Grundinformationen
- CAS
1424-00-6- Standard-SMILES
C[C@H]1CC(=O)C[C@@H]2CC[C@H]3[C@@H]4CC[C@H](O)[C@@]4(C)CC[C@@H]3[C@]21C- InChIKey
UXYRZJKIQKRJCF-TZPFWLJSSA-N- Summenformel
- C20H32O2
- Durchschnittliche Molmasse
- 304,5 g/mol
- Monoisotopische Masse
- 304,24023026
Namen und Bezeichner
- Bevorzugter Name
- Mesterolone
- IUPAC
- (1S,5S,8R,9S,10S,13S,14S,17S)-17-hydroxy-1,10,13-trimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-one
- Lokaler Name
- Mesterolon
- Englischer Name
- Mesterolone
- Summenformel
- C20H32O2
- Molmasse
- 304.47
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
1424-00-6- PubChem CID
- 15020
- DTXSID
DTXSID90878533- ChEMBL
CHEMBL258918- ChEBI
CHEBI:135293- UNII
- 0SRQ75X9I9
- EC Number
- 215-836-3
- Nikkaji
- J7.487J
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 4,1
- Polarare Oberfläche (TPSA)
- 37,3 Ų
- H-Brücken-Donoren
- 1
- H-Brücken-Akzeptoren
- 2
- Frei drehbare Bindungen
- 0
- Schwere Atome
- 22
- Formalladung
- 0
- Komplexität
- 486
Experimentelle und physikochemische Eigenschaften
Physikochemische Eigenschaften
- Schmelzpunkt
- 208 °C · 208 °C
- Siedepunkt
- 420.3 · 420.3±45.0 °C(Predicted)
- Dichte
- 1.156 g/cm3 · 1.156 g/cm3
- Brechungsindex
- 17.6 ° · 17.6 ° (C=0.9, CHCl3)
- storage temp.
- 2 · 2-8°C
- Löslichkeit
- Practically insoluble in water, sparingly soluble in acetone, in ethyl acetate and in methanol
- pka
- 15.09 · 15.09±0.70(Predicted)
- Wasserlöslichkeit
- 3 mg/L · 3mg/L at 20℃
- Merck
- 5916 · 5916
- Major Application
- forensics and toxicologypharmaceutical (small molecule)veterinary
- InChI
- InChI=1/C20H32O2/c1-12-10-14(21)11-13-4-5-15-16-6-7-18(22)19(16,2)9-8-17(15)20(12,13)3/h12-13,15-18,22H,4-11H2,1-3H3/t12-,13-,15-,16-,17-,18-,19-,20-/s3
- InChIKey
- UXYRZJKIQKRJCF-TZPFWLJSSA-N
- SMILES
- [C@@]12([H])CC[C@@]3([H])CC(=O)C[C@H](C)[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@H](CC[C@@]21[H])O |&1:0,4,10,12,14,18,20,23,r|
- CAS Datenbank
- 1424 · 1424-00-6(CAS DataBase Reference)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
Warning
H302 (97.5%): Harmful if swallowed [Warning Acute toxicity, oral];H312 (97.5%): Harmful in contact with skin [Warning Acute toxicity, dermal];H332 (97.5%): Harmful if inhaled [Warning Acute toxicity, inhalation]
P261, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P321, P330, P362+P364, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 40 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Gefahrenhinweise
Regulatory Information
DEA schedule III controlled substance
Status: Active Update: 30-03-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/12497
Regulatorische Informationen
Regulatory Information
DEA schedule III controlled substance
Status: Active Update: 30-03-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/12497
Sicherheitsdaten
- wgk
- 3
- hs_code
- 29372900
- RTECS-Nr.
- BV8063400
- risk_code
- 20/21/22-38-19-11-61-60
- hazard_code
- Xn,T,F
- safety_code
- 22-24/25-36/37/39-45-53
- Speicherklasse
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
- Hazard Classifications
- Aquatic Chronic 2Carc. 2Lact.Repr. 1B
- DEA Controlled Substances
- CSCN: 4000CSA SCH: Schedule IIINARC: No
Chemie und Industrie
Pharmakologische Informationen
ATC Code
G03BB01
G - Genito urinary system and sex hormones;G03 - Sex hormones and modulators of the genital system;G03B - Androgens;G03BB - 5-androstanon (3) derivatives;G03BB01 - Mesterolone
QG - Genito urinary system and sex hormones;QG03 - Sex hormones and modulators of the genital system;QG03B - Androgens;QG03BB - 5-androstanon (3) derivatives;QG03BB01 - Mesterolone
Anwendungen
BeschreibungMesterolone (Item No. 21171) is an analytical reference standard categorized as an anabolic androgenic steroid. Formulations containing mesterolone have been used in patients with low testosterone or symptoms of aging male syndrome. Mesterolone cannot be aromatized to estrogens, unlike other androgens. This compound is the active ingredient in different pharmaceutical preparations that have been used medically but have also been widely applied in sports in order to improve athlete performance. Mesterolone is regulated as a Schedule III drug in the United States. This product is intended for research and forensic applications.
VerwendenMesterolone is a synthetic androgen and a dihydrotestosterone derivative. Mesterolone is rarely used for replacement therapies due to its weak androgenic activity.
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Ergänzende Hinweise
DefinitionChEBI: Mesterolone is a 3-oxo-5alpha-steroid. It is a structurally altered DHT hormone possessing the addition of a methyl group at the carbon one position. This allows the hormone to survive oral ingestion by protecting it from hepatic breakdown. This is one of the only oral anabolic steroids that is not C17-alpha alkylated (C17-aa) but instead carries the added methyl group.
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