N-Acetyl-2,3-dehydro-2-deoxyneuraminic acid

Category	Influenza Virus
CAS	24967-27-9
Description	N-acetyl-2,3-dehydro-2-Deoxyneuraminic Acid is a potent neuraminidase (sialidase) inhibitor. It shows inhibitory activities against human neuraminidase enzymes with IC50s of 143, 43, 61, and 74 μM for NEU1, NEU2, NEU3, and NEU4, respectively.

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Synonyms	NADNA; 2,3-Dehydro-2-deoxy-N-acetylneuraminic acid; 5-(Acetylamino)-2,6-anhydro-3,5-dideoxy-D-glycero-D-galacto-non-2-enonic acid; 2-Deoxy-2,3-dehydro-N-acetylneuraminic acid; 2-Deoxy-2,3-didehydro-N-acetylneuraminic acid; DANA
IUPAC Name	(2R,3R,4S)-3-acetamido-4-hydroxy-2-[(1R,2R)-1,2,3-trihydroxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid
Molecular Weight	291.25
Molecular Formula	C11H17NO8
Canonical SMILES	CC(=O)NC1C(C=C(OC1C(C(CO)O)O)C(=O)O)O
InChI	InChI=1S/C11H17NO8/c1-4(14)12-8-5(15)2-7(11(18)19)20-10(8)9(17)6(16)3-13/h2,5-6,8-10,13,15-17H,3H2,1H3,(H,12,14)(H,18,19)/t5-,6+,8+,9+,10+/m0/s1
InChIKey	JINJZWSZQKHCIP-UFGQHTETSA-N
Boiling Point	773.4±60.0°C at 760 mmHg
Flash Point	421.6±32.9 °C
Purity	≥98% by HPLC
Density	1.6±0.1 g/cm3
Solubility	Soluble in Water
Appearance	White to off-white (Solid)
Application	Enzyme Inhibitors
Storage	Store at 2-8°C for short term (days to weeks) or -20°C for long term (months to years)
Exact Mass	291.095428
Index Of Refraction	1.613
In Vitro	N-acetyl-2,3-dehydro-2-Deoxyneuraminic Acid (Neu5Ac2en) (10 mg/kg; i.p.; daily) attenuates pulmonary fibrosis in a mouse model by signifcantly inhibiting sialidase activity in INS-1D cells.
Target	Influenza Virus
Vapor Pressure	0.0±6.0 mmHg at 25°C