(1S,2R,10R,11S,14S,15S)-14-hydroxy-2,14,15-trimethyltetracyclo[8.7.0.02,7.011,15]heptadeca-3,6-dien-5-one

• ChemBase ID: 118998
• Molecular Formular: C20H28O2
• Molecular Mass: 300.43512
• Monoisotopic Mass: 300.20893014
• SMILES: [C@@]12(C(=CC(=O)C=C2)CC[C@@H]2[C@@H]1CC[C@]1([C@H]2CC[C@@]1(O)C)C)C
• Canonical SMILES: O=C1C=C[C@]2(C(=C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@]2(C)O)C)C
• InChI: InChI=1S/C20H28O2/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/h6,9,12,15-17,22H,4-5,7-8,10-11H2,1-3H3/t15-,16+,17+,18+,19+,20+/m1/s1
• InChIKey: XWALNWXLMVGSFR-HLXURNFRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,10R,11S,14S,15S)-14-hydroxy-2,14,15-trimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-5-one
• IUPAC Traditional name: methandrostenolone
• Synonyms: (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13,17-trimethyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-3-one; (17β)-17-Hydroxy-17-methylandrosta-1,4-dien-3-one; Dehydromethyltestosterone; 1,2-Dehydro-17-methyltestosterone; 1,4-Androstadien-17α-methyl-17β-ol-3-one; Abirol; Anabolin; Danabol; Metandienone; Methandon; Methandrolone; Methylboldenone; Naposim; Nerobol; Sterolon; Methandrostenolone; 17β-Hydroxy-17-methylandrosta-1,4-dien-3-one; 1-Dehydro-17α-methyltestosterone; Dianabol; Methandienone; Methandrostenolone; 17b-羟基-17a-甲基-1,4-雄甾二烯-3-酮; 1-脱氢-17α-甲基睾甾酮; 去氢甲睾酮; 美雄酮; 羟甲雄二烯酮

Database IDs

• CAS Number: 72-63-9
• EC Number: 200-787-2
• MDL Number: MFCD00003650
• Beilstein Number: 2056255
• PubChem SID: 24879519; 162107373
• PubChem CID: 6300

CALCULATED PROPERTIES

• Acid pKa: 18.863474
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.6438231
• LogD (pH = 7.4): 3.6438234
• Log P: 3.6438234
• Molar Refractivity: 90.1613 cm^3
• Polarizability: 34.86451 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: White Solid
• Melting Point: 161-164°C; 164-166 °C
• Optical Rotation: [α]20/D -0.5±0.5°, c = 1.1% in chloroform

Safety Information

• Storage Condition: Controlled Substance, -20°C Freezer
• RTECS: BV8000000
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Drug Control: USDEA Schedule IIIN; regulated under CDSA - not available from Sigma-Aldrich Canada
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99.0% (HPLC)
• Empirical Formula (Hill Notation): C20H28O2

DETAILS

Sigma Aldrich - 55609

Other Notes
Sales restrictions may apply

Toronto Research Chemicals - M226000

Anabolic steroid. Androgen.Controlled substance.

REFERENCES

• Schanzer, W., et al.: Clin. Chem., 42, 1001 (1996)
• Kicman, A., et al.: Br. J. Pharmacol., 154, 502 (1996)
• Fragkaki, A., et al.: Steroids, 74, 172 (1996)