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

• ChemBase ID: 169320
• Molecular Formular: C30H36N2O10
• Molecular Mass: 584.61424
• Monoisotopic Mass: 584.23699536
• SMILES: 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
• 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)O)C)NC(=O)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C30H36N2O10/c1-4-13-39-28(37)24(16(2)41-29-25(31-17(3)34)27(36)26(35)23(14-33)42-29)32-30(38)40-15-22-20-11-7-5-9-18(20)19-10-6-8-12-21(19)22/h4-12,16,22-27,29,33,35-36H,1,13-15H2,2-3H3,(H,31,34)(H,32,38)/t16-,23-,24+,25-,26+,27-,29+/m1/s1
• InChIKey: PDERIVFZBRICJZ-GFZOGSFZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: prop-2-en-1-yl (2S,3R)-3-{[(2S,3R,4R,5R,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)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-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}butanoate
• Synonyms: N-Fmoc-O-[2-acetamido-2-deoxy-α-D-galactopyranosyl]-L-threonine Allyl Ester; O-[2-(Acetylamino)-2-deoxy-α-D-galactopyranosyl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-threonine 2-Propen-1-yl Ester

Database IDs

• CAS Number: 301843-65-2
• PubChem SID: 162263452
• PubChem CID: 15489317

CALCULATED PROPERTIES

• Acid pKa: 12.094283
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): 1.2332549
• LogD (pH = 7.4): 1.2332473
• Log P: 1.2332551
• Molar Refractivity: 147.986 cm^3
• Polarizability: 59.90127 Å^3
• Polar Surface Area: 172.88 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - F619970

A byproduct formed during the synthesis of T Epitope, Threonyl.

REFERENCES

• Taniguchi, T., et al.: Nature, 302, 305 (1983)