(1S,2R,10R,11S,14S,15S)-14-hydroxy-2,15-dimethyl(13,13,14-2H3)tetracyclo[8.7.0.02,7.011,15]heptadec-6-ene-5,8-dione

• ChemBase ID: 160636
• Molecular Formular: C19H26O3
• Molecular Mass: 302.40794
• Monoisotopic Mass: 302.18819469
• SMILES: C1C(=O)C=C2[C@](C1)([C@@H]1[C@@H](CC2=O)[C@H]2[C@](CC1)([C@H](CC2)O)C)C
• Canonical SMILES: O=C1CC[C@]2(C(=C1)C(=O)C[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2O)C)C
• InChI: InChI=1S/C19H26O3/c1-18-7-5-11(20)9-15(18)16(21)10-12-13-3-4-17(22)19(13,2)8-6-14(12)18/h9,12-14,17,22H,3-8,10H2,1-2H3/t12-,13-,14-,17-,18+,19-/m0/s1
• InChIKey: HRCFICFHZXGNIJ-WERNOVKHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,10R,11S,14S,15S)-14-hydroxy-2,15-dimethyl(13,13,14-^2H₃)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-ene-5,8-dione
• IUPAC Traditional name: (1S,2R,10R,11S,14S,15S)-14-hydroxy-2,15-dimethyl(13,13,14-^2H₃)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-ene-5,8-dione
• Synonyms: (17β)-17-Hydroxyandrost-4-ene-3,6-dione-d3; 17β-Hydroxyandrost-4-ene-3,6-dione-d3; 4-Androsten-17β-ol-3,6-dione-d3

Database IDs

• PubChem SID: 162254771
• PubChem CID: 71313407

CALCULATED PROPERTIES

• Acid pKa: 19.377699
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.69814
• LogD (pH = 7.4): 2.69814
• Log P: 2.69814
• Molar Refractivity: 85.123 cm^3
• Polarizability: 33.33251 Å^3
• Polar Surface Area: 54.37 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A637622

Labelled 4-Androsten-17β-ol-3,6-dione, a metabolite of Hydroxytestosterone (H956750).

REFERENCES

• Wehrberger, K.: Abhand. Deutsch. Akad. Wissensch. Berlin Klasse Med., 3, 161 (1968)
• Eriksson, C.G. et al.: J. Steroid Biochem., 22, 649 (1968)