Grundinformationen
- Standard-SMILES
C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@@H]43)[C@@H]1CC[C@@H]2OC(=O)CCc1ccccc1- InChIKey
UBWXUGDQUBIEIZ-QNTYDACNSA-N- Summenformel
- C27H34O3
- Durchschnittliche Molmasse
- 406,6 g/mol
- Monoisotopische Masse
- 406,25079495
Überblick
Nandrolone phenpropionate is a 3-phenylpropionate ester. It has a role as an anabolic agent and an androgen. It is functionally related to a nandrolone.
Namen und Bezeichner
- Bevorzugter Name
- Nandrolone Phenylpropionate
- IUPAC
- [(8R,9S,10R,13S,14S,17S)-13-methyl-3-oxo-2,6,7,8,9,10,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl] 3-phenylpropanoate
- Lokaler Name
- 17-β-Hydroxyestr-4-en-3-on-17-(3-phenylpropionat)
- Englischer Name
- Nandrolone phenylpropionate
- Summenformel
- C27H34O3
- Molmasse
- 406.57
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
114949-22-3、62-90-8- PubChem CID
- 229455
- DTXSID
DTXSID2023353- ChEMBL
CHEMBL1200412- ChEBI
CHEBI:7468- UNII
- KF7Z9K2T3W
- EC Number
- 200-551-9
- Nikkaji
- J8.621E
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 5,1
- Polarare Oberfläche (TPSA)
- 43,4 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 3
- Frei drehbare Bindungen
- 5
- Schwere Atome
- 30
- Formalladung
- 0
- Komplexität
- 703
Experimentelle und physikochemische Eigenschaften
Drugs
Pharmaceuticals -> Synthetic Cannabinoids or Psychoactive Compounds
Pharmaceuticals -> Listed in ZINC15
Human Drugs
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
Pharmaceuticals
Physikochemische Eigenschaften
- Schmelzpunkt
- 85 · 85-87°C
- Siedepunkt
- 487.61 °C · 487.61°C (rough estimate)
- Dichte
- 1.014 · 1.0140 (rough estimate)
- Brechungsindex
- 1.546 · 1.5460 (estimate)
- storage temp.
- -20 °C · Controlled Substance, -20°C Freezer
- Löslichkeit
- 100 mg/mL · DMSO : 100 mg/mL (245.97 mM; Need ultrasonic)
- Aggregatzustand
- Solid
- Farbe
- White to Off-White
- InChIKey
- UBWXUGDQUBIEIZ-QNTYDACNSA-N
- SMILES
- C[C@]12CC[C@]3([H])[C@@]4([H])CCC(=O)C=C4CC[C@@]3([H])[C@]1([H])CC[C@@H]2OC(=O)CCC1C=CC=CC=1 |&1:1,4,6,16,18,22,r|
- CAS Datenbank
- 62 · 62-90-8(CAS DataBase Reference)
- NIST chemische Informationen
- 4 · 4-Androstene-17-beta-ol-3-one, 19-nor-delta-, phenylpropionate(62-90-8)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
Danger
H302 (98.2%): Harmful if swallowed [Warning Acute toxicity, oral]
P203, P261, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P318, P321, P330, P362+P364, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 57 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Toxikologische Informationen
Drug Induced Liver Injury
Drug Induced Liver Injury Rank (DILIrank 2.0)
Nandrolone phenpropionate
vMost-DILI-concern
7
Warnings & precautions
DOI:10.1016/j.drudis.2016.02.015
Sicherheitsdaten
- wgk
- WGK 3
- RTECS-Nr.
- KG7995000
- risk_code
- 20/21/22-40
- Toxizität
- LD50 intraperitoneal in mouse: > 1gm/kg
- hazard_code
- Xn
- safety_code
- 23-36
- Speicherklasse
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
- Hazard Classifications
- Carc. 2Repr. 1B
Chemie und Industrie
Pharmakologische Informationen
Pharmacodynamics
Nandrolone is an anabolic steroid occurring naturally in the human body, albeit in small quantities. Nandrolone increases production and urinary excretion of erythropoietin. It may also have a direct action on bone marrow. Nandrolone binds to the androgen receptor to a greater degree than testosterone, but due to its inability to act on the muscle in ways unmediated by the receptor, has less overall effect on muscle growth.
Mechanism of Action
Nandrolone is an androgen receptor agonist. The drug bound to the receptor complexes which allows it to enter the nucleus and bind directly to specific nucleotide sequences of the chromosomal DNA. The areas of binding are called hormone response elements (HREs), and influence transcriptional activity of certain genes, producing the androgen effects.
Absorption, Distribution and Excretion
The absorption after oral dosing is rapid for testosterone and probably for other anabolic steroids, but there is extensive first-pass hepatic metabolism for all anabolic steroids except those that are substituted at the 17-alpha position. The rate of absorption from subcutaneous or intramuscular depots depends on the product and its formulation. Absorption is slow for the lipid-soluble esters such as the cypionate or enanthate, and for oily suspensions.
Verwendung und Herstellung
Anwendungen
VerwendenAnabolic steroid; androgen.
Vor- und nachgelagerte Produkte
Vorgelagerte Rohstoffe
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