(1S,2S,5S,7S,10R,11S,14S,15S)-14-(2H3)methyl-2,15-dimethyl(13,13-2H2)tetracyclo[8.7.0.02,7.011,15]heptadecane-5,14-diol

• ChemBase ID: 173022
• Molecular Formular: C20H34O2
• Molecular Mass: 306.48276
• Monoisotopic Mass: 306.25588033
• SMILES: C1[C@@H](C[C@H]2[C@](C1)([C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)([C@](CC2)(O)C)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@]2(C)O)C)C
• InChI: InChI=1S/C20H34O2/c1-18-9-6-14(21)12-13(18)4-5-15-16(18)7-10-19(2)17(15)8-11-20(19,3)22/h13-17,21-22H,4-12H2,1-3H3/t13-,14-,15+,16-,17-,18-,19-,20-/m0/s1
• InChIKey: QGKQXZFZOIQFBI-UYEYMFBJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,5S,7S,10R,11S,14S,15S)-14-(^2H₃)methyl-2,15-dimethyl(13,13-^2H₂)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)-14-(^2H₃)methyl-2,15-dimethyl(13,13-^2H₂)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecane-5,14-diol
• Synonyms: (3β,5α,17β)-17-(Methyl-d3)androstane-3,17-diol-d5; 17α-(Methyl-d3)androst-4-ene-3β,17β-diol-d5; 17α-(Methyl-d3)androstan-3β-17β-diol-d5; 17β-Hydroxy-17α-(methyl-d3)5α-androstan-3β-ol-d5; 5α-Androstane-17α-(methyl-d3)-3β,17β-diol-d5; NSC 118175-d5; 17-Methyl-5α-androstane-3β,17β-diol-d5

Database IDs

• CAS Number: 853904-65-1
• PubChem SID: 164228932
• PubChem CID: 11426932

CALCULATED PROPERTIES

• Acid pKa: 18.296396
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 3.484333
• LogD (pH = 7.4): 3.4843335
• Log P: 3.4843335
• Molar Refractivity: 89.2694 cm^3
• Polarizability: 35.891087 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Ethyl Acetate; Methanol
• Apperance: Off-white Solid

DETAILS

Toronto Research Chemicals - M287853

A labelled metabolite of 17α-Methyltestosterone (M326400).

REFERENCES

• Dumasia, M., et al.: Xenobiotica, 11, 323 (1981)
• Tang, P., et al.: Anal. Biochem., 182, 289 (1989).