(1S,2R,8S,8aR)-2,8-bis(acetyloxy)-5-oxo-1,2,3,5,8,8a-hexahydroindolizin-1-yl acetate

• ChemBase ID: 178845
• Molecular Formular: C14H17NO7
• Molecular Mass: 311.28728
• Monoisotopic Mass: 311.10050189
• SMILES: [C@@H]1(C=CC(=O)N2[C@H]1[C@@H]([C@@H](C2)OC(=O)C)OC(=O)C)OC(=O)C
• Canonical SMILES: CC(=O)O[C@@H]1CN2[C@@H]([C@@H]1OC(=O)C)[C@H](C=CC2=O)OC(=O)C
• InChI: InChI=1S/C14H17NO7/c1-7(16)20-10-4-5-12(19)15-6-11(21-8(2)17)14(13(10)15)22-9(3)18/h4-5,10-11,13-14H,6H2,1-3H3/t10-,11+,13+,14+/m0/s1
• InChIKey: UVXMIOMJNNRVNX-OIMNJJJWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,8S,8aR)-2,8-bis(acetyloxy)-5-oxo-1,2,3,5,8,8a-hexahydroindolizin-1-yl acetate
• IUPAC Traditional name: (1S,2R,8S,8aR)-1,8-bis(acetyloxy)-5-oxo-2,3,8,8a-tetrahydro-1H-indolizin-2-yl acetate
• Synonyms: [1S-(1α,2α,8β,8aβ)]-1,2,8-Tris(acetyloxy)-2,3,8,8a-tetrahydro5(1H)-indolizinone; (1S,2R,8R,8aR)-1,2,8-Triacetoxy-1,2,3,5,8,8a-hexahydro-5-oxyindolizine

Database IDs

• CAS Number: 149913-46-2
• PubChem SID: 164234755
• PubChem CID: 71752662

CALCULATED PROPERTIES

• Acid pKa: 13.18025
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): -0.881617
• LogD (pH = 7.4): -0.88158983
• Log P: -0.88158876
• Molar Refractivity: 71.1371 cm^3
• Polarizability: 28.547829 Å^3
• Polar Surface Area: 99.21 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Off-White Needles