(1S,2S,4R,8S,9S,12S,13R)-8-acetyl-6,9,13-trimethyl-5-oxa-7-azapentacyclo[10.8.0.02,9.04,8.013,18]icosa-6,14,17-triene-11,16-dione

• ChemBase ID: 165375
• Molecular Formular: C23H27NO4
• Molecular Mass: 381.46478
• Monoisotopic Mass: 381.19400835
• SMILES: C1=CC(=O)C=C2[C@]1([C@@H]1[C@@H](CC2)[C@H]2[C@](CC1=O)([C@]1([C@@H](C2)OC(=N1)C)C(=O)C)C)C
• Canonical SMILES: O=C1C=C[C@]2(C(=C1)CC[C@@H]1[C@@H]2C(=O)C[C@]2([C@H]1C[C@@H]1[C@]2(N=C(O1)C)C(=O)C)C)C
• InChI: InChI=1S/C23H27NO4/c1-12(25)23-19(28-13(2)24-23)10-17-16-6-5-14-9-15(26)7-8-21(14,3)20(16)18(27)11-22(17,23)4/h7-9,16-17,19-20H,5-6,10-11H2,1-4H3/t16-,17-,19+,20+,21-,22-,23+/m0/s1
• InChIKey: JXURBWVPEBHVSO-LFXAUQRBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,4R,8S,9S,12S,13R)-8-acetyl-6,9,13-trimethyl-5-oxa-7-azapentacyclo[10.8.0.0^2,^9.0^4,^8.0^1^3,^1^8]icosa-6,14,17-triene-11,16-dione
• IUPAC Traditional name: (1S,2S,4R,8S,9S,12S,13R)-8-acetyl-6,9,13-trimethyl-5-oxa-7-azapentacyclo[10.8.0.0^2,^9.0^4,^8.0^1^3,^1^8]icosa-6,14,17-triene-11,16-dione
• Synonyms: 2'-Methyl-5'βH-pregna-1,4-dieno[17,16-d]oxazole-3,11,20-trione; 21-Deacetoxy 11-Oxodeflazacort

Database IDs

• CAS Number: 13649-83-7
• PubChem SID: 162259508
• PubChem CID: 71315171

CALCULATED PROPERTIES

• Acid pKa: 17.397972
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 2.563816
• LogD (pH = 7.4): 2.563822
• Log P: 2.563822
• Molar Refractivity: 105.3403 cm^3
• Polarizability: 40.61455 Å^3
• Polar Surface Area: 72.8 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane
• Apperance: Off-White Solid

DETAILS

Toronto Research Chemicals - D198070

Deflazacort (D228975) derivative, a systematic corticosteroid.