(1S,2S,10R,11S,15S)-2-[hydroxy(2H2)methyl]-15-methyltetracyclo[8.7.0.02,7.011,15]heptadec-6-ene-5,14-dione

• ChemBase ID: 170116
• Molecular Formular: C19H26O3
• Molecular Mass: 302.40794
• Monoisotopic Mass: 302.18819469
• SMILES: C1CC(=O)C=C2[C@]1([C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)(C(=O)CC2)C)CO
• Canonical SMILES: OC[C@]12CCC(=O)C=C1CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CCC2=O)C
• InChI: InChI=1S/C19H26O3/c1-18-8-7-16-14(15(18)4-5-17(18)22)3-2-12-10-13(21)6-9-19(12,16)11-20/h10,14-16,20H,2-9,11H2,1H3/t14-,15-,16-,18-,19+/m0/s1
• InChIKey: XGUHPTGEXRHMQQ-BGJMDTOESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,10R,11S,15S)-2-[hydroxy(^2H₂)methyl]-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-ene-5,14-dione
• IUPAC Traditional name: (1S,2S,10R,11S,15S)-2-[hydroxy(^2H₂)methyl]-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-ene-5,14-dione
• Synonyms: 19-Hydroxyandrost-4-ene-3,17-dione-19,19-d2; Androst-4-en-19-ol-3,17-dione-d2; Androst-4-ene-3,17-dione-19-ol-d2; NSC 74233-d2; 19-Hydroxy Androstendione-19-d2

Database IDs

• CAS Number: 71995-64-7
• PubChem SID: 164226026
• PubChem CID: 71748810

CALCULATED PROPERTIES

• Acid pKa: 18.709452
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.6481798
• LogD (pH = 7.4): 2.6481798
• Log P: 2.6481798
• Molar Refractivity: 85.3822 cm^3
• Polarizability: 33.33251 Å^3
• Polar Surface Area: 54.37 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; DMSO
• Apperance: Off-White to Pale Tan Solid
• Melting Point: 159-162°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - H801502

A novel labelled substituted estrogen as aromatase inhibitor.

REFERENCES

• Polan, M., et al.: J. Clin. Endocrinol. Metab., 70, 480 (1990)
• Kawasaki, T., et al.: Clin. Exp. Rheumatol., 18, 743, (1990)
• Castagnetta, L., et al.: Clin. Cancer Res., 8, 3146 (2002)