5-acetamido-2,4-dihydroxy-6-(1,2,3-trihydroxypropyl)oxane-2-carboxylic acid

• ChemBase ID: 103350
• Molecular Formular: C11H19NO9
• Molecular Mass: 309.26986
• Monoisotopic Mass: 309.10598119
• SMILES: CC(=O)NC1C(O)CC(O)(OC1C(O)C(O)CO)C(=O)O
• Canonical SMILES: OCC(C(C1OC(O)(CC(C1NC(=O)C)O)C(=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)
• InChIKey: SQVRNKJHWKZAKO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-acetamido-2,4-dihydroxy-6-(1,2,3-trihydroxypropyl)oxane-2-carboxylic acid
• IUPAC Traditional name: β-sialic acid
• Synonyms: 5-Acetamido-3,5-dideoxy-D-glycero-D-galactononulopyranosonic acid; Sialic Acid; Lactaminic acid; N-ACETYLNEURAMINIC ACID; NANA; Type IV; 5-Acetamido-3,5-dideoxy-D-glycero-D-galactononulosonic acid

Database IDs

• CAS Number: 131-48-6
• EC Number: 205-023-1
• PubChem SID: 162091294
• PubChem CID: 906

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

Safety Information

• Storage Condition: 2-8°C

Product Information

• Purity: ≥97%; ≥98%; 98-100%

DETAILS

MP Biomedicals - 02195854

From Bovine Milk

MP Biomedicals - 02153851

(Sialic Acid; NANA; Type IV) From E. coli White crystalline powder Purity: 98 -100% mp: 185-187°C

MP Biomedicals - 02194605

Cell Culture Reagent
From E. coli
White crystalline powder
Purity: >98%

MP Biomedicals - 02195855

From Egg
Purity: >97%