(1S,2R,10R,11S,14S,15S)-2,15-dimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadec-6-en-14-yl benzoate

• ChemBase ID: 158073
• Molecular Formular: C26H32O3
• Molecular Mass: 392.53048
• Monoisotopic Mass: 392.23514488
• SMILES: C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2OC(=O)c1ccccc1)CCC1=CC(=O)CC[C@]31C
• Canonical SMILES: O=C1CC[C@]2(C(=C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2OC(=O)c1ccccc1)C)C
• InChI: InChI=1S/C26H32O3/c1-25-14-12-19(27)16-18(25)8-9-20-21-10-11-23(26(21,2)15-13-22(20)25)29-24(28)17-6-4-3-5-7-17/h3-7,16,20-23H,8-15H2,1-2H3/t20-,21-,22-,23-,25-,26-/m0/s1
• InChIKey: RZJSCADWIWNGKI-IXKNJLPQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,10R,11S,14S,15S)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-yl benzoate
• IUPAC Traditional name: (1S,2R,10R,11S,14S,15S)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-yl benzoate
• Synonyms: Testosterone 17-benzoate; (17β)-17-(Benzoyloxy)androst-4-en-3-one; 17β-Benzoyloxyandrost-4-en-3-one; 17β-Hydroxyandrost-4-en-3-one Benzoate; Androst-4-en-17β-ol-3-one Benzoate; NSC 524278; Testosterone 17-Benzoate; Testosterone Benzoate; 17-安息香酸雄烯醇酮

Database IDs

• CAS Number: 2088-71-3
• EC Number: 218-232-8
• MDL Number: MFCD00046257
• PubChem SID: 162252209; 24870577
• PubChem CID: 101474

CALCULATED PROPERTIES

• Acid pKa: 19.086855
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 5.860723
• LogD (pH = 7.4): 5.860723
• Log P: 5.860723
• Molar Refractivity: 114.2518 cm^3
• Polarizability: 44.81705 Å^3
• Polar Surface Area: 43.37 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: White to Off-White Solid
• Melting Point: 181-183°C

Safety Information

• Storage Condition: Controlled Substance, -20°C Freezer
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 40-48
• Safety Statements: 36/37
• 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 IIIN; regulated under CDSA - not available from Sigma-Aldrich Canada

Product Information

• Grade: VETRANAL™, analytical standard
• Empirical Formula (Hill Notation): C26H32O3

DETAILS

Sigma Aldrich - 46926

Legal Information
VETRANAL is a trademark of Sigma-Aldrich Co. LLC

Toronto Research Chemicals - T155015

A metabolite of Testosterone (T155000).

REFERENCES

• Tamura, M., et al.: Int. J. Pharma., 131, 263 (1996)