(1S,2S,7S,10R,11S,14R,15S)-2,3,15-trimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadec-3-en-14-yl acetate

• ChemBase ID: 172750
• Molecular Formular: C22H32O3
• Molecular Mass: 344.48768
• Monoisotopic Mass: 344.23514488
• SMILES: C1=C([C@]2([C@H](CC1=O)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@H]2OC(=O)C)C)C)C
• Canonical SMILES: CC(=O)O[C@@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC[C@@H]2[C@]1(C)C(=CC(=O)C2)C
• InChI: InChI=1S/C22H32O3/c1-13-11-16(24)12-15-5-6-17-18-7-8-20(25-14(2)23)21(18,3)10-9-19(17)22(13,15)4/h11,15,17-20H,5-10,12H2,1-4H3/t15-,17-,18-,19-,20+,21-,22-/m0/s1
• InChIKey: PGAUJQOPTMSERF-CDSHGXNMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,7S,10R,11S,14R,15S)-2,3,15-trimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-3-en-14-yl acetate
• IUPAC Traditional name: (1S,2S,7S,10R,11S,14R,15S)-2,3,15-trimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-3-en-14-yl acetate
• Synonyms: (5α,17β)-17-(Acetyloxy)-1-methylandrost-1-en-3-one; 17β-hydroxy-1-methyl-5α-androst-1-en-3-one Acetate; 1-Methyl-17β-hydroxy-5α-androst-1-en-3-one Acetate; 1-Methyl-17β-hydroxy-5α-androst-1-en-3-one-17β-acetate; 1-Methyl-5α-androst-1-en-17β-ol-3-one Acetate; Metenolone Acetate; Methenolone 17-Acetate; NSC 74226; Nibal; Primobolan; Primobolan Tablets; Primobolone; Primonabol; SH 567; SH 567a; SQ 16496; Methenolone Acetate

Database IDs

• CAS Number: 434-05-9
• PubChem SID: 164228660
• PubChem CID: 71750006

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 4.093568
• LogD (pH = 7.4): 4.093568
• Log P: 4.093568
• Molar Refractivity: 98.1299 cm^3
• Polarizability: 38.92798 Å^3
• Polar Surface Area: 43.37 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dioxane; Methanol
• Apperance: White Solid
• Melting Point: 141-143°C

Safety Information

• Storage Condition: Controlled Substance, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - M226250

Methenolone acetate is an anabolic steroid. This is a controlled substance.

REFERENCES

• Schiffer, M., et al.: J. Clin. Invest., 108, 807 (2001)
• Okuyama, S., et al.: Clin. Nephrol., 68, 412 (2001)
• Sjoqvist, F., et al.: Lancet, 371, 1872 (2001)