N-[(2R,4S,5R)-5-{[(2S,4S,5R)-3-[(1-13C)acetamido]-5-{[(2S,4S,5S)-3-[(1-13C)acetamido]-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4-hydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,4-dihydroxy-6-(hydroxymethyl)oxan-3-yl](1-13C)acetamide

• ChemBase ID: 164045
• Molecular Formular: C24H41N3O16
• Molecular Mass: 630.57080451
• Monoisotopic Mass: 630.25874676
• SMILES: C1([C@@H]([C@@H](C([C@@H](O1)O)N[13C](=O)C)O)O[C@H]1C([C@H]([C@H](C(O1)CO)O[C@H]1C([C@H]([C@@H](C(O1)CO)O)O)N[13C](=O)C)O)N[13C](=O)C)CO
• Canonical SMILES: OCC1O[C@@H](O[C@H]2C(CO)O[C@H](C([C@H]2O)N[13C](=O)C)O)C([C@H]([C@H]1O[C@@H]1OC(CO)[C@H]([C@@H](C1N[13C](=O)C)O)O)O)N[13C](=O)C
• InChI: InChI=1S/C24H41N3O16/c1-7(31)25-13-18(36)20(11(5-29)39-22(13)38)42-24-15(27-9(3)33)19(37)21(12(6-30)41-24)43-23-14(26-8(2)32)17(35)16(34)10(4-28)40-23/h10-24,28-30,34-38H,4-6H2,1-3H3,(H,25,31)(H,26,32)(H,27,33)/t10?,11?,12?,13?,14?,15?,16-,17+,18+,19+,20+,21+,22-,23+,24+/m1/s1/i7+1,8+1,9+1
• InChIKey: WZZVUHWLNMNWLW-XYVZCMIDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2R,4S,5R)-5-{[(2S,4S,5R)-3-[(1-^1^3C)acetamido]-5-{[(2S,4S,5S)-3-[(1-^1^3C)acetamido]-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4-hydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,4-dihydroxy-6-(hydroxymethyl)oxan-3-yl](1-^1^3C)acetamide
• IUPAC Traditional name: N-[(2R,4S,5R)-5-{[(2S,4S,5R)-3-[(1-^1^3C)acetamido]-5-{[(2S,4S,5S)-3-[(1-^1^3C)acetamido]-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4-hydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,4-dihydroxy-6-(hydroxymethyl)oxan-3-yl](1-^1^3C)acetamide
• Synonyms: Poly-(1-4)-β-N-acetyl-D-glucosamine-13CX,; C 7170-13CX,; N-Acetylchitan-13CX,; Chitin Tc-L-13CX,; ChitoRem SC 20-13CX,; ChitoRem SC 80-13CX,; Clandosan-13CX,; Kimica Chitin F-13CX,; Kimitsu Chitin-13CX,; North Chitin CG 2-13CX,; Regitex FA; SEC 1-13CX,; α-Chitin-13CX,; β-Chitin-13CX,; γ-Chitin-13CX,; Chitin-13CX, Practical Grade

Database IDs

• PubChem SID: 162258180
• PubChem CID: 71314665

CALCULATED PROPERTIES

• Acid pKa: 11.40841
• H Acceptors: 16
• H Donor: 11
• LogD (pH = 5.5): -7.3383164
• LogD (pH = 7.4): -7.3383565
• Log P: -7.338316
• Molar Refractivity: 134.0539 cm^3
• Polarizability: 55.52393 Å^3
• Polar Surface Area: 295.29 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - C300802

Labelled Chitin. A naturally occuring fibre found in the shells of shellfish. Used for the analysis of Chitinase.

REFERENCES

• Skujins, J.J., et al.: Arch. Biochem. Biophys., 111, 358 (1965).