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Mesterolone structure
Mesterolone structure

Mesterolone

Iupac Name:(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
CAS No.:1424-00-6
Molecular Weight:304.46688
Introduction: Mesterolone is a synthetic androgen and a dihydrotestosterone derivative. Mesterolone is rarely used for replacement therapies due to its weak androgenic activity.
1. Names and Identifiers
1.1 Name
Mesterolone
1.2 Synonyms

1-alpha-methyl-5-alpha-androstan-17-beta-ol-3-one Acetonitrile (test Mesterolone, 1.0 mg/mL) androviron mesteranum mesterolon Mesterolone (CIII) mesterolone--deascheduleiii mestoranum

1.3 CAS No.
1424-00-6
1.4 CID
15020
1.5 EINECS(EC#)
215-836-3
1.6 Molecular Formula
C20H32O2 (isomer)
1.7 Inchi
InChI=1S/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-/m0/s1
1.8 InChkey
UXYRZJKIQKRJCF-TZPFWLJSSA-N
1.9 Canonical Smiles
CC1CC(=O)CC2C1(C3CCC4(C(C3CC2)CCC4O)C)C
1.10 Isomers Smiles
C[C@H]1CC(=O)C[C@H]2[C@]1([C@H]3CC[C@]4([C@H]([C@@H]3CC2)CC[C@@H]4O)C)C
2. Properties
3.1 Density
1.058
3.2 Melting Point
208 °C
3.3 Boiling Point
420.3 °C at 760 mmHg
3.4 Vapour
7.98E-09mmHg at 25°C
3.5 Refractive Index
17.6 ° (C=0.9, CHCl3)
3.6 Flash Point
179.4 °C
3.7 Alpha
D20 +17.6° (c = 0.875 in CHCl3)
3.8 Appearance
US DEA Schedule III substance.
3.9 Chemical Properties
White or yellowish crystalline powder.
3.10 Color/Form
Powder
3.11 pKa
15.09±0.70(Predicted)
3.12 Stability
Stable at normal temperatures and pressures.
3.13 StorageTemp
Keep tightly closed.
3.14 Water Solubility
Insoluble
3. Use and Manufacturing
4.1 Usage
Mesterolone is a synthetic androgen and a dihydrotestosterone derivative. Mesterolone is rarely used for replacement therapies due to its weak androgenic activity.
4. Safety and Handling
5.1 Hazard Codes
Xn
5.2 Risk Statements
R20/21/22
5.3 Safety Statements
S22;S24/25;S36/37/39
5.4 Specification

The?Mesterolone is an orally applicable androgen, and DHT derivative.?The IUPAC name of this chemical is?(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. With the?CAS registry number 1424-00-6,?it is also named as 1-alpha-Methyl-17-beta-hydroxy-5-alpha-androstan-3-one.?The product's categories?are?biochemistry; hydroxyketosteroids; steroids. Additionally, it is sold under the brand name Proviron, by Schering.?Furthermore,?Mesterolone is used?for the treatment of male hypogonadism and sperm infertility.

The other characteristics of this product can be summarized as:?(1)ACD/LogP: 4.24; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 4.24; (4)ACD/LogD (pH 7.4): 4.24; (5)ACD/BCF (pH 5.5): 988.22; (6)ACD/BCF (pH 7.4): 988.22; (7)ACD/KOC (pH 5.5): 4845.24; (8)ACD/KOC (pH 7.4): 4845.24; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 1; (12)Index of Refraction: 1.525; (13)Molar Refractivity: 88.2 cm3; (14)Molar Volume: 287.6 cm3; (15)Polarizability: 34.96×10-24 cm3; (16)Surface Tension: 38.3 dyne/cm; (17)Enthalpy of Vaporization: 77.87 kJ/mol; (18)Vapour Pressure: 7.98E-09 mmHg at 25°C; (19)Tautomer Count: 3; (20)Exact Mass: 304.24023; (21)MonoIsotopic Mass: 304.24023; (22)Topological Polar Surface Area: 37.3; (23)Heavy Atom Count: 22; (24)Complexity: 486.

When you are using this chemical, please be cautious about it as the following:
It is harmful by inhalation, in contact with skin and if swallowed. so people should?not breathe dust and avoid contact with skin and eyes.?If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection.

People can use the following data to convert to the molecule structure.
1. SMILES:O=C4C[C@@H]3CC[C@@H]2[C@H](CC[C@]1(C)[C@@H](O)CC[C@H]12)[C@@]3(C)[C@@H](C)C4
2.?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-/m0/s1.

5.5 Toxicity

CHEMICAL IDENTIFICATION

RTECS NUMBER :
BV8063400
CHEMICAL NAME :
5-alpha-Androstan-3-one, 17-beta-hydroxy-1-alpha-methyl-
CAS REGISTRY NUMBER :
1424-00-6
LAST UPDATED :
198910
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C20-H32-O2
MOLECULAR WEIGHT :
304.52

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Subcutaneous
DOSE :
600 ug/kg
SEX/DURATION :
female 4 day(s) pre-mating
TOXIC EFFECTS :
Reproductive - Fertility - other measures of fertility
REFERENCE :
ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 16,455,1966
5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Carcinogenicity, Category 2

Reproductive toxicity, Category 1A

Reproductive toxicity, Additional category for effects on or via lactation

Hazardous to the aquatic environment, long-term (Chronic) - Category Chronic 2

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word

Danger

Hazard statement(s)

H351 Suspected of causing cancer

H360 May damage fertility or the unborn child

H362 May cause harm to breast-fed children

H411 Toxic to aquatic life with long lasting effects

Precautionary statement(s)
Prevention

P201 Obtain special instructions before use.

P202 Do not handle until all safety precautions have been read and understood.

P280 Wear protective gloves/protective clothing/eye protection/face protection.

P260 Do not breathe dust/fume/gas/mist/vapours/spray.

P263 Avoid contact during pregnancy and while nursing.

P264 Wash ... thoroughly after handling.

P270 Do not eat, drink or smoke when using this product.

P273 Avoid release to the environment.

Response

P308+P313 IF exposed or concerned: Get medical advice/ attention.

P391 Collect spillage.

Storage

P405 Store locked up.

Disposal

P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification

none

7. Precursor and Product
8. Computational chemical data
  • Molecular Weight:304.46688g/mol
  • Molecular Formula:C20H32O2
  • Compound Is Canonicalized:True
  • XLogP3-AA:
  • Exact Mass:304.240230259
  • Monoisotopic Mass:304.240230259
  • Complexity:486
  • Rotatable Bond Count:0
  • Hydrogen Bond Donor Count:1
  • Hydrogen Bond Acceptor Count:2
  • Topological Polar Surface Area:37.3
  • Heavy Atom Count:22
  • Defined Atom Stereocenter Count:8
  • Undefined Atom Stereocenter Count:0
  • Defined Bond Stereocenter Count:0
  • Undefined Bond Stereocenter Count:0
  • Isotope Atom Count:0
  • Covalently-Bonded Unit Count:1
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