(2S,5S,9S,10R)-5-methyl(18,18-2H2)pentacyclo[11.4.1.01,13.02,10.05,9]octadecane-6,15-dione

• ChemBase ID: 165156
• Molecular Formular: C19H26O2
• Molecular Mass: 286.40854
• Monoisotopic Mass: 286.19328007
• SMILES: C1CC(=O)CC23C1([C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)(C(=O)CC2)C)C3
• Canonical SMILES: O=C1CCC23C(C1)(CC[C@@H]1[C@@H]3CC[C@]3([C@H]1CCC3=O)C)C2
• InChI: InChI=1S/C19H26O2/c1-17-7-6-15-13(14(17)2-3-16(17)21)5-8-18-10-12(20)4-9-19(15,18)11-18/h13-15H,2-11H2,1H3/t13-,14-,15-,17-,18?,19?/m0/s1
• InChIKey: ZXOGTZPVVUQMNN-BFQLDGPCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,5S,9S,10R)-5-methyl(18,18-^2H₂)pentacyclo[11.4.1.0^1,^1^3.0^2,^1^0.0^5,^9]octadecane-6,15-dione
• IUPAC Traditional name: (2S,5S,9S,10R)-5-methyl(18,18-^2H₂)pentacyclo[11.4.1.0^1,^1^3.0^2,^1^0.0^5,^9]octadecane-6,15-dione
• Synonyms: 5,19-Cyclo-5β-androstane-3,17-dione-d2; 5,19-Cycloandrostane-3,17-dione-19,19-d2; 5β,19-Cycloandrostane-3,17-dione-d2

Database IDs

• CAS Number: 71995-57-8
• PubChem SID: 162259289
• PubChem CID: 46781089

CALCULATED PROPERTIES

• Acid pKa: 19.730297
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.3665378
• LogD (pH = 7.4): 3.3665378
• Log P: 3.3665378
• Molar Refractivity: 80.8527 cm^3
• Polarizability: 32.22314 Å^3
• Polar Surface Area: 34.14 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - C987727

Labelled hydroaromatic steroid hormone.

REFERENCES

• Dyer, R.L., et al.: Steroids, 33, 617 (1979)