(10S,11S,14S,15S)-14-hydroxy-14,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadeca-1(17),2(7)-dien-5-one

• ChemBase ID: 170817
• Molecular Formular: C19H26O2
• Molecular Mass: 286.40854
• Monoisotopic Mass: 286.19328007
• SMILES: C1C(=O)CC2=C(C1)C1=CC[C@]3([C@H]([C@@H]1CC2)CC[C@@]3(O)C)C
• Canonical SMILES: O=C1CCC2=C(C1)CC[C@@H]1C2=CC[C@]2([C@H]1CC[C@]2(C)O)C
• InChI: InChI=1S/C19H26O2/c1-18-9-7-15-14-6-4-13(20)11-12(14)3-5-16(15)17(18)8-10-19(18,2)21/h7,16-17,21H,3-6,8-11H2,1-2H3/t16-,17+,18+,19+/m1/s1
• InChIKey: CAXJKYOXSOIPHO-XWSJACJDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (10S,11S,14S,15S)-14-hydroxy-14,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-1(17),2(7)-dien-5-one
• IUPAC Traditional name: (10S,11S,14S,15S)-14-hydroxy-14,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-1(17),2(7)-dien-5-one
• Synonyms: 17β-Hydroxy-17-methyl-estra-5(10),9(11)-dien-3-one; (17β)-17-Hydroxy-17-methyl-estra-5(10),9(11)-dien-3-one

Database IDs

• CAS Number: 7753-50-6
• PubChem SID: 164226727
• PubChem CID: 71749151

CALCULATED PROPERTIES

• Acid pKa: 15.985091
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.5369701
• LogD (pH = 7.4): 2.5369704
• Log P: 2.5369704
• Molar Refractivity: 85.1996 cm^3
• Polarizability: 33.02064 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane
• Apperance: Yellow Oil

DETAILS

Toronto Research Chemicals - H946990

Interemediate in the synthesis of the anabolic steroid Metribolone (M338820).