prop-2-en-1-yl (2S,3R)-3-{[(2S,3R,4R,5R,6R)-3-acetamido-5-hydroxy-6-(hydroxymethyl)-4-{[(2R,3R,4S,5S,6R)-3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]oxy}oxan-2-yl]oxy}-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}butanoate

• ChemBase ID: 169321
• Molecular Formular: C44H54N2O19
• Molecular Mass: 914.90156
• Monoisotopic Mass: 914.33207752
• SMILES: [C@H]1([C@@H]([C@@H]([C@@H](O[C@H]1COC(=O)C)O[C@H]1[C@H]([C@@H](O[C@@H]([C@H]1NC(=O)C)O[C@@H]([C@H](NC(=O)OCC1c2c(c3c1cccc3)cccc2)C(=O)OCC=C)C)CO)O)OC(=O)C)OC(=O)C)OC(=O)C
• Canonical SMILES: C=CCOC(=O)[C@H]([C@H](O[C@H]1O[C@@H](CO)[C@@H]([C@@H]([C@@H]1NC(=O)C)O[C@@H]1O[C@@H](COC(=O)C)[C@@H]([C@@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C)O)C)NC(=O)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C44H54N2O19/c1-8-17-56-41(54)34(46-44(55)58-19-31-29-15-11-9-13-27(29)28-14-10-12-16-30(28)31)21(2)59-42-35(45-22(3)48)38(36(53)32(18-47)63-42)65-43-40(62-26(7)52)39(61-25(6)51)37(60-24(5)50)33(64-43)20-57-23(4)49/h8-16,21,31-40,42-43,47,53H,1,17-20H2,2-7H3,(H,45,48)(H,46,55)/t21-,32-,33-,34+,35-,36+,37+,38-,39+,40-,42+,43+/m1/s1
• InChIKey: NBQDYBIWAKPLIA-LUKSUISVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: prop-2-en-1-yl (2S,3R)-3-{[(2S,3R,4R,5R,6R)-3-acetamido-5-hydroxy-6-(hydroxymethyl)-4-{[(2R,3R,4S,5S,6R)-3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]oxy}oxan-2-yl]oxy}-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}butanoate
• IUPAC Traditional name: prop-2-en-1-yl (2S,3R)-3-{[(2S,3R,4R,5R,6R)-3-acetamido-5-hydroxy-6-(hydroxymethyl)-4-{[(2R,3R,4S,5S,6R)-3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]oxy}oxan-2-yl]oxy}-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}butanoate
• Synonyms: N-Fmoc-O-[2-acetamido-2-deoxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-α-D-galactopyranosyl]-L-threonine Allyl Ester; N-Fmoc-2'3'4'6'-tetra-O-acetyl T Epitope, Threonyl Allyl Ester

Database IDs

• PubChem SID: 162263453
• PubChem CID: 71316907

CALCULATED PROPERTIES

• Acid pKa: 11.936594
• H Acceptors: 13
• H Donor: 4
• LogD (pH = 5.5): 1.2269208
• LogD (pH = 7.4): 1.2269099
• Log P: 1.2269212
• Molar Refractivity: 217.0053 cm^3
• Polarizability: 89.03258 Å^3
• Polar Surface Area: 276.31 Å^2
• Rotatable Bonds: 24
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - F619980

Intermediate in the production of T Epitope, Threonyl