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

• ChemBase ID: 143428
• Molecular Formular: C19H26O3
• Molecular Mass: 302.40794
• Monoisotopic Mass: 302.18819469
• SMILES: C[C@]12CC[C@H]3[C@H]([C@@H]1CCC2=O)CCC1=CC(=O)CC[C@]31CO
• 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-(hydroxymethyl)-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-ene-5,14-dione
• IUPAC Traditional name: 19-haed
• Synonyms: 19-Hydroxyandrost-4-ene-3,17-dione; Androst-4-en-19-ol-3,17-dione; Androst-4-ene-3,17-dione-19-ol; NSC 74233; 19-Hydroxyandrostendione; 19-Hydroxy-4-androstene-3,17-dione; 19-Hydroxy-4-androsten-3,17-dione; 4-Androsten-19-ol-3,17-dione; 4-Androstene-3,17-dione-19-ol; 19-Hydroxy-4-androstene-3,17-dione; 19-羟基-4-雄甾烯-3,17-二酮; 19-羟基雄甾-4-烯-3,17-二酮; 19-羟基雄烯二酮; 4-雄甾烯-3,17-二酮-19-醇; 19-羟基-4-雄甾烯-3,17-二酮

Database IDs

• CAS Number: 510-64-5
• EC Number: 208-116-5
• MDL Number: MFCD00003616
• Beilstein Number: 2567249
• PubChem SID: 162237648; 24878815
• PubChem CID: 252379

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: Chloroform
• Apperance: Off-White Solid
• Melting Point: 162-164°C; 168-169 °C(lit.)
• Optical Rotation: [α]/D +190±5°, c = 1 in chloroform; [α]20/D +190±5°, c = 1% in chloroform

Safety Information

• Storage Condition: -20°C Freezer
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 63
• Safety Statements: 36/37
• GHS Pictograms: GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H361
• GHS Precautionary statements: P281
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥90% (HPLC)
• Grade: technical
• Empirical Formula (Hill Notation): C19H26O3

DETAILS

Sigma Aldrich - 779717

Packaging
1 g in glass bottle
100 mg in glass bottle

Sigma Aldrich - 286109

Packaging
50 mg in glass bottle

Toronto Research Chemicals - H801500

A novel 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)