(1S,2R,10S,11S,14R,15S,17S)-14-(2-{[bis(2H3)methyl(2H3)propanoyl]sulfanyl}acetyl)-14,17-dihydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadec-6-en-5-one

• ChemBase ID: 178679
• Molecular Formular: C26H38O5S
• Molecular Mass: 462.64192
• Monoisotopic Mass: 462.24399532
• SMILES: C1C(=O)C=C2[C@](C1)([C@@H]1[C@@H](CC2)[C@H]2[C@](C[C@@H]1O)([C@](CC2)(C(=O)CSC(=O)C(C)(C)C)O)C)C
• Canonical SMILES: O=C1CC[C@]2(C(=C1)CC[C@@H]1[C@@H]2[C@@H](O)C[C@]2([C@H]1CC[C@]2(O)C(=O)CSC(=O)C(C)(C)C)C)C
• InChI: InChI=1S/C26H38O5S/c1-23(2,3)22(30)32-14-20(29)26(31)11-9-18-17-7-6-15-12-16(27)8-10-24(15,4)21(17)19(28)13-25(18,26)5/h12,17-19,21,28,31H,6-11,13-14H2,1-5H3/t17-,18-,19-,21+,24-,25-,26-/m0/s1
• InChIKey: BISFDZNIUZIKJD-XDANTLIUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,10S,11S,14R,15S,17S)-14-(2-{[bis(^2H₃)methyl(^2H₃)propanoyl]sulfanyl}acetyl)-14,17-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-5-one
• IUPAC Traditional name: (1S,2R,10S,11S,14R,15S,17S)-14-(2-{[bis(^2H₃)methyl(^2H₃)propanoyl]sulfanyl}acetyl)-14,17-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-5-one
• Synonyms: (11β)-21-[(2,2-Dimethyl-1-oxopropyl-d9)thio]-11,17-dihydroxypregn-4-ene-3,20-dione; JO 1016-d9; Pivalone-d9; Rectovalone-d9; Tiovalon-d9; Tixocortol Pivalate-d9; Tixocortol 21-Pivalate-d9

Database IDs

• PubChem SID: 164234589
• PubChem CID: 71752590

CALCULATED PROPERTIES

• Acid pKa: 12.657642
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 3.9591238
• LogD (pH = 7.4): 3.9591215
• Log P: 3.9591238
• Molar Refractivity: 126.6972 cm^3
• Polarizability: 50.032673 Å^3
• Polar Surface Area: 91.67 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - T447502

Labelled Tixocortol (T447500). Tixocortol 21-Pivalate is an anti-inflammatory agent. Tixocortol 21-Pivalate is used in fluorescent chemoaffinity labeling.

REFERENCES

• Torossian, D.R., et al.: Arzneim.-Forsch., 31, 453 (1981)