Androst-5-en-3-β,17-β-diol
Androstenediol
Grundinformationen
- CAS
521-17-5- Standard-SMILES
C[C@]12CC[C@H]3[C@@H](CC=C4C[C@@H](O)CC[C@@]43C)[C@@H]1CC[C@@H]2O- InChIKey
QADHLRWLCPCEKT-LOVVWNRFSA-N- Summenformel
- C19H30O2
- Durchschnittliche Molmasse
- 290,4 g/mol
- Monoisotopische Masse
- 290,2245802
Überblick
Androst-5-ene-3beta,17beta-diol is a 3beta-hydroxy-5-steroid that is 3beta-hydroxyandrost-5-ene carrying an additional hydroxy group at position 17beta. It has a role as an androgen, a radiation protective agent, a mouse metabolite and a human metabolite. It is a 3beta-hydroxy-Delta(5)-steroid and a 17beta-hydroxy steroid. It derives from a hydride of an androstane.
Namen und Bezeichner
- Bevorzugter Name
- Androstenediol
- IUPAC
- (3S,8R,9S,10R,13S,14S,17S)-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,17-diol
- Lokaler Name
- Androst-5-en-3-β,17-β-diol
- Englischer Name
- Androstenediol
- Summenformel
- C19H30O2
- Molmasse
- 290.44
Namen und Synonyme
AndrostenediolHermaphrodiol521-17-55-AndrostenediolAndrost-5-ene-3beta,17beta-diolNeumune3beta,17beta-Dihydroxyandrost-5-ene5-andendiolHE21005-AED3beta,17beta-Dihydroxy-5-androstene(3beta,17beta)-androst-5-ene-3,17-diol
Weitere Namen anzeigen
ANDROSTENDIOLZK-4802androst-5-enediolANDROSTENEDIOL, 5-5-Androstene-3,17-diolANDROSTENEDIOL, 5-(RG)
DTXSID902260995PS51EMXYNSC-12163HE-2100Androst-5-ene-3,17-diol, (3beta,17beta)-(3S,8R,9S,10R,13S,14S,17S)-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,17-diolCHEBI:2710DTXCID002609
Datenbank-Bezeichner
- CAS
521-17-5- PubChem CID
- 10634
- DTXSID
DTXSID9022609
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 3,5
- Polarare Oberfläche (TPSA)
- 40,5 Ų
- H-Brücken-Donoren
- 2
- H-Brücken-Akzeptoren
- 2
- Frei drehbare Bindungen
- 0
- Schwere Atome
- 21
- Formalladung
- 0
- Komplexität
- 470
Experimentelle und physikochemische Eigenschaften
Drugs
DEA Schedule III Controlled Substance -> Anabolic steroids
Pharmaceuticals -> Listed in ZINC15
LipidsLipids -> Sterol Lipids [ST] -> Steroids [ST02] -> C19 steroids (androgens) and derivatives [ST0202]
SpringerMaterials PropertiesChemical shift
LogP3.55
Endocrine DisruptorsPotential endocrine disrupting compound
Physical DescriptionSolid
Physikochemische Eigenschaften
- Schmelzpunkt
- 178 · 178-182°C
- Siedepunkt
- 428.4 · 428.4±38.0 °C(Predicted)
- Dichte
- 1.12 · 1.12±0.1 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C
- Löslichkeit
- 25 mg/ml; · DMF: 25 mg/ml; DMSO: 15 mg/ml; DMSO:PBS (pH 7.2) (1:1): 0.5 mg/ml; Ethanol: 10 mg/ml
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS Classification
Warning
H361fd (100%): Suspected of damaging fertility; Suspected of damaging the unborn child [Warning Reproductive toxicity]
P203, P280, P318, P405, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Gefahrenhinweise
Regulatory InformationDEA schedule III controlled substance
Hazard Classes and CategoriesRepr. 2 (100%)
Sicherheitsdaten
- hs_code
- 29061990
- risk_code
- 60-61-11-19-38
- hazard_code
- F,T
- safety_code
- 24/25-45-53
- DEA Controlled Substances
- CSCN: 4000CSA SCH: Schedule IIINARC: No
Chemie und Industrie
Pharmakologische Informationen
MeSH Pharmacological ClassificationThese compounds stimulate anabolism and inhibit catabolism. They stimulate the development of muscle mass, strength, and power.
Tissue LocationsAdipose Tissue
Cellular LocationsExtracellular
Anwendungen
VerwendenAndrostenediol is used for weight training and recovery, and to increase testosterone production and stamina.
Vor- und nachgelagerte Produkte
Nachgelagerte Produkte
Ergänzende Hinweise
DefinitionChEBI: A 3beta-hydroxy steroid that is 3beta-hydroxyandrost-5-ene carrying an additional hydroxy group at position 17beta.
Zugehörige Reaktionen
3
Notizen zur Verbindung
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