(1S,2R,8R,10R,11S,15S)-8-hydroxy-2,15-dimethyl(4,4,6,8,13,13-2H6)tetracyclo[8.7.0.02,7.011,15]heptadec-6-ene-5,14-dione

• ChemBase ID: 170250
• Molecular Formular: C19H26O3
• Molecular Mass: 302.40794
• Monoisotopic Mass: 302.18819469
• SMILES: C1C(=O)C=C2[C@](C1)([C@@H]1[C@@H](C[C@H]2O)[C@H]2[C@](CC1)(C(=O)CC2)C)C
• Canonical SMILES: O=C1CC[C@]2(C(=C1)[C@H](O)C[C@@H]1[C@@H]2CC[C@]2([C@H]1CCC2=O)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/h9,12-14,16,21H,3-8,10H2,1-2H3/t12-,13-,14-,16+,18+,19-/m0/s1
• InChIKey: WVAMBAWFDOYFOD-DQXCSHPPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,8R,10R,11S,15S)-8-hydroxy-2,15-dimethyl(4,4,6,8,13,13-^2H₆)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-ene-5,14-dione
• IUPAC Traditional name: (1S,2R,8R,10R,11S,15S)-8-hydroxy-2,15-dimethyl(4,4,6,8,13,13-^2H₆)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-ene-5,14-dione
• Synonyms: (6β)-6-Hydroxyandrost-4-ene-3,17-dione-d6; 6β-Hydroxyandrost-4-ene-3,17-dione-d6; 6β-Hydroxy-4-androstene-3,17-dione-d6; 6β-Hydroxyandrostenedione-d6; Androst-4-en-6β-ol-3,17-dione-d6; 6β-Hydroxy Androstenedione-d6

Database IDs

• CAS Number: 67034-98-4
• PubChem SID: 164226160
• PubChem CID: 71748895

CALCULATED PROPERTIES

• Acid pKa: 14.545754
• 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 - H828157

A labelled metabolite of Androstenedione (A637550).

REFERENCES

• Gazdar, A., et al.: Cancer Res., 50, 5488 (1990)
• Levesque, J., et al.: Steroids, 70, 305 (1990)
• Lootens, L., et al.: Drug Metab. Dispos., 37, 2367 (1990)