(1S,2R,5R,7S,10R,11S,15S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadec-3-en-14-one

• ChemBase ID: 165631
• Molecular Formular: C19H28O2
• Molecular Mass: 288.42442
• Monoisotopic Mass: 288.20893014
• SMILES: C1=C[C@]2([C@H](C[C@H]1O)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CCC2=O)C)C
• Canonical SMILES: O[C@H]1C=C[C@]2([C@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CCC2=O)C)C
• InChI: InChI=1S/C19H28O2/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/h7,9,12-16,20H,3-6,8,10-11H2,1-2H3/t12-,13-,14-,15-,16-,18-,19-/m0/s1
• InChIKey: DYMROBVXGSLPAY-LUJOEAJASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,5R,7S,10R,11S,15S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-3-en-14-one
• IUPAC Traditional name: (1S,2R,5R,7S,10R,11S,15S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-3-en-14-one
• Synonyms: (3β,5α)-3-Hydroxy-androst-1-en-17-one; 3β-Hydroxy-5α-androst-1-en-17-one; 1-Androsterone; 1-Dehydro Epiandrosterone

Database IDs

• CAS Number: 23633-63-8
• PubChem SID: 162259764
• PubChem CID: 67430008

CALCULATED PROPERTIES

• Acid pKa: 17.504276
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.5612702
• LogD (pH = 7.4): 3.5612702
• Log P: 3.5612702
• Molar Refractivity: 84.7715 cm^3
• Polarizability: 33.260063 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: White Solid
• Melting Point: 180-182°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - D229575

Androsterone metabolite. Suitable for the detection of steroid abuse screenings.

REFERENCES

• Parr, M. et al.: Steroids 76, 540 (2011).