(1S,2S,5S,7S,10R,11S,14S,15S)-2,15-dimethyl(13,13,14-2H3)tetracyclo[8.7.0.02,7.011,15]heptadecane-5,14-diol

• ChemBase ID: 160628
• Molecular Formular: C19H32O2
• Molecular Mass: 292.45618
• Monoisotopic Mass: 292.24023026
• SMILES: C1[C@@H](C[C@H]2[C@](C1)([C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)([C@H](CC2)O)C)C)O
• Canonical SMILES: O[C@H]1CC[C@]2([C@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2O)C)C
• InChI: InChI=1S/C19H32O2/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/h12-17,20-21H,3-11H2,1-2H3/t12-,13-,14-,15-,16-,17-,18-,19-/m0/s1
• InChIKey: CBMYJHIOYJEBSB-YSZCXEEOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,5S,7S,10R,11S,14S,15S)-2,15-dimethyl(13,13,14-^2H₃)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecane-5,14-diol
• IUPAC Traditional name: (1S,2S,5S,7S,10R,11S,14S,15S)-2,15-dimethyl(13,13,14-^2H₃)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecane-5,14-diol
• Synonyms: (3β,5α,17β)-Androstane-16,16,17-d3-3,17-diol; 3β,17β-Androstanediol-d3; 3β,17β-Dihydroxy-5α-androstane-d3; 3β-Adiol-d3; Maxterone-d3; NSC 50891-d3; 5α-Androstane-3β,17β-diol-d3

Database IDs

• CAS Number: 79037-32-4
• PubChem SID: 162254763
• PubChem CID: 71313404

CALCULATED PROPERTIES

• Acid pKa: 18.296396
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 3.2037566
• LogD (pH = 7.4): 3.2037568
• Log P: 3.2037568
• Molar Refractivity: 84.6312 cm^3
• Polarizability: 34.047752 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chlorform
• Apperance: White Solid
• Melting Point: 168-170°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - A637527

Labelled 5α-Androstane-3β,17β-diol, a metabolite of Testosterone (T155000).

REFERENCES

• Monetti, G., et al.: J. Steroid Biochem., 25, 765 (1986)