(1S,2S,5S,7S,10R,11S,15S)-5-hydroxy-2,15-dimethyl(4,4,5,6,6-2H5)tetracyclo[8.7.0.02,7.011,15]heptadecan-14-one

• ChemBase ID: 168031
• Molecular Formular: C19H30O2
• Molecular Mass: 290.4403
• Monoisotopic Mass: 290.2245802
• SMILES: C1[C@@H](C[C@H]2[C@](C1)([C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)(C(=O)CC2)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]1CCC2=O)C)C
• InChI: InChI=1S/C19H30O2/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/h12-16,20H,3-11H2,1-2H3/t12-,13-,14-,15-,16-,18-,19-/m0/s1
• InChIKey: QGXBDMJGAMFCBF-LUJOEAJASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,5S,7S,10R,11S,15S)-5-hydroxy-2,15-dimethyl(4,4,5,6,6-^2H₅)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-one
• IUPAC Traditional name: (1S,2S,5S,7S,10R,11S,15S)-5-hydroxy-2,15-dimethyl(4,4,5,6,6-^2H₅)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-one
• Synonyms: (3β,5α)-3-Ηydroxyandrostan-17-one-d5; 3-Epiandrosterone-d5; 3β-Androsterone-d5; 3β-Hydroxy-17-oxo-5α-androstane-d5; 3β-Hydroxyetioallocholan-17-one-d5; Isoandrosterone-d5; NSC 93996-d5; d-Epiandrosterone-d5; epi-Androsterone-d5; iso-Androsterone-d5; trans-Androsterone-d5; Epiandrosterone-d5

Database IDs

• PubChem SID: 162262163
• PubChem CID: 71316349

CALCULATED PROPERTIES

• Acid pKa: 18.296396
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.7672846
• LogD (pH = 7.4): 3.7672846
• Log P: 3.7672846
• Molar Refractivity: 83.8089 cm^3
• Polarizability: 33.49998 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - E578002

A labelled steroid hormone that is present in normal human urine as a minor constituent , it is a less active 3β-isomer of the androgen Androsterone (A635535). Controlled Substance.

REFERENCES

• Marchand, M., et al.: Eur. J. Biochem., 184, 455 (1989)
• Dardonville, C., et al.: Bioorg. Med. Chem., 11, 3205 (1989)
• Fumarola, L., et al.: Res. Microbiol., 155, 224 (1989)
• Albert, M., et al.: J. Biol. Chem., 280, 28306 (1989)