(1S,2S,7S,10R,11S,14S,15S)-14-hydroxy-2,14,15-trimethyltetracyclo[8.7.0.02,7.011,15]heptadecan-5-one

• ChemBase ID: 110044
• Molecular Formular: C20H32O2
• Molecular Mass: 304.46688
• Monoisotopic Mass: 304.24023026
• SMILES: C[C@]1(O)CC[C@H]2[C@@H]3CC[C@H]4CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C
• Canonical SMILES: O=C1CC[C@]2([C@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@]2(C)O)C)C
• InChI: InChI=1S/C20H32O2/c1-18-9-6-14(21)12-13(18)4-5-15-16(18)7-10-19(2)17(15)8-11-20(19,3)22/h13,15-17,22H,4-12H2,1-3H3/t13-,15+,16-,17-,18-,19-,20-/m0/s1
• InChIKey: WYZDXEKUWRCKOB-YDSAWKJFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,7S,10R,11S,14S,15S)-14-hydroxy-2,14,15-trimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-5-one; (1S,2S,7S,10R,11S,14S,15S)-14-hydroxy-2,14,15-trimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-one
• IUPAC Traditional name: assimil
• Synonyms: 17α-Methylandrostan-17β-ol-3-one; (5α,17β)-17-Hydroxy-17-methylandrostan-3-one; 17α-Methyl-17β-hydroxy-5α-androstan-3-one; 17α-Methyl-5α-dihydrotestosterone; 17α-Methylandrostan-17β-ol-3-one; 17α-Methyldihydrotestosterone; Androstalone; Assimil; Ermalone; Mestalone; Mestanolon; Methybol; Methylandrostanolone; Methylantalon; NSC 18219; Preroide; RU 143; Tantarone; Mestanolone; 17α-METHYLANDROSTAN-17β-OL-3-ONE; 17α-甲基二氢睾酮; 17β-羟基-17α-甲基-5α-雄甾烷-3-酮; 5α-雄甾烷-17α-甲基-17β-醇-3-酮; 甲二氢睾酮; 美睾酮; 美雄诺龙; 17α-甲基雄甾-17β-醇-3-酮

Database IDs

• CAS Number: 521-11-9
• EC Number: 208-302-6
• MDL Number: MFCD00021158
• PubChem SID: 162095712; 24897024
• PubChem CID: 10633

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.691834
• LogD (pH = 7.4): 3.6918342
• Log P: 3.6918342
• Molar Refractivity: 88.2413 cm^3
• Polarizability: 35.343018 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Alcohol; Ether; Ethyl Acetate
• Apperance: White Solid
• Melting Point: 192-1930C

Safety Information

• Storage Condition: Controlled Substance, -20°C Freezer
• RTECS: BV8064500
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 40
• Safety Statements: 22-36
• GHS Pictograms: GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H351
• GHS Precautionary statements: P281
• Personal Protective Equipment: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• Drug Control: USDEA Schedule III; Home Office Schedule 4.2; regulated under CDSA - not available from Sigma-Aldrich Canada

Product Information

• Purity: 97%
• Grade: analytical standard, for drug analysis

DETAILS

MP Biomedicals - 05213511

MP Biomedicals Rare Chemical collection

Toronto Research Chemicals - M225790

Anabolic steroid. Controlled substance.

REFERENCES

• Arriza, J., et al.: Science, 237, 268 (1987)
• Lill, M., et al.: J. Med. Chem., 47, 6174 (1987)
• Bledsoe, R., et al.: J. Biol. Chem., 280, 31283 (1987)