(1S,2S,7S,10R,11S,15R)-2,15-dimethyl(4,4,5,6,6-2H5)tetracyclo[8.7.0.02,7.011,15]heptadec-13-en-5-ol

• ChemBase ID: 160577
• Molecular Formular: C19H30O
• Molecular Mass: 274.4409
• Monoisotopic Mass: 274.22966558
• SMILES: C1C(C[C@H]2[C@](C1)([C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)(C=CC2)C)C)O
• Canonical SMILES: OC1CC[C@]2([C@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC=C2)C)C
• InChI: InChI=1S/C19H30O/c1-18-9-3-4-16(18)15-6-5-13-12-14(20)7-11-19(13,2)17(15)8-10-18/h3,9,13-17,20H,4-8,10-12H2,1-2H3/t13-,14?,15-,16-,17-,18-,19-/m0/s1
• InChIKey: KRVXMNNRSSQZJP-LEAFODBOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,7S,10R,11S,15R)-2,15-dimethyl(4,4,5,6,6-^2H₅)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-13-en-5-ol
• IUPAC Traditional name: (1S,2S,7S,10R,11S,15R)-2,15-dimethyl(4,4,5,6,6-^2H₅)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-13-en-5-ol
• Synonyms: (3β,5α)-Androst-16-en-3-ol-d5; 5α-Androst-16-en-3β-ol-d5; 3β-Hydroxy-5α-androst-16-ene-d5; JNF 55-d5; NSC 65888-d5; rac Androst-16-en-2,2,5,6,6-d5-3-ol

Database IDs

• PubChem SID: 162254712
• PubChem CID: 71313385

CALCULATED PROPERTIES

• Acid pKa: 18.296396
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 4.072646
• LogD (pH = 7.4): 4.072646
• Log P: 4.072646
• Molar Refractivity: 84.2323 cm^3
• Polarizability: 33.20933 Å^3
• Polar Surface Area: 20.23 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A637562

A labelled metabolite of 16-Androstene.

REFERENCES

• Gower, D., et al.: J. Endocrinol., 47, 365 (1970)
• Raeside, J., et al.: Biol. Reprod., 28, 727 (1970)
• Pirog, E., et al.: J. Clin. Endocrinol., Metab., 84, 3217 (1970)
• Gilmore, W., et al.: J. Pharmacol. Exp. Ther., 308, 600 (1970)