| Identification | More | [Name]
Mesterolone | [CAS]
1424-00-6 | [Synonyms]
17beta-hydroxy-1alpha-methyl-5alpha-androstan-3-one
1ALPHA-METHYLANDROSTAN-17BETA-OL-3-ONE
5-ALPHA-ANDROSTAN-1-ALPHA-METHYL-17-BETA-OL-3-ONE
MESTERELONE
MESTERLONE
MESTEROLONE
17-beta-hydroxy-1-alpha-methyl-5-alpha-androstan-3-on
17-hydroxy-1-methyl-,(1-alpha,5-alpha,17-beta)-androstan-3-on
1-alpha-methyl-17-beta-hydroxy-5-alpha-androstan-3-one
1-alpha-methyl-5-alpha-androstan-17-beta-ol-3-one
androviron
mesteranum
mesterolon
mesterolone--deascheduleiii
mestoranum
proviron
sh723
testiwop
mesterolone standard solution
MesteroloneAcetateBase | [EINECS(EC#)]
215-836-3 | [Molecular Formula]
C20H32O2 | [MDL Number]
MFCD00133082 | [Molecular Weight]
304.47 | [MOL File]
1424-00-6.mol |
| Chemical Properties | Back Directory | [Appearance]
White or yellowish crystalline powder. | [Melting point ]
208 °C | [alpha ]
D20 +17.6° (c = 0.875 in CHCl3) | [Boiling point ]
420.3±45.0 °C(Predicted) | [density ]
1.156 g/cm3 | [refractive index ]
17.6 ° (C=0.9, CHCl3) | [storage temp. ]
2-8°C | [solubility ]
Practically insoluble in water, sparingly soluble in acetone, in ethyl acetate and in methanol | [form ]
neat | [pka]
15.09±0.70(Predicted) | [Water Solubility ]
3mg/L at 20℃ | [Merck ]
5916 | [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 DataBase Reference]
1424-00-6(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [WGK Germany ]
3
| [RTECS ]
BV8063400
| [HS Code ]
29372900 | [DEA Controlled Substances]
CSCN: 4000
CSA SCH: Schedule III
NARC: No |
| Hazard Information | Back Directory | [Description]
Mesterolone (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.1,2 Mesterolone cannot be aromatized to estrogens, unlike other androgens.1,3 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.4 Mesterolone is regulated as a Schedule III drug in the United States. This product is intended for research and forensic applications. | [Chemical Properties]
White or yellowish crystalline powder. | [Originator]
Proviron,Schering,W. Germany,1967 | [Uses]
Mesterolone is a synthetic androgen and a dihydrotestosterone derivative. Mesterolone is rarely used for replacement therapies due to its weak androgenic activity. | [Application]
Mesterolone is a pharmacological agent that belongs to the group of androgens. It is an oral preparation and has been used in the treatment of infectious diseases, autoimmune diseases, and metabolic disorders. It has also been used as a matrix effect control in biological samples. The biological effects of it are mediated by its direct action on cells or through conversion to testosterone or dihydrotestosterone (DHT). These effects include increasing protein synthesis, promoting bone formation, lowering cholesterol levels, stimulating the production of red blood cells, and decreasing fat deposition. | [Definition]
ChEBI: 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. | [Manufacturing Process]
500 mg of 1α-methyl-androstan-17β-ol-3-one-17-acetate are heated under reflux for 90 minutes in a nitrogen atmosphere in 5 ml of 4% methanolic sodium hydroxide solution. The reaction mixture is then stirred into ice water,the precipitated product filtered with suction and recrystallized from isopropyl
ether. 1α-Methyl-androstan-17β-ol-3-one melts at 203.5° to 205°C. | [Therapeutic Function]
Androgen | [General Description]
Mesterolone is a synthetic anabolic-androgenic steroid (AAS) and derivative of dihydrotestosterone (DHT). It is inactivated by 3α-hydroxysteroid dehydrogenase in skeleta muscules so it is considered a weak androgen. It is not a substrate for aromatase so it is not converted into estrogen. Mesterolone demonstrated to have minimal effect on sperm counts and levels of FSH or LH. Experiments of mesterolone serving as a potential treatment of depression are still undergoing. | [Side effects]
The main side effects are acne vulgaris, male pattern baldness, prostate enlargement, increased risk for prostate cancer, and increased risk for developing breast cancer. |
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