(1S,2R,10S,11S,14R,15S)-14-[(1R)-1,2-dihydroxyethyl]-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadeca-3,6-diene-5,17-dione

• ChemBase ID: 171147
• Molecular Formular: C21H28O5
• Molecular Mass: 360.44402
• Monoisotopic Mass: 360.193674
• SMILES: C1=C[C@]2(C(=CC1=O)CC[C@@H]1[C@@H]2C(=O)C[C@]2([C@H]1CC[C@@]2([C@@H](CO)O)O)C)C
• Canonical SMILES: OC[C@H]([C@@]1(O)CC[C@@H]2[C@]1(C)CC(=O)[C@H]1[C@H]2CCC2=CC(=O)C=C[C@]12C)O
• InChI: InChI=1S/C21H28O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h5,7,9,14-15,17-18,22,25-26H,3-4,6,8,10-11H2,1-2H3/t14-,15-,17+,18+,19-,20-,21-/m0/s1
• InChIKey: UMAIDVARGWSZLM-GNIMZFFESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,10S,11S,14R,15S)-14-[(1R)-1,2-dihydroxyethyl]-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-diene-5,17-dione
• IUPAC Traditional name: (1S,2R,10S,11S,14R,15S)-14-[(1R)-1,2-dihydroxyethyl]-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-diene-5,17-dione
• Synonyms: 17,20,21-Trihydroxypregna-1,4-diene-3,11-dione; 20β-Hydroxy-1,2-dehydrocortisone; 20β-Hydroxy Adasone; 20β-Hydroxy Ancortone; 20β-Hydroxy Apo-Prednisone; 20β-Hydroxy Bicortone; 20β-Hydroxy Prednicorm; 20β-Hydroxy Prednicort; 20β-Hydroxy Retrocortine; 20β-Hydroxy Sone; 20β-Hydroxy Ultracorten; 20β-Hydroxy Δ1-Dehydrocortisone; 11,17,20,21(11β,20R)-tetrahydroxypregna-1,2-diene-3-one; 20β-Hydroxy Prednisone

Database IDs

• CAS Number: 600-92-0
• PubChem SID: 164227057
• PubChem CID: 71749279

CALCULATED PROPERTIES

• Acid pKa: 12.990151
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 1.043328
• LogD (pH = 7.4): 1.0433269
• Log P: 1.043328
• Molar Refractivity: 98.3348 cm^3
• Polarizability: 38.038647 Å^3
• Polar Surface Area: 94.83 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H952295

Prednisone derivative.