methyl 3-{[(2S,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]oxy}-1H-indole-2-carboxylate

• ChemBase ID: 174325
• Molecular Formular: C24H27NO12
• Molecular Mass: 521.47068
• Monoisotopic Mass: 521.15332531
• SMILES: [C@@H]1([C@@H](C([C@@H](O[C@H]1COC(=O)C)Oc1c2c(cccc2)[nH]c1C(=O)OC)OC(=O)C)OC(=O)C)OC(=O)C
• Canonical SMILES: COC(=O)c1[nH]c2c(c1O[C@@H]1O[C@@H](COC(=O)C)[C@H]([C@@H](C1OC(=O)C)OC(=O)C)OC(=O)C)cccc2
• InChI: InChI=1S/C24H27NO12/c1-11(26)32-10-17-20(33-12(2)27)21(34-13(3)28)22(35-14(4)29)24(36-17)37-19-15-8-6-7-9-16(15)25-18(19)23(30)31-5/h6-9,17,20-22,24-25H,10H2,1-5H3/t17-,20-,21+,22?,24+/m1/s1
• InChIKey: NRVKFXAKBPTVBS-YHAXNFDSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 3-{[(2S,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]oxy}-1H-indole-2-carboxylate
• IUPAC Traditional name: methyl 3-{[(2S,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]oxy}-1H-indole-2-carboxylate
• Synonyms: Methyl-3-O-tetra-acetyl-β-glucosidoxyindole-2-carboxylate

Database IDs

• PubChem SID: 164230235
• PubChem CID: 71750607

CALCULATED PROPERTIES

• Acid pKa: 10.903346
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): 1.1883526
• LogD (pH = 7.4): 1.1882346
• Log P: 1.1883541
• Molar Refractivity: 119.7786 cm^3
• Polarizability: 49.674755 Å^3
• Polar Surface Area: 165.75 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate,
• Apperance: Pale-Green Powder