradiol in rat neostriatal neurons[2]. Estradiol dose-dependently inhibits IL-1-, TNF-, and IL-1 and TNF-induced production of bioassayable IL-6. Estradiol blocks TNF-induced IL-6 production and osteoclast development in primary bone cell cultures derived from neonatal murine calvaria[3]. In Vivo Estradiol functions in hippocampal synapse density during the estrous cycle in the adult rat[4]. Estradiol reverses the ovariectomy-induced decrease in spine density. Estradiol in combination with progesterone enhances spine density for 2 to 6 h but decreases following estradiol alone[5]. Animal Admin Adult female Sprague Dawley rats are housed on a 12 hr light/dark cycle with unlimited access to food and water. These animals are left gonadally intact (intact), ovariectomized and treated with estradiol benzoate (OVX+E), or ovariectomized and treated with sesame oil vehicle (OVX+O). The hormone treatment regimen that is used in these experiments has been shown previously to result in differences in CA1 pyramidal cell dendritic spine and synapse density. Six days before electrophysiological analysis, animals are ovariectomized under Metofane anesthesia using aseptic surgical procedure. After surgery, animals are housed individually. On days 3 and 4 after surgery, OVX+E animals are injected (s.c.) with 10 μg of 17β-estradiol benzoate in 100 μL of sesame oil vehicle; OVX+O animalsreceive oil vehicle at each injection time. Forty-eight hours after the second estradiol or vehicle injection, animals are killed by decapitation and hippocampal slices are prepared from their brains. Gonadally intact animals are killed at random stages of the estrous cycle. References [1]. Woolley CS, et al. Estradiol increases the sensitivity of hippocampal CA1 pyramidal cells to NMDA receptor-mediated synaptic input: correlation with dendritic spine density. J Neurosci. 1997 Mar 1;17(5):1848-59. [2]. Mermelstein PG, et al. Estradiol reduces calcium currents in rat neostriatal neurons via a membrane receptor. J Neurosci. 1996 Jan 15;16(2):595-604. [3]. Girasole G, et al. 17 beta-estradiol inhibits interleukin-6 production by bone marrow-derived stromal cells and osteoblasts in vitro: a potential mechanism for the antiosteoporotic effect of estrogens. J Clin Invest. 1992 Mar;89(3):883-91. [4]. Woolley CS, et al. Estradiol mediates fluctuation in hippocampal synapse density during the estrous cycle in the adult rat. J Neurosci. 1992 Jul;12(7):2549-54. [5]. Woolley CS, et al. Roles of estradiol and progesterone in regulation of hippocampal dendritic spine density during the estrous cycle in the rat. J Comp Neurol. 1993 Oct 8;336(2):293-306. Chemical & Physical Properties Molecular Formula C18H24O2 Exact Mass 272.177643 PSA 40.46000 Index of Refraction 1.599 Stability Stable. Incompatible with strong oxidizing agents.
Transport InfoShipping Name: UN
MSDS Transport InfoModule 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available
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