(1'S,2R,2'R,9'R,10'R,11'S,15'S)-2',15'-dimethyl-9'-(methylsulfanyl)(4,4,4',4',6',8',8'-2H7)spiro[oxolane-2,14'-tetracyclo[8.7.0.02,7.011,15]heptadecan]-6'-ene-5,5'-dione

• ChemBase ID: 178566
• Molecular Formular: C23H32O3S
• Molecular Mass: 388.56338
• Monoisotopic Mass: 388.20721588
• SMILES: C1C(=O)C=C2[C@](C1)([C@@H]1[C@@H]([C@@H](C2)SC)[C@H]2[C@](CC1)([C@]1(CC2)OC(=O)CC1)C)C
• Canonical SMILES: CS[C@@H]1CC2=CC(=O)CC[C@@]2([C@@H]2[C@@H]1[C@@H]1CC[C@]3([C@]1(CC2)C)CCC(=O)O3)C
• InChI: InChI=1S/C23H32O3S/c1-21-8-4-15(24)12-14(21)13-18(27-3)20-16(21)5-9-22(2)17(20)6-10-23(22)11-7-19(25)26-23/h12,16-18,20H,4-11,13H2,1-3H3/t16-,17-,18+,20+,21-,22-,23+/m0/s1
• InChIKey: FWRDLPQBEOKIRE-RJKHXGPOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1'S,2R,2'R,9'R,10'R,11'S,15'S)-2',15'-dimethyl-9'-(methylsulfanyl)(4,4,4',4',6',8',8'-^2H₇)spiro[oxolane-2,14'-tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan]-6'-ene-5,5'-dione
• IUPAC Traditional name: (1'S,2R,2'R,9'R,10'R,11'S,15'S)-2',15'-dimethyl-9'-(methylsulfanyl)(4,4,4',4',6',8',8'-^2H₇)spiro[oxolane-2,14'-tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan]-6'-ene-5,5'-dione
• Synonyms: 17α-Hydroxy-7α-(methylthio)-3-oxo-pregn-4-ene-21-carboxylic Acid γ-Lactone-d7; SC 26519-d7; 7α-Thiomethylspirolactone-d7; 7α-Thiomethyl-SL-d7; 7α-Thiomethyl Spironolactone-d7 (Major)

Database IDs

• PubChem SID: 164234476
• PubChem CID: 71752531

CALCULATED PROPERTIES

• Acid pKa: 18.111788
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 4.183156
• LogD (pH = 7.4): 4.183156
• Log P: 4.183156
• Molar Refractivity: 108.6875 cm^3
• Polarizability: 43.10301 Å^3
• Polar Surface Area: 43.37 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Plae Yellow Solid
• Melting Point: 200-206°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - T353502

A labelled metabolite of Spironolactone.

REFERENCES

• Solymoss, B., et al.: Toxicol. Appli. Pharmacol., 18, 586 (1962)
• Gochman, N., et al.: J. Pharmacol. Exp. Ther., 135, 312 (1962)
• Tori, K., et al.: Steroids, 4, 713 (1962)