(1S,2R,8S,10R,11S,14S,15S)-8,14-dihydroxy-2,15-dimethyl(13,13,14-2H3)tetracyclo[8.7.0.02,7.011,15]heptadec-6-en-5-one

• ChemBase ID: 171350
• Molecular Formular: C19H28O3
• Molecular Mass: 304.42382
• Monoisotopic Mass: 304.20384476
• SMILES: C1CC(=O)C=C2[C@]1([C@@H]1[C@@H](C[C@@H]2O)[C@H]2[C@](CC1)([C@H](CC2)O)C)C
• Canonical SMILES: O=C1CC[C@]2(C(=C1)[C@@H](O)C[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2O)C)C
• InChI: InChI=1S/C19H28O3/c1-18-7-5-11(20)9-15(18)16(21)10-12-13-3-4-17(22)19(13,2)8-6-14(12)18/h9,12-14,16-17,21-22H,3-8,10H2,1-2H3/t12-,13-,14-,16-,17-,18+,19-/m0/s1
• InChIKey: XSEGWEUVSZRCBC-QXROXWLYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,8S,10R,11S,14S,15S)-8,14-dihydroxy-2,15-dimethyl(13,13,14-^2H₃)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-5-one
• IUPAC Traditional name: (1S,2R,8S,10R,11S,14S,15S)-8,14-dihydroxy-2,15-dimethyl(13,13,14-^2H₃)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-5-one
• Synonyms: (6α,17β)-6,17-Dihydroxyandrost-4-en-3-one-d3; 6α,17β-Dihydroxyandrost-4-en-3-one-d3; Androst-4-ene-6α,17β-diol-3-one-d3; 6α-Hydroxy Testosterone-d3

Database IDs

• PubChem SID: 164227260
• PubChem CID: 71749363

CALCULATED PROPERTIES

• Acid pKa: 14.545773
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.134612
• LogD (pH = 7.4): 2.134612
• Log P: 2.1346123
• Molar Refractivity: 85.9453 cm^3
• Polarizability: 33.878315 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Off-White Solid
• Melting Point: 183-185°C

Safety Information

• Storage Condition: Controlled Substance, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - H956757

A labelled metabolite of Testosterone (T155000).CONTROLLED SUBSTANCE

REFERENCES

• Brandon, E., et al.: Toxicol. Appl. Pharmacol., 189, 233 (2003)
• Froehlich, A., et al.: Drug Metab. Dispos., 33, 1532 (2003)
• Schmelzer, E., et al.: Xenobiotica, 6, 693 (2003)
• Jasmund, I., et al.: Biomol. Eng., 24, 59 (2003)