Estron
Estron · OESTRONE · 200-164-5 · Esterone · Hiestrone · 1,3,5(10)-ESTRATRIEN-3-OL-17-ONE · ESTROL · (8R,9S,13S,14S)-3-hydroxy-13-Methyl-7,8,9,11,12,13,15,16-octahydro-6H-cyclopenta[a]phenanthren-17(14H)-one
Identifikatoren & physikalische Daten
| CAS No. | 53-16-7 |
|---|---|
| Summenformel | C18H22O2 |
| Durchschnittliche Molmasse | 270,4 g/mol |
| SMILES | CC12CCC3c4ccc(O)cc4CCC3C1CCC2=O |
| InChIKey | DNXHEGUUPJUMQT-CBZIJGRNSA-N |
| PubChem CID | 698 |
| ChEMBL | CHEMBL756 |
| ChEBI | CHEBI:95131 |
| Lokaler Name | Estron |
Chemische & physikalische Eigenschaften
| XLogP | 3,1 |
|---|---|
| Polarare Oberfläche (TPSA) | 37,3 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 20 |
| Formalladung | 0 |
| Komplexität | 418 |
| Schmelzpunkt | 258-260 °C(lit.) |
| Siedepunkt | 353.48°C (rough estimate) |
| Dichte | 1.2360 |
| Brechungsindex | 165 ° (C=1, Dioxane) |
| Flammpunkt | 9℃ |
| Lagerbedingungen | room temp |
| Löslichkeit | Chloroform (Slightly), Dioxane (Slightly), Ethanol (Slightly), Methanol (Slightly)0.03 g/L |
| Aggregatzustand | Crystalline Powder or Crystals |
| pKa (Säurekonstante) | pKa 10.77±0.02(H2O)(Approximate) |
| Farbe | White to almost white |
| Merck | 3708 |
| BRN | 1915077 |
| Henry-Konstante | 2.6×104 mol/(m3Pa) at 25℃, HSDB (2015) |
| Hauptanwendungen | pharmaceuticalpharmaceutical small molecule |
| InChI | 1S/C18H22O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3,5,10,14-16,19H,2,4,6-9H2,1H3/t14-,15-,16+,18+/m1/s1 |
| InChIKey | DNXHEGUUPJUMQT-CBZIJGRNSA-N |
| SMILES | C[C@]12CC[C@H]3[C@@H](CCc4cc(O)ccc34)[C@@H]1CCC2=O |
| CAS Datenbank | 53-16-7(CAS DataBase Reference) |
| NIST chemische Informationen | 3-Hydroxyestra-1,3,5(10)-trien-17-one(53-16-7) |
| EPA chemische Informationen | Estrone (53-16-7) |
Sicherheit & Vorschriften
| Wassergefährdungsklasse (WGK) | 3 |
|---|---|
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN1230 - class 3 - PG 2 - Methanol, solution |
| Zollcode | 29335995 |
| RTECS-Nr. | KG8575000 |
| R-Sätze (R) | 45-60-61-64-40-63-39/23/24/25-23/24/25-11 |
| Gefahrensymbole | T,F |
| Sicherheitshinweise (S) | 53-45-36/37-16 |
| Lagerklasse | 6.1D - Non-combustible acute toxic Cat.3toxic hazardous materials or hazardous materials causing chronic effects |
| Gefahrstoffdaten | 53-16-7(Hazardous Substances Data) |
| Gefahrenklasse | Carc. 2Lact.Repr. 1A |
Anwendungen & Verwendung
Beschreibung
Estrone is one of the three naturally occurring estrogens, the others being estradiol and estriol. Estrone is synthesized from androstenedione by the aromatase enzyme system in the ovaries and placenta, and is also synthesized from estradiol by 17-hydroxy steroid dehydrogenase in the liver.Serum concentrations of estrone in premenopausal women fluctuate according to the menstrual cycle and becomes the most predominant estrogen in postmenopausal women.The binding affinities of estrone to the estrogen receptors α and β are approximately 60% and 37% relative to estradiol.
Verwenden
Estrone is a metabolite of 17β-Estradiol (E888000). During the metabolism, it is in rapid equilibrium with Estriol (E888960) and 17β-Estradiol (E888000) (1). Causes the feminization of male fish at human and animal waste sites (2). 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.