prop-2-en-1-yl (2S,3R)-3-{[(2S,4aR,6S,7R,8R,8aR)-7-acetamido-2-phenyl-8-{[(2R,3R,4S,5S,6R)-3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]oxy}-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-6-yl]oxy}-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}butanoate

• ChemBase ID: 169319
• Molecular Formular: C51H58N2O19
• Molecular Mass: 1003.00822
• Monoisotopic Mass: 1002.36337765
• SMILES: [C@H]1([C@@H]([C@@H]([C@@H](O[C@H]1COC(=O)C)O[C@H]1[C@@H]2[C@H](O[C@@H]([C@H]1NC(=O)C)O[C@@H]([C@H](NC(=O)OCC1c3c(c4c1cccc4)cccc3)C(=O)OCC=C)C)CO[C@@H](O2)c1ccccc1)OC(=O)C)OC(=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)O[C@@H]1O[C@@H](COC(=O)C)[C@@H]([C@@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C)c1ccccc1)C)NC(=O)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C51H58N2O19/c1-8-22-61-47(59)40(53-51(60)64-23-37-35-20-14-12-18-33(35)34-19-13-15-21-36(34)37)26(2)65-49-41(52-27(3)54)44(42-39(69-49)25-63-48(71-42)32-16-10-9-11-17-32)72-50-46(68-31(7)58)45(67-30(6)57)43(66-29(5)56)38(70-50)24-62-28(4)55/h8-21,26,37-46,48-50H,1,22-25H2,2-7H3,(H,52,54)(H,53,60)/t26-,38-,39-,40+,41-,42+,43+,44-,45+,46-,48+,49+,50+/m1/s1
• InChIKey: HZFHBTNMSVXUIB-UUGQJXGVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: prop-2-en-1-yl (2S,3R)-3-{[(2S,4aR,6S,7R,8R,8aR)-7-acetamido-2-phenyl-8-{[(2R,3R,4S,5S,6R)-3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]oxy}-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)-7-acetamido-2-phenyl-8-{[(2R,3R,4S,5S,6R)-3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]oxy}-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-4,6-O-benzylidene-2-deoxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-α-D-galactopyranosyl]-L-threonine Allyl Ester; N-Fmoc-4,6-benzylidene-2'3'4'6'-tetra-O-acetyl T Epitope, Threonyl Allyl Ester

Database IDs

• CAS Number: 384346-85-4
• PubChem SID: 162263451
• PubChem CID: 71316906

CALCULATED PROPERTIES

• Acid pKa: 12.015125
• H Acceptors: 13
• H Donor: 2
• LogD (pH = 5.5): 4.392
• LogD (pH = 7.4): 4.391991
• Log P: 4.3920007
• Molar Refractivity: 243.8889 cm^3
• Polarizability: 99.7845 Å^3
• Polar Surface Area: 254.31 Å^2
• Rotatable Bonds: 24
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - F619950

Intermediate in the production of T Epitope, Threonyl