(1S,2R,4S,10R,11S,14S,15S)-4,14-dihydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadec-6-en-5-one

• ChemBase ID: 131956
• Molecular Formular: C19H28O3
• Molecular Mass: 304.42382
• Monoisotopic Mass: 304.20384476
• SMILES: C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2O)CCC1=CC(=O)[C@H](C[C@]31C)O
• Canonical SMILES: O=C1C=C2CC[C@@H]3[C@@H]([C@]2(C[C@@H]1O)C)CC[C@]1([C@H]3CC[C@@H]1O)C
• InChI: InChI=1S/C19H28O3/c1-18-8-7-14-12(13(18)5-6-17(18)22)4-3-11-9-15(20)16(21)10-19(11,14)2/h9,12-14,16-17,21-22H,3-8,10H2,1-2H3/t12-,13-,14-,16-,17-,18-,19-/m0/s1
• InChIKey: ZOIPFFUVGMVQGE-LXKHFVGGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,4S,10R,11S,14S,15S)-4,14-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-5-one
• IUPAC Traditional name: (1S,2R,4S,10R,11S,14S,15S)-4,14-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-5-one
• Synonyms: (2β,17β)-2,17-dihydroxy-androst-4-en-3-one; 2β,17β-dihydroxyandrost-4-en-3-one; 2β,17β-Dihydroxy-4-androsten-3-one; 2β-Hydroxytestosterone; 2β-Hydroxy Testosterone; 4-Androstene-2β,17β-diol-3-one; 2β-Hydroxytestosterone

Database IDs

• CAS Number: 10390-14-4
• MDL Number: MFCD00198758
• PubChem SID: 162226233; 24895858
• PubChem CID: 14311667

CALCULATED PROPERTIES

• Acid pKa: 13.384813
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.4943573
• LogD (pH = 7.4): 2.4943569
• Log P: 2.4943573
• Molar Refractivity: 85.922 cm^3
• Polarizability: 33.878315 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 63-20/21/22-40
• Safety Statements: 22-36
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H332-H351-H361
• GHS Precautionary statements: P280
• Personal Protective Equipment: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• Drug Control: USDEA Schedule III; Home Office Schedule 4.2; regulated under CDSA - not available from Sigma-Aldrich Canada
• Storage Temperature: -20°C

Product Information

• Purity: ≥98%

DETAILS

Toronto Research Chemicals - H956735

2β-Hydroxytestosterone is a hydroxylated metabolite of Testosterone (T155000) in humans and animals.

REFERENCES

• Demisch, K. et al.: Eur. J. Biochem., 8, 284 (1969)
• Fernandez, C. et al.: J Chrom. B Biomed. Appl., 677, 363 (1969)
• Capolongo, F. et al.: J. Vet. Pharmacol. Therap., 26, 160 (1969)