E4876

17α-Ethynylestradiol

≥98%

• Synonym(s): 17α-Ethynyl-1,3,5(10)-estratriene-3,17β-diol, 19-Nor-1,3,5(10),17α-pregnatrien-20-yne-3,17-diol, Ethinylestradiol
• Empirical Formula (Hill Notation): C₂₀H₂₄O₂
• CAS Number: 57-63-6
• Molecular Weight: 296.40
• Beilstein/REAXYS Number: 2419975
• EC Number: 200-342-2
• MDL number: MFCD00003690
• UNSPSC Code: 12352200
• PubChem Substance ID: 24894585
• NACRES: NA.77

Properties

• biological source: synthetic
• sterility: non-sterile
• assay: ≥98%
• form: powder
• mp: 182-183 °C (lit.)
• solubility: ethanol: 50 mg/mL, clear, colorless to faintly yellow
• shipped in: ambient
• storage temp.: room temp
• SMILES string: [H][C@]12CC[C@@]3(C)[C@@]([H])(CC[C@@]3(O)C#C)[C@]1([H])CCc4cc(O)ccc24
• InChI: 1S/C20H24O2/c1-3-20(22)11-9-18-17-6-4-13-12-14(21)5-7-15(13)16(17)8-10-19(18,20)2/h1,5,7,12,16-18,21-22H,4,6,8-11H2,2H3/t16-,17-,18+,19+,20+/m1/s1
• InChI key: BFPYWIDHMRZLRN-SLHNCBLASA-N
• Gene Information: human ... ESR1(2099) ; rat ... Afp(24177) , Esr1(24890) , Shbg(24775)

Description

General description

17α-Ethynylestradiol (EE2) is a synthetic hormone. It is a derivative of estradiol (E2). It is implicated in estrogen replacement therapy and suspension of breastfeeding. EE2 is used to treat osteoporosis, menopausal and postmenopausal syndrome. It is also used to treat prostatic cancer and breast cancer in postmenopausal women. EE2 functions as an endocrine-disrupting chemical (EDC).

Application

17α-Ethynylestradiol has been used to study the effect of exogenous estrogen and selective estrogen receptor modulator (SERM) in rats. It also has been used to increase the concentration of low density lipoprotein (LDL) receptor in rabbit liver.

Biochem/physiol Actions

17α-Ethynylestradiol is an orally bio-active synthetic estrogen used as an oral contraceptive.

Safety Information

• pictograms: GHS08,GHS07,GHS09
• signalword: Danger
• hcodes: H302,H351,H360Fd,H410
• pcodes: P202 - P264 - P273 - P280 - P301 + P312 - P308 + P313
• Hazard Classifications: Acute Tox. 4 Oral - Aquatic Chronic 1 - Carc. 2 - Repr. 1A
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk_germany: WGK 3
• ppe: Eyeshields, Gloves, type P3 (EN 143) respirator cartridges