(10S,11S,14S,15S)-14-hydroxy-15-methyltetracyclo[8.7.0.02,7.011,15]heptadeca-1,6-dien-5-one

• ChemBase ID: 165670
• Molecular Formular: C18H24O2
• Molecular Mass: 272.38196
• Monoisotopic Mass: 272.17763001
• SMILES: C1C(=O)C=C2C(=C3[C@@H](CC2)[C@H]2[C@](CC3)([C@H](CC2)O)C)C1
• Canonical SMILES: O=C1CCC2=C3CC[C@]4([C@H]([C@@H]3CCC2=C1)CC[C@@H]4O)C
• InChI: InChI=1S/C18H24O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h10,15-17,20H,2-9H2,1H3/t15-,16+,17+,18+/m1/s1
• InChIKey: PUQSDJZESAQGQS-OWSLCNJRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (10S,11S,14S,15S)-14-hydroxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-1,6-dien-5-one
• IUPAC Traditional name: (10S,11S,14S,15S)-14-hydroxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-1,6-dien-5-one
• Synonyms: 17β-Hydroxyestra-4,9-dien-3-one; 3-Oxo-4,9-estradien-17β-ol; 17β-hydroxy-estra-4,9-dien-3-one; 4,9-Estradien-17β-ol-3-one; RU 3118; 9,10-Dehydro-19-nortestosterone

Database IDs

• CAS Number: 6218-29-7
• PubChem SID: 162259803
• PubChem CID: 11747706

CALCULATED PROPERTIES

• Acid pKa: 19.070179
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.6161387
• LogD (pH = 7.4): 2.616139
• Log P: 2.616139
• Molar Refractivity: 80.5381 cm^3
• Polarizability: 31.177116 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Off-white Solid

DETAILS

Toronto Research Chemicals - D229945

Gestagenic Testosterone (T155000) derivative. A steroid ligand for the cytosol androgen receptor (AR) of rat prostate.

REFERENCES

• Ojasoo, T. et al.; J. Steroid Biochem. 27, 255 (1987)
• Dore, J. et al.; J. Med. Chem. 29, 54 (1986)