(1S,2R,10S,11S,14R,15S,17S)-14,17-dihydroxy-2,15-dimethyl-14-(2-sulfanylacetyl)(1,16,16,17-2H4)tetracyclo[8.7.0.02,7.011,15]heptadec-6-en-5-one

• ChemBase ID: 178677
• Molecular Formular: C21H30O4S
• Molecular Mass: 378.5255
• Monoisotopic Mass: 378.18648044
• 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)CS)O)C)C
• Canonical SMILES: SCC(=O)[C@@]1(O)CC[C@@H]2[C@]1(C)C[C@H](O)[C@H]1[C@H]2CCC2=CC(=O)CC[C@]12C
• InChI: InChI=1S/C21H30O4S/c1-19-7-5-13(22)9-12(19)3-4-14-15-6-8-21(25,17(24)11-26)20(15,2)10-16(23)18(14)19/h9,14-16,18,23,25-26H,3-8,10-11H2,1-2H3/t14-,15-,16-,18?,19-,20-,21-/m0/s1
• InChIKey: YWDBSCORAARPPF-JEFZWPMTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,10S,11S,14R,15S,17S)-14,17-dihydroxy-2,15-dimethyl-14-(2-sulfanylacetyl)(1,16,16,17-^2H₄)tetracyclo[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)-14,17-dihydroxy-2,15-dimethyl-14-(2-sulfanylacetyl)(1,16,16,17-^2H₄)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-5-one
• Synonyms: (11β)-11,17-Dihydroxy-21-mercaptopregn-4-ene-3,20-dione-d4; 11β,17-Dihydroxy-21-mercaptoprogesterone-d4; Cortisol 21-Thiol-d4; Tixocortol-d4

Database IDs

• PubChem SID: 164234587
• PubChem CID: 71752589

CALCULATED PROPERTIES

• Acid pKa: 9.570465
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 2.3189456
• LogD (pH = 7.4): 2.3162675
• Log P: 2.31898
• Molar Refractivity: 103.527 cm^3
• Polarizability: 40.704685 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - T447492

Labelled Tixocortol (T447490). Tixocortol is an anti-inflammatory agent. Tixocortol is used in fluorescent chemoaffinity labeling.

REFERENCES

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