(17beta)-3-Oxoestra-4,6-dien-17-yl acetate

HCID 11088332

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Grundinformationen

CAS: 2590-41-2
Standard-SMILES: CC(=O)O[C@H]1CC[C@H]2[C@@H]3C=CC4=CC(=O)CC[C@@H]4[C@H]3CC[C@]12C
InChIKey: OGUASZAAVFYYIL-XGXHKTLJSA-N
Summenformel: C20H26O3
Durchschnittliche Molmasse: 314,4 g/mol
Monoisotopische Masse: 314,18819469

Überblick

See also: (17 Beta)-17-(acetyloxy)-estra-4,6-dien-3-one (annotation moved to).

Namen und Bezeichner

Bevorzugter Name: (17beta)-3-Oxoestra-4,6-dien-17-yl acetate
IUPAC: [(8R,9S,10R,13S,14S,17S)-13-methyl-3-oxo-2,8,9,10,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl] acetate
Englischer Name: Dehydronandrolone Acetate
Summenformel: C20H26O3
Molmasse: 314.42

Namen und Synonyme

DTXSID001335321(17beta)-3-Oxoestra-4,6-dien-17-yl acetateRefChem:1049361DTXCID501765068425-330-62590-41-26-Dehydronandrolone acetatedehydronandrolonEstra-4,6-dien-3-one, 17-(acetyloxy)-, (17b)-MFCD00271529[(8R,9S,10R,13S,14S,17S)-13-methyl-3-oxo-2,8,9,10,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl] acetateDehydronandrolone Acetate

Weitere Namen anzeigen

Dehydronandrolon acetate17b-Acetyloxy-estra-4,6-diene-3-one4,6-ESTRADIEN-17-BETA-OL-3-ONE ACETATEDehydrondrolon6-Dehydrona...6-Dehydroandrolone acetateDehydronandrolone-6 Acetate

SCHEMBL3750546OGUASZAAVFYYIL-XGXHKTLJSA-N6-Dehydro-19-nortestosterone AcetateAKOS01589568917beta-acetoxy-estra-4,6-dien-3-one3-Oxoestra-4,6-dien-17beta-yl acetateAC-28398AS-13040

Datenbank-Bezeichner

CAS: 2590-41-2
PubChem CID: 11088332
DTXSID: DTXSID001335321

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 3,1
Polarare Oberfläche (TPSA): 43,4 Å²
H-Brücken-Donoren: 0
H-Brücken-Akzeptoren: 3
Frei drehbare Bindungen: 2
Schwere Atome: 23
Formalladung: 0
Komplexität: 602

Physikochemische Eigenschaften

Schmelzpunkt: 95 · 95-98C
Siedepunkt: 457.4 · 457.4±45.0 °C(Predicted)
Dichte: 1.15 · 1.15±0.1 g/cm3(Predicted)
storage temp.: -20 °C · Controlled Substance, -20°C Freezer
Löslichkeit: Chloroform (Slightly), Methanol (Slightly)
Aggregatzustand: Solid
Farbe: Off-White to Pale Yellow
InChI: InChI=1/C20H26O3/c1-12(21)23-19-8-7-18-17-5-3-13-11-14(22)4-6-15(13)16(17)9-10-20(18,19)2/h3,5,11,15-19H,4,6-10H2,1-2H3/t15-,16+,17+,18-,19-,20-/s3
InChIKey: OGUASZAAVFYYIL-SBVYDUMINA-N
SMILES: [C@@]12([H])CC[C@H](OC(=O)C)[C@@]1(C)CC[C@]1([H])[C@@]3([H])CCC(=O)C=C3C=C[C@@]21[H] |&1:0,4,9,13,15,25,r|
CAS Datenbank: 2590 · 2590-41-2(CAS DataBase Reference)

Sicherheit und Regulatorisches

Sicherheitsdaten

Alarmwort: Warnung
Gefahrenhinweise: Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code H361

Chemie und Industrie

Anwendungen · 2 Einträge

BeschreibungDehydronandrolone acetate is a critical precursor in the synthesis of C7-functionalized steroidal drugs such as the new anti-breast cancer drug Fulvestrant, the treatment of menopause and postmenopausal syndrome drug Tibolone, as well as the highly effective protein anabolic hormone Mibolone. Nandrolone as starting material was first subjected to simultaneous acylation with acetic anhydride and acetyl chloride to form the intermediate, which was then brominated with N-bromosuccinimide (NBS) under basic conditions to eliminate one molecule of HBr to produce Dehydronandrolone acetate (73% yield)[1].

VerwendenTibolone intermediate.