(1S,2R,10R,11S,15S)-2-(2H3)methyl-15-methyltetracyclo[8.7.0.02,7.011,15]heptadec-6-ene-5,14-dione

• ChemBase ID: 160633
• Molecular Formular: C19H26O2
• Molecular Mass: 286.40854
• Monoisotopic Mass: 286.19328007
• SMILES: C1CC(=O)C=C2[C@]1([C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)(C(=O)CC2)C)C
• Canonical SMILES: O=C1CC[C@]2(C(=C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CCC2=O)C)C
• InChI: InChI=1S/C19H26O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h11,14-16H,3-10H2,1-2H3/t14-,15-,16-,18-,19-/m0/s1
• InChIKey: AEMFNILZOJDQLW-QAGGRKNESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,10R,11S,15S)-2-(^2H₃)methyl-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-ene-5,14-dione
• IUPAC Traditional name: (1S,2R,10R,11S,15S)-2-(^2H₃)methyl-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-ene-5,14-dione
• Synonyms: 4-Androstene-3,17-dione-19-d3; 17-Ketotestosterone-19-d3; 3,17-Dioxoandrost-4-ene-19-d3; Fecundin-19-d3; NSC 9563-19-d3; SKF 2170-19-d3; Androstenedione-d3

Database IDs

• CAS Number: 71995-66-9
• PubChem SID: 162254768
• PubChem CID: 49849556

CALCULATED PROPERTIES

• Acid pKa: 19.028997
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.928951
• LogD (pH = 7.4): 3.928951
• Log P: 3.928951
• Molar Refractivity: 83.6075 cm^3
• Polarizability: 32.712193 Å^3
• Polar Surface Area: 34.14 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Dichloromethane
• Apperance: Dark-Yellow Solid
• Melting Point: 171-173°C

Safety Information

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

DETAILS

Toronto Research Chemicals - A637552

Labelled Testosterone precursor and metabolite with androgenic activity. Controlled substance (anabolic sterid).

REFERENCES

• King, D.S., et al.: J. Am. Med. Assoc., 281, 2020 (1996)
• Walker, V.R., et al.: Anal. Biopchem., 234, 194 (1996)