(1S,2R,10S,11S,15S)-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadeca-3,6,13-triene-5,17-dione

• ChemBase ID: 171141
• Molecular Formular: C21H24O4
• Molecular Mass: 340.41286
• Monoisotopic Mass: 340.16745925
• SMILES: C1=C[C@]2(C(=CC1=O)CC[C@@H]1[C@@H]2C(=O)C[C@]2([C@H]1CC=C2C(=O)CO)C)C
• Canonical SMILES: OCC(=O)C1=CC[C@@H]2[C@]1(C)CC(=O)[C@H]1[C@H]2CCC2=CC(=O)C=C[C@]12C
• InChI: InChI=1S/C21H24O4/c1-20-8-7-13(23)9-12(20)3-4-14-15-5-6-16(18(25)11-22)21(15,2)10-17(24)19(14)20/h6-9,14-15,19,22H,3-5,10-11H2,1-2H3/t14-,15-,19+,20-,21-/m0/s1
• InChIKey: XGGXLIOJOJRVKD-PKTBXOATSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,10S,11S,15S)-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6,13-triene-5,17-dione
• IUPAC Traditional name: (1S,2R,10S,11S,15S)-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6,13-triene-5,17-dione
• Synonyms: 16-Dehydro 17-Dehydroxy Prednisone; 21-Hydroxypregna-1,4,16-triene-3,11,20-trione

Database IDs

• CAS Number: 102447-86-9
• PubChem SID: 164227051
• PubChem CID: 71749275

CALCULATED PROPERTIES

• Acid pKa: 13.883361
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.256317
• LogD (pH = 7.4): 2.256317
• Log P: 2.256317
• Molar Refractivity: 97.044 cm^3
• Polarizability: 36.610607 Å^3
• Polar Surface Area: 71.44 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - H952210

Prednisone (P703780) derivative. Adrenocortical steroid. Glucocorticoid.