(1S,2R,10R,11S,15S)-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadec-6-ene-5,8,14-trione

• ChemBase ID: 125422
• Molecular Formular: C19H24O3
• Molecular Mass: 300.39206
• Monoisotopic Mass: 300.17254463
• SMILES: O=C1C2=CC(=O)CC[C@@]2([C@H]2CC[C@@]3(C(=O)CC[C@H]3[C@@H]2C1)C)C
• Canonical SMILES: O=C1CC[C@]2(C(=C1)C(=O)C[C@@H]1[C@@H]2CC[C@]2([C@H]1CCC2=O)C)C
• InChI: InChI=1S/C19H24O3/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/h9,12-14H,3-8,10H2,1-2H3/t12-,13-,14-,18+,19-/m0/s1
• InChIKey: PJMNEPMSGCRSRC-IEVKOWOJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,10R,11S,15S)-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-ene-5,8,14-trione
• IUPAC Traditional name: 4-androstene-3,6,17-trione
• Synonyms: 4-Androstene-3,6,17-trione; Androst-4-ene-3,6,17-trione

Database IDs

• CAS Number: 2243-6-3; 2243-06-3
• PubChem SID: 162219772
• PubChem CID: 150986
• Chemspider ID: 133080
• Wikipedia Title: 4-Androstene-3,6,17-trione

CALCULATED PROPERTIES

• Acid pKa: 19.487604
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 3.2616677
• LogD (pH = 7.4): 3.2616677
• Log P: 3.2616677
• Molar Refractivity: 84.3007 cm^3
• Polarizability: 32.787003 Å^3
• Polar Surface Area: 51.21 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Yellow Solid
• Melting Point: 229-230°C

Safety Information

• Storage Condition: -20°C Freezer

Pharmacology Properties

• Admin Routes: oral
• Legal Status: Banned by World Anti-Doping Agency

Product Information

• Purity: 96%

DETAILS

Toronto Research Chemicals - A637565

An aromatase inhibitor.

REFERENCES

• Aello, A., et al.: J. Nat. Prod., 54, 281 (1991)
• Salaja, B.A., et al.: Steroids, 59, 330 (1991)
• Hunter, A.C., et al.: J. Steroid Biochem. Mol. Biol., 87, 301 (1991)