(7S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadecan-13-one

• ChemBase ID: 131528
• Molecular Formular: C19H30O2
• Molecular Mass: 290.4403
• Monoisotopic Mass: 290.2245802
• SMILES: CC12CCC3C(C1CC(=O)C2)CC[C@@H]1C3(CCC(C1)O)C
• Canonical SMILES: OC1CCC2([C@H](C1)CCC1C2CCC2(C1CC(=O)C2)C)C
• InChI: InChI=1S/C19H30O2/c1-18-7-6-16-15(17(18)10-14(21)11-18)4-3-12-9-13(20)5-8-19(12,16)2/h12-13,15-17,20H,3-11H2,1-2H3/t12-,13?,15?,16?,17?,18?,19?/m0/s1
• InChIKey: WDSIJVKJXHSMCM-CJEIDTAFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (7S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-13-one
• IUPAC Traditional name: (7S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-13-one
• Synonyms: 3β-Hydroxy-5α-androstan-16-one; Heard′s ketone; 5α-Androstan-3β-ol-16-one

Database IDs

• CAS Number: 571-51-7
• MDL Number: MFCD00056417
• PubChem SID: 24891124; 162225806
• PubChem CID: 16218953

CALCULATED PROPERTIES

• Acid pKa: 18.296396
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.25535
• LogD (pH = 7.4): 3.25535
• Log P: 3.25535
• Molar Refractivity: 83.7571 cm^3
• Polarizability: 33.49998 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Drug Control: regulated under CDSA - not available from Sigma-Aldrich Canada

Product Information

• Purity: ≥98%

DETAILS

Sigma Aldrich - A7386

General description
Review of literature on Heard′s ketone1