β-Estradiol
- CAS No.
- 50-28-2
- Chemical Name:
- β-Estradiol
- Synonyms
- Estradiol;17β-estradiol;17β-estradiol;Oestradiol;17beta-Estradiol;Vagifem;Estrogel;17β-Oestradiol;Dihydrofolliculin;BETA-ESTRADIOL-16,16,17-D3
- CBNumber:
- CB2200244
- Molecular Formula:
- C18H24O2
- Molecular Weight:
- 272.39
- MOL File:
- 50-28-2.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/6/11 18:14:38
| Melting point | 178-179 °C(lit.) |
|---|---|
| alpha | D25 +76 to +83° (dioxane) |
| Boiling point | 355.44°C (rough estimate) |
| Density | 1.0708 (rough estimate) |
| refractive index | 80.4 ° (C=1, Dioxane) |
| Flash point | 2℃ |
| storage temp. | room temp |
| solubility | Practically insoluble in water, soluble in acetone, sparingly soluble in ethanol (96 per cent), slightly soluble in methylene chloride. |
| pka | pKa 10.71±0.02(H2O(0.1% p-dioxane) t=25±0.1 I=0.03(KCl))(Approximate) |
| form | powder |
| color | White to off-white |
| Water Solubility | Soluble in dimethyl sulfoxide, ethanol , water, phosphate buffer saline, dimethyl formamide, acetone, dioxane and alkali hydroxides. Slightly soluble in vegetable oils. |
| Merck | 14,3703 |
| BRN | 1914275 |
| BCS Class | 1 |
| Stability | Stable. Incompatible with strong oxidizing agents. |
| InChIKey | VOXZDWNPVJITMN-ZBRFXRBCSA-N |
| CAS DataBase Reference | 50-28-2(CAS DataBase Reference) |
| NIST Chemistry Reference | Estra-1,3,5(10)-triene-3,17beta-diol(50-28-2) |
| EPA Substance Registry System | Estradiol (50-28-2) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |   GHS08,GHS09 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H351-H360FD-H362-H410 | |||||||||
| Precautionary statements | P202-P260-P263-P264-P273-P308+P313 | |||||||||
| Hazard Codes | T,Xn,F | |||||||||
| Risk Statements | 60-61-45-63-64-40-36-20/21/22-11-48 | |||||||||
| Safety Statements | 53-22-36/37/39-45-36/37-26-16-36-20 | |||||||||
| RIDADR | 2811 | |||||||||
| WGK Germany | 3 | |||||||||
| RTECS | KG2975000 | |||||||||
| F | 8-10 | |||||||||
| HazardClass | 6.1 | |||||||||
| PackingGroup | III | |||||||||
| HS Code | 29372390 | |||||||||
| Toxicity | LD50 subcutaneous in rat: > 300mg/kg | |||||||||
| NFPA 704 |
|
β-Estradiol price More Price(21)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | E8875 | β-Estradiol ≥98% | 50-28-2 | 250MG | ₹4091.85 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | E8875 | β-Estradiol ≥98% | 50-28-2 | 1G | ₹8746.6 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | E8875 | β-Estradiol ≥98% | 50-28-2 | 5G | ₹34217.83 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | E8875 | β-Estradiol ≥98% | 50-28-2 | 25G | ₹136395 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | PHR1353 | Estradiol Pharmaceutical Secondary Standard; Certified Reference Material | 50-28-2 | 1G | ₹11593.58 | 2022-06-14 | Buy |
β-Estradiol Chemical Properties,Uses,Production
Chemical Properties
White or almost white, crystalline powder or colourless crystals.
Uses
17β-Estradiol is the major estrogen secreted by the premenopausal ovary.This compound is a contaminant of emerging concern (CECs). Drinking water contaminant candidate list 3 (CCL 3) compound as per United States Environmental Protection Agency (EPA), environmental, and food contaminants.
Application
β-Estradiol has been used:
for the in vitro maturation of bovine cumulus-oocyte complexes (COCs)
as a supplement in in vitro maturation medium (IVM), which is used as a control medium
in estrogen-induction assay
Definition
ChEBI: The 17beta-isomer of estradiol.
Acquired resistance
Estradiol is the most potent endogenous estrogen, exhibiting high affinity for the ER and high potency when administered parenterally. When administered orally, estradiol is promptly conjugated in the intestine and oxidatively metabolized by the liver, resulting in its low oral bioavailability and therapeutic effectiveness.
General Description
Estradiol, estra-1,3,5(10)-triene-3,17β-diol, is the most activeof the natural steroid estrogens. Although its 17β-OHgroup is vulnerable to bacterial and enzymatic oxidation toestrone, it can be temporarily protected as anester at C3 or C17, or permanently protected by adding a17α-alkyl group (e.g., 17α-ethinyl estradiol, the most commonlyused estrogen in oral contraceptives). The increasedoil solubility of the 17β-esters (relative to estradiol) permitsthe esters to remain in oil at the IM injection site for extendedperiods. These derivatives illustrate the principles of steroidmodification. Transdermal estradiolproducts avoid first-pass metabolism, allowing estradiol tobe as effective as oral estrogens for treating menopausalsymptoms. A new transdermal spray, Evamist, was approvedin 2007. Estradiol itself is typically not very effective orallybecause of rapid metabolism, but an oral formulation of micronizedestradiol that allows more rapid absorption of thedrug is available (Estrace). In addition to the oral and transdermalproducts, estradiol is also available in gel, cream, andvaginal ring formulations. The commercially available estradiolesters are the following:
Estradiol 3-acetate, USP (oral; vaginal ring)
Estradiol 17-valerate, USP (IM injection)
Estradiol 17-cypionate, USP (IM injection).
Hazard
A carcinogen (OSHA).
Biological Activity
Endogenous estrogen receptor (ER) agonist (K i values are 0.12 and 0.13 nM for ER α and ER β respectively). Also high affinity ligand at membrane estrogen GPR30 receptors.
Contact allergens
Natural estradiol, used in transdermal systems for hormonal substitution, can induce allergic contact dermatitis, with the risk of systemic contact dermatitis after oral reintroduction.
Mechanism of action
The most potent naturally occurring estrogen in mammals. It is synthesized primarily in the ovary, and also in the testis, adrenal gland and placenta, and to a limited extent by peripheral tissues (e.g., liver, fat, and skeletal muscle) from androstenedione and testosterone. It is responsible for the development of secondary sex characteristics in the female at puberty (i.e., growth and development of the vagina, uterus and fallopian tubes, enlargement of the breasts, and growth and maturation of long bones).
Safety Profile
Confirmed carcinogen with experimental carcinogenic, neoplastigenic, tumorigenic, and teratogenic data. A promoter. Human reproductive effects by ingestion: ferthty effects. Experimental reproductive effects. Human mutation data reported. A steroid hormone much used in medicine. When heated to decomposition it emits acrid smoke and irritating fumes.
Potential Exposure
The working environment may be contaminated during sex hormone manufacture, especially during the extraction and purification of natural steroid hormones; grinding of raw materials; handling of powdered products and recrystallization. Airborne particles of sex hormones may be absorbed through the skin, ingested or inhaled. Enteric absorption results in quick inactivation of sex hormones in the liver. The rate of inactivation is decreased for the oral, alkylated steroid hormones (methyl testosterone, anabolic steroids, etc.). Sex hormones may accumulate and reach relatively high levels even if their absorption is intermittent. Consequently, repeated absorption of small amounts may be detrimental to health. Intoxication by sex hormones may occur in almost all the exposed workers if preventive measures are not taken. The effect in the industrial sector is more successful than the agricultural one (chemical caponizing of cockerels by stilbestrol implants and incorporation of estrogens in feed for body weight gain promotion in beef cattle), where measures taken are summary and the number of cases of intoxication is consequently bigger
Shipping
UN3249 Medicine, solid, toxic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials
Purification Methods
17-Estradiol (previously known as -estradiol) is purified by chromatography on SiO2 (toluene/EtOAc 4:1) and recrystallised from CHCl3/hexane or 80% EtOH. It is stable in air, is insoluble in H2O, and is precipitated by digitonin. The UV has max at 225 and 280 nm. The diacetate [3434-88-6] has m 97-98o and forms leaflets from aqueous EtOH. The 3-benzoate crystallises from aqueous MeOH withm 193o and [] D 25 +58o to 63o (c 1, dioxane). [Meischer & Scholz Helv Chim Acta 20 263, 1237 1937, Biochem J 32 1273 1938, Oppolzer & Roberts Helv Chim Acta 63 1703 1980, Inhoffen & Zühlsdorff Chem Ber 7 4 1914 1941, Beilstein 6 IV 6611.]
β-Estradiol Preparation Products And Raw materials
Raw materials
1of3
chevron_rightPreparation Products
| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| KARPSCHEM LABORATORIES | +91-7249203006 +91-7249203006 | Maharashtra, India | 789 | 58 | Inquiry |
| Asg Biochem Pvt. Ltd | +91-9650436669 +91-9650436669 | New Delhi, India | 25 | 58 | Inquiry |
| La Chandra Pharmalab Pvt. Ltd. | +91-9099028738 +91-9099028738 | Gujarat, India | 8 | 58 | Inquiry |
| Shakti Life Science | +91-9930420063 +91-9930420063 | Maharashtra, India | 28 | 58 | Inquiry |
| Alfa Omega Pharma | +91-8050045945 +91-9972665399 | Maharashtra, India | 126 | 58 | Inquiry |
| Ralington Pharma | +91-7948911722 +91-9687771722 | Gujarat, India | 1350 | 58 | Inquiry |
| Symbiotec Pharma Lab Pvt Ltd | +91-7316676406 +91-7316676405 | Madhya Pradesh, India | 71 | 58 | Inquiry |
| Maas Pharma Chemicals | +91-9958666224 | Delhi, India | 1607 | 58 | Inquiry |
| Shree Raj Chem | 08048372913Ext 682 | Mumbai, India | 91 | 58 | Inquiry |
| Ipca Laboratories Ltd. | 91-22-62105845 | Maharashtra, India | 75 | 58 | Inquiry |
| Supplier | Advantage |
|---|---|
| KARPSCHEM LABORATORIES | 58 |
| Asg Biochem Pvt. Ltd | 58 |
| La Chandra Pharmalab Pvt. Ltd. | 58 |
| Shakti Life Science | 58 |
| Alfa Omega Pharma | 58 |
| Ralington Pharma | 58 |
| Symbiotec Pharma Lab Pvt Ltd | 58 |
| Maas Pharma Chemicals | 58 |
| Shree Raj Chem | 58 |
| Ipca Laboratories Ltd. | 58 |
Related articles
- Synthesis of β-estradiol
- β-estradiol is white or milky white leaf-like or needle-like crystals (ethanol solution), odorless. Beta-β-estradiol is stable....
- Mar 28，2022
- The effects of low estradiol
- Estradiol is used to treat menopause symptoms such as hot flashes and vaginal changes, and to prevent osteoporosis (bone loss)....
- Dec 15，2021
- Biological function of 17beta-estradiol
- 17beta-estradiol is the 17beta-isomer of estradiol. It has a role as an estrogen, a human metabolite, an EC 1.2.3.1 (aldehyde ....
- Dec 15，2021
50-28-2(β-Estradiol)Related Search:
1of4
chevron_right