(1S,2R,8S,10S,11S,14R,15S)-8-chloro-14-hydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadeca-3,6-diene-5,17-dione

• ChemBase ID: 164607
• Molecular Formular: C21H25ClO5
• Molecular Mass: 392.8732
• Monoisotopic Mass: 392.13905158
• SMILES: C1=C[C@]2(C(=CC1=O)[C@H](C[C@@H]1[C@@H]2C(=O)C[C@]2([C@H]1CC[C@@]2(C(=O)CO)O)C)Cl)C
• Canonical SMILES: OCC(=O)[C@@]1(O)CC[C@@H]2[C@]1(C)CC(=O)[C@H]1[C@H]2C[C@@H](C2=CC(=O)C=C[C@]12C)Cl
• InChI: InChI=1S/C21H25ClO5/c1-19-5-3-11(24)7-14(19)15(22)8-12-13-4-6-21(27,17(26)10-23)20(13,2)9-16(25)18(12)19/h3,5,7,12-13,15,18,23,27H,4,6,8-10H2,1-2H3/t12-,13-,15-,18+,19-,20-,21-/m0/s1
• InChIKey: NPSLCOWKFFNQKK-ZPSUVKRCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,8S,10S,11S,14R,15S)-8-chloro-14-hydroxy-14-(2-hydroxyacetyl)-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,8S,10S,11S,14R,15S)-8-chloro-14-hydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-diene-5,17-dione
• Synonyms: (6α)-6-Chloro-17,21-dihydroxypregna-1,4-diene-3,11,20-trione; 6α-Chloro-1,4-pregnadiene-17α,21-diol-3,11,20-trione; 6α-Chloro-17,21-dihydroxypregna-1,4-diene-3,11,20-trione; Chloroprednisone; 6α-Chloro Prednisone

Database IDs

• CAS Number: 52080-57-6
• PubChem SID: 162258742
• PubChem CID: 3034026

CALCULATED PROPERTIES

• Acid pKa: 12.575887
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.782285
• LogD (pH = 7.4): 1.7822821
• Log P: 1.782285
• Molar Refractivity: 102.1346 cm^3
• Polarizability: 39.36215 Å^3
• Polar Surface Area: 91.67 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C379755

Chlorinated derivative of Prednisone (P703780). Corticosteroid.