(1S,2R,10R,11S,15S)-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadec-3-ene-5,14-dione

• ChemBase ID: 110169
• Molecular Formular: C19H26O2
• Molecular Mass: 286.40854
• Monoisotopic Mass: 286.19328007
• SMILES: C[C@]12C=CC(=O)CC1CC[C@H]1[C@@H]3CCC(=O)[C@@]3(C)CC[C@H]21
• Canonical SMILES: O=C1C=C[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/h7,9,12,14-16H,3-6,8,10-11H2,1-2H3/t12?,14-,15-,16-,18-,19-/m0/s1
• InChIKey: WJIQCDPCDVWDDE-RNQTWYFASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,10R,11S,15S)-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-3-ene-5,14-dione; (1S,2R,10R,11S,15S)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-3-ene-5,14-dione
• IUPAC Traditional name: (1S,2R,10R,11S,15S)-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-3-ene-5,14-dione; (1S,2R,10R,11S,15S)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-3-ene-5,14-dione
• Synonyms: 5α-Androst-1-ene-3,17-dione; 1(5α)-Androstene-3,17-dione; 1-Androstenedione; Δ1-5α-Androstene-3,17-dione; Δ1-Androstenedione; DELTA1-ANDROSTEN-3,17-DIONE

Database IDs

• CAS Number: 21507-41-5; 571-40-4
• PubChem SID: 162095731
• PubChem CID: 22823894

CALCULATED PROPERTIES

• Acid pKa: 19.961578
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.9726088
• LogD (pH = 7.4): 3.9726088
• Log P: 3.9726088
• Molar Refractivity: 83.8741 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: Chloroform
• Apperance: White Solid
• Melting Point: 141-143°C

Safety Information

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

DETAILS

MP Biomedicals - 05213992

MP Biomedicals Rare Chemical collection

Toronto Research Chemicals - A637595

Δ1-Androstenedione as a prodrug of Δ1-Testosterone (T155010).

REFERENCES

• Klein, U., et al.: Chem. Ber., 110, 994 (1977)
• Gary, H., et al.: J. Med. Chem., 29, 2298 (1977)
• Zhang, H., et al.: Steroids, 71 1088 (1977)