prop-2-en-1-yl (2S,3R)-3-{[(2S,4aR,6S,7R,8R,8aR)-8-(acetyloxy)-7-acetamido-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-6-yl]oxy}-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}butanoate

• ChemBase ID: 169318
• Molecular Formular: C39H42N2O11
• Molecular Mass: 714.75758
• Monoisotopic Mass: 714.27886017
• SMILES: [C@@H]12[C@@H]([C@@H]([C@H](O[C@@H]1CO[C@@H](O2)c1ccccc1)O[C@@H]([C@H](NC(=O)OCC1c2c(c3c1cccc3)cccc2)C(=O)OCC=C)C)NC(=O)C)OC(=O)C
• Canonical SMILES: C=CCOC(=O)[C@H]([C@H](O[C@H]1O[C@@H]2CO[C@@H](O[C@@H]2[C@@H]([C@@H]1NC(=O)C)OC(=O)C)c1ccccc1)C)NC(=O)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C39H42N2O11/c1-5-19-46-36(44)32(41-39(45)48-20-30-28-17-11-9-15-26(28)27-16-10-12-18-29(27)30)22(2)49-38-33(40-23(3)42)35(50-24(4)43)34-31(51-38)21-47-37(52-34)25-13-7-6-8-14-25/h5-18,22,30-35,37-38H,1,19-21H2,2-4H3,(H,40,42)(H,41,45)/t22-,31-,32+,33-,34+,35-,37+,38+/m1/s1
• InChIKey: HWXCCCPNWNTOHL-BPWYMFEESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: prop-2-en-1-yl (2S,3R)-3-{[(2S,4aR,6S,7R,8R,8aR)-8-(acetyloxy)-7-acetamido-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-6-yl]oxy}-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}butanoate
• IUPAC Traditional name: prop-2-en-1-yl (2S,3R)-3-{[(2S,4aR,6S,7R,8R,8aR)-8-(acetyloxy)-7-acetamido-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-6-yl]oxy}-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}butanoate
• Synonyms: N-Fmoc-O-[2-acetamido-3-O-acetyl-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl]-L-threonine Allyl Ester

Database IDs

• PubChem SID: 162263450
• PubChem CID: 71316905

CALCULATED PROPERTIES

• Acid pKa: 12.176559
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): 4.8394594
• LogD (pH = 7.4): 4.839453
• Log P: 4.83946
• Molar Refractivity: 184.0211 cm^3
• Polarizability: 74.54681 Å^3
• Polar Surface Area: 156.95 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane
• Apperance: Off-White Solid

DETAILS

Toronto Research Chemicals - F619940

Intermediate in the production of T Epitope, Threonyl