(1S,2R,10S,11S,14R,15S,17S)-17-hydroxy-14-(2-hydroxyacetyl)-5-methoxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadeca-5,7-dien-14-yl butanoate

• ChemBase ID: 170051
• Molecular Formular: C26H38O6
• Molecular Mass: 446.57632
• Monoisotopic Mass: 446.26683894
• SMILES: C1CC(=CC2=CC[C@@H]3[C@@H]([C@@]12C)[C@H](C[C@]1([C@H]3CC[C@@]1(C(=O)CO)OC(=O)CCC)C)O)OC
• Canonical SMILES: CCCC(=O)O[C@@]1(CC[C@@H]2[C@]1(C)C[C@H](O)[C@H]1[C@H]2CC=C2[C@]1(C)CCC(=C2)OC)C(=O)CO
• InChI: InChI=1S/C26H38O6/c1-5-6-22(30)32-26(21(29)15-27)12-10-19-18-8-7-16-13-17(31-4)9-11-24(16,2)23(18)20(28)14-25(19,26)3/h7,13,18-20,23,27-28H,5-6,8-12,14-15H2,1-4H3/t18-,19-,20-,23+,24-,25-,26-/m0/s1
• InChIKey: GJHSGLMKCDFPFO-FZNHGJLXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,10S,11S,14R,15S,17S)-17-hydroxy-14-(2-hydroxyacetyl)-5-methoxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-5,7-dien-14-yl butanoate
• IUPAC Traditional name: (1S,2R,10S,11S,14R,15S,17S)-17-hydroxy-14-(2-hydroxyacetyl)-5-methoxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-5,7-dien-14-yl butanoate
• Synonyms: Hydrocortisone 3-Methyl Enol Ether 17-Butyrate; Hydrocortisone 17-Butyrate 3-Enol Methyl Ether

Database IDs

• PubChem SID: 164225961
• PubChem CID: 71748783

CALCULATED PROPERTIES

• Acid pKa: 13.748156
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 2.6050203
• LogD (pH = 7.4): 2.60502
• Log P: 2.6050203
• Molar Refractivity: 123.0754 cm^3
• Polarizability: 48.005745 Å^3
• Polar Surface Area: 93.06 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H714645

3-enol ether derivative of Hydrocortisone (H714615)