(2S,13R,14R,15S)-14-hydroxy-14-(2-hydroxyacetyl)-2,13,15-trimethyltetracyclo[8.7.0.02,7.011,15]heptadeca-1(17),3,6,10-tetraen-5-one

• ChemBase ID: 166710
• Molecular Formular: C22H26O4
• Molecular Mass: 354.43944
• Monoisotopic Mass: 354.18310931
• SMILES: C1=CC(=O)C=C2[C@]1(C1=CC[C@]3(C(=C1CC2)C[C@H]([C@@]3(C(=O)CO)O)C)C)C
• Canonical SMILES: OCC(=O)[C@@]1(O)[C@H](C)CC2=C3C(=CC[C@]12C)[C@@]1(C)C=CC(=O)C=C1CC3
• InChI: InChI=1S/C22H26O4/c1-13-10-18-16-5-4-14-11-15(24)6-8-20(14,2)17(16)7-9-21(18,3)22(13,26)19(25)12-23/h6-8,11,13,23,26H,4-5,9-10,12H2,1-3H3/t13-,20+,21+,22+/m1/s1
• InChIKey: NPXUHOAYRVATJA-MCLJMYSDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,13R,14R,15S)-14-hydroxy-14-(2-hydroxyacetyl)-2,13,15-trimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-1(17),3,6,10-tetraen-5-one
• IUPAC Traditional name: (2S,13R,14R,15S)-14-hydroxy-14-(2-hydroxyacetyl)-2,13,15-trimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-1(17),3,6,10-tetraen-5-one
• Synonyms: (16α)-8(14),9(11)-Didehydro-17,21-dihydroxy-16-methylpregna-1,4-diene-3,20-dione; Δ8(14),9(11)-Dexamethasone

Database IDs

• PubChem SID: 162260843
• PubChem CID: 71315845

CALCULATED PROPERTIES

• Acid pKa: 12.373937
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.0919106
• LogD (pH = 7.4): 2.091906
• Log P: 2.0919108
• Molar Refractivity: 102.8058 cm^3
• Polarizability: 38.7527 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Pale Yellow Solid

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - D298775

Dexamethasone (D298800) mpurity.