2-[(1S,2S,4R,8S,9S,11S,12S,13R,19R)-11,19-dihydroxy-6,9,13-trimethyl-16-oxo-5-oxa-7-azapentacyclo[10.8.0.02,9.04,8.013,18]icosa-6,14,17-trien-8-yl]-2-oxoethyl acetate

• ChemBase ID: 170427
• Molecular Formular: C25H31NO7
• Molecular Mass: 457.51614
• Monoisotopic Mass: 457.21005234
• SMILES: C1=CC(=O)C=C2[C@]1([C@@H]1[C@@H](C[C@H]2O)[C@H]2[C@](C[C@@H]1O)([C@]1([C@@H](C2)OC(=N1)C)C(=O)COC(=O)C)C)C
• Canonical SMILES: CC(=O)OCC(=O)[C@@]12N=C(O[C@@H]1C[C@@H]1[C@]2(C)C[C@H](O)[C@H]2[C@H]1C[C@H](C1=CC(=O)C=C[C@]21C)O)C
• InChI: InChI=1S/C25H31NO7/c1-12-26-25(20(31)11-32-13(2)27)21(33-12)9-16-15-8-18(29)17-7-14(28)5-6-23(17,3)22(15)19(30)10-24(16,25)4/h5-7,15-16,18-19,21-22,29-30H,8-11H2,1-4H3/t15-,16-,18+,19-,21+,22+,23-,24-,25+/m0/s1
• InChIKey: UFQYEKPVHOQAHA-OEQIHUPOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(1S,2S,4R,8S,9S,11S,12S,13R,19R)-11,19-dihydroxy-6,9,13-trimethyl-16-oxo-5-oxa-7-azapentacyclo[10.8.0.0^2,^9.0^4,^8.0^1^3,^1^8]icosa-6,14,17-trien-8-yl]-2-oxoethyl acetate
• IUPAC Traditional name: 2-[(1S,2S,4R,8S,9S,11S,12S,13R,19R)-11,19-dihydroxy-6,9,13-trimethyl-16-oxo-5-oxa-7-azapentacyclo[10.8.0.0^2,^9.0^4,^8.0^1^3,^1^8]icosa-6,14,17-trien-8-yl]-2-oxoethyl acetate
• Synonyms: 6β-Hydroxy Deflan; 6β-Hydroxy Dezacor; 6β-Hydroxy Flantadin; 6β-Hydroxy Lantadin; 6β-Hydroxy Deflazacort; (6β,11β,16β)-21-(Acetyloxy)-6,11-dihydroxy-2'-methyl-5'H-pregna-1,4-dieno[17,16-d]oxazole-3,20-dione; 6β-Hydroxy Calcort

Database IDs

• PubChem SID: 164226337
• PubChem CID: 29981392

CALCULATED PROPERTIES

• Acid pKa: 14.325083
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 0.5713705
• LogD (pH = 7.4): 0.57137394
• Log P: 0.57137406
• Molar Refractivity: 118.6347 cm^3
• Polarizability: 46.303234 Å^3
• Polar Surface Area: 122.49 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol
• Apperance: Off-White Solid

DETAILS

Toronto Research Chemicals - H934310

Intermediate for the preparation of 6β-Hydroxy 21-Desacetyl Deflazacort.