(1S,2S,5S,7R,10R,11S,13S,14R,15S)-2,14,15-trimethyltetracyclo[8.7.0.02,7.011,15]heptadecane-5,13,14-triol

• ChemBase ID: 173027
• Molecular Formular: C20H34O3
• Molecular Mass: 322.48216
• Monoisotopic Mass: 322.25079495
• SMILES: C1[C@@H](C[C@@H]2[C@](C1)([C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)([C@]([C@H](C2)O)(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]1C[C@@H]([C@]2(C)O)O)C)C
• InChI: InChI=1S/C20H34O3/c1-18-8-6-13(21)10-12(18)4-5-14-15(18)7-9-19(2)16(14)11-17(22)20(19,3)23/h12-17,21-23H,4-11H2,1-3H3/t12-,13+,14-,15+,16+,17+,18+,19+,20+/m1/s1
• InChIKey: BFCTXQRHIFIDPO-GMTIDWLKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,5S,7R,10R,11S,13S,14R,15S)-2,14,15-trimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecane-5,13,14-triol
• IUPAC Traditional name: (1S,2S,5S,7R,10R,11S,13S,14R,15S)-2,14,15-trimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecane-5,13,14-triol
• Synonyms: (3β,5β,16β,17β)-17-Methylandrostane-3,16,17-triol; 17-Methyl-5β-androstane-3β,16β,17β-triol

Database IDs

• CAS Number: 923572-10-5
• PubChem SID: 164228937
• PubChem CID: 71750108

CALCULATED PROPERTIES

• Acid pKa: 13.490397
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 2.4094298
• LogD (pH = 7.4): 2.4094296
• Log P: 2.4094298
• Molar Refractivity: 90.6309 cm^3
• Polarizability: 36.50727 Å^3
• Polar Surface Area: 60.69 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M287900

A metabolite of 17α-Methyltestosterone (M326400).

REFERENCES

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