(4R,5S,6R)-5-acetamido-2,4-dihydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl](2,3-13C2)oxane-2-carboxylic acid

• ChemBase ID: 136067
• Molecular Formular: C11H19NO9
• Molecular Mass: 312.24782451
• Monoisotopic Mass: 312.11604571
• SMILES: CC(=O)N[C@@H]1[C@H]([13CH2][13C](O[C@H]1[C@@H]([C@@H](CO)O)O)([13C](=O)O)O)O
• Canonical SMILES: OC[C@H]([C@H]([C@@H]1O[13C](O)([13CH2][C@@H]([C@H]1NC(=O)C)O)[13C](=O)O)O)O
• InChI: InChI=1S/C11H19NO9/c1-4(14)12-7-5(15)2-11(20,10(18)19)21-9(7)8(17)6(16)3-13/h5-9,13,15-17,20H,2-3H2,1H3,(H,12,14)(H,18,19)/t5-,6+,7+,8+,9+,11?/m0/s1/i2+1,10+1,11+1
• InChIKey: SQVRNKJHWKZAKO-JQVNYIDJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R,5S,6R)-5-acetamido-2,4-dihydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl](2,3-^1^3C₂)oxane-2-carboxylic acid
• IUPAC Traditional name: (4R,5S,6R)-5-acetamido-2,4-dihydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl](2,3-^1^3C₂)oxane-2-carboxylic acid
• Synonyms: Sialic-13C3 acid; N-Acetyl-D-neuraminic acid-1,2,3-13C3; 唾液酸-13C3; N-乙酰-D-神经氨酸-1,2,3-13C3

Database IDs

• MDL Number: MFCD08459893
• PubChem SID: 162230338
• PubChem CID: 71309578

CALCULATED PROPERTIES

• Acid pKa: 2.9967961
• H Acceptors: 9
• H Donor: 7
• LogD (pH = 5.5): -6.0295753
• LogD (pH = 7.4): -7.0390115
• Log P: -3.5639374
• Molar Refractivity: 63.7814 cm^3
• Polarizability: 26.256002 Å^3
• Polar Surface Area: 176.78 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 186 °C(lit.)
• Mass Shift: M+3

Safety Information

• German water hazard class: 3
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H319
• GHS Precautionary statements: P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Isotopic Purity: 99 atom % 13C
• Mol. Weight: mol wt 312.24 by atom % calculation
• Empirical Formula (Hill Notation): 13C3C8H19NO9

DETAILS

Sigma Aldrich - 649694

Packaging
This product may be available from bulk stock and can be packaged on demand. For information on pricing, availability and packaging, please contact Stable Isotopes Customer Service.