2-[(5-bromo-4-chloro-1H-indol-3-yl)oxy]-5-acetamido-4-hydroxy-6-(1,2,3-trihydroxypropyl)oxane-2-carboxylic acid sodium

• ChemBase ID: 133525
• Molecular Formular: C19H22BrClN2NaO9
• Molecular Mass: 560.73275
• Monoisotopic Mass: 559.00948926
• SMILES: CC(=O)NC1C(CC(OC1C(C(CO)O)O)(C(=O)O)Oc1c[nH]c2c1c(c(cc2)Br)Cl)O.[Na]
• Canonical SMILES: OCC(C(C1OC(CC(C1NC(=O)C)O)(Oc1c[nH]c2c1c(Cl)c(cc2)Br)C(=O)O)O)O.[Na]
• InChI: InChI=1S/C19H22BrClN2O9.Na/c1-7(25)23-15-10(26)4-19(18(29)30,32-17(15)16(28)11(27)6-24)31-12-5-22-9-3-2-8(20)14(21)13(9)12;/h2-3,5,10-11,15-17,22,24,26-28H,4,6H2,1H3,(H,23,25)(H,29,30)
• InChIKey: IZESFRHTHSKBEU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(5-bromo-4-chloro-1H-indol-3-yl)oxy]-5-acetamido-4-hydroxy-6-(1,2,3-trihydroxypropyl)oxane-2-carboxylic acid sodium
• IUPAC Traditional name: 2-[(5-bromo-4-chloro-1H-indol-3-yl)oxy]-5-acetamido-4-hydroxy-6-(1,2,3-trihydroxypropyl)oxane-2-carboxylic acid sodium
• Synonyms: X-NeuNAc; 5-Bromo-4-chloro-3-indolyl α-D-N-acetylneuraminic acid sodium salt

Database IDs

• CAS Number: 160369-85-7
• MDL Number: MFCD01310489
• PubChem SID: 24891798; 162227802
• PubChem CID: 16219030

CALCULATED PROPERTIES

• Acid pKa: 2.7614555
• H Acceptors: 9
• H Donor: 7
• LogD (pH = 5.5): -2.4326632
• LogD (pH = 7.4): -3.2551994
• Log P: 0.2417734
• Molar Refractivity: 111.5554 cm^3
• Polarizability: 45.7475 Å^3
• Polar Surface Area: 181.57 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Storage Temperature: -20°C

Product Information

• Purity: ≥90%

DETAILS

Sigma Aldrich - B4666

Substrates
Chromogenic substrate for neuraminidase