(1S,2S,5R,7R,10S,11S,15S,17S)-5,17-dihydroxy-2,15-dimethyl(4,4,6,6-2H4)tetracyclo[8.7.0.02,7.011,15]heptadecan-14-one

• ChemBase ID: 170528
• Molecular Formular: C19H30O3
• Molecular Mass: 306.4397
• Monoisotopic Mass: 306.21949482
• SMILES: C1[C@H](C[C@@H]2[C@](C1)([C@@H]1[C@@H](CC2)[C@H]2[C@](C[C@@H]1O)(C(=O)CC2)C)C)O
• Canonical SMILES: O[C@@H]1CC[C@]2([C@@H](C1)CC[C@@H]1[C@@H]2[C@@H](O)C[C@]2([C@H]1CCC2=O)C)C
• InChI: InChI=1S/C19H30O3/c1-18-8-7-12(20)9-11(18)3-4-13-14-5-6-16(22)19(14,2)10-15(21)17(13)18/h11-15,17,20-21H,3-10H2,1-2H3/t11-,12-,13+,14+,15+,17-,18+,19+/m1/s1
• InChIKey: PIXFHVWJOVNKQK-DLAZEALESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,5R,7R,10S,11S,15S,17S)-5,17-dihydroxy-2,15-dimethyl(4,4,6,6-^2H₄)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-one
• IUPAC Traditional name: (1S,2S,5R,7R,10S,11S,15S,17S)-5,17-dihydroxy-2,15-dimethyl(4,4,6,6-^2H₄)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-one
• Synonyms: (3α,5β,11β)-3,11-Dihydroxyandrostan-17-one-d4; 3α,11β-Dihydroxy-5β-androstane-17-one-d4; 11β-Hydroxyaetiocholanolone-d4; 3α,11β-Dihydroxyetiocholan-17-one-d4; 5β-Androstan-3α,11β-diol-17-one-d4; 5β-Androstane-3α,11β-diol-17-one-d4; Ba 2686-d4; NSC 53897-d4; 11β-Hydroxy Etiocholanolone-d4

Database IDs

• PubChem SID: 164226438
• PubChem CID: 71749015

CALCULATED PROPERTIES

• Acid pKa: 14.889388
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.4585197
• LogD (pH = 7.4): 2.4585197
• Log P: 2.4585197
• Molar Refractivity: 85.4014 cm^3
• Polarizability: 34.120876 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H941932

A labelled metabolite of Etiocholanolone.

REFERENCES

• Eriksson, H., et al.: Eur. J. Biochem., 15, 132 (1970)
• Cook, D., et al.: Endocrinology, 93, 1019 (1970)