24967-27-9
Chemical Structure
2,3-Dehydro-2-deoxy-N-acetylneuraminic acid
Synonym(s): Neu5Ac2en; DANA
- CAS No.: 24967-27-9
- Formula:C11H17NO8
- Molecular Weight:291.25
IUPAC Name: (2R,3R,4S)-3-acetamido-4-hydroxy-2-((1R,2R)-1,2,3-trihydroxypropyl)-3,4-dihydro-2H-pyran-6-carboxylic acid
InChIKey: JINJZWSZQKHCIP-UFGQHTETSA-N
SMILES: OC[C@@H](O)[C@H]([C@@]1([H])[C@@H]([C@H](C=C(O1)C(O)=O)O)NC(C)=O)O
Biological Activity: N-acetyl-2,3-dehydro-2-Deoxyneuraminic Acid (Neu5Ac2en) is a potent neuraminidase (sialidase) inhibitor. N-acetyl-2,3-dehydro-2-Deoxyneuraminic Acid shows inhibitory activities against human neuraminidase enzymes with IC50s of 143, 43, 61, and 74 μM for NEU1, NEU2, NEU3, and NEU4, respectively. Anti-influenza virus activity[1][2].
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2,3-Dehydro-2-deoxy-N-acetylneuraminic acid | 96.65% | N-acetyl-2,3-dehydro-2-Deoxyneuraminic Acid (Neu5Ac2en) is a potent neuraminidase (sialidase) inhibitor. N-acetyl-2,3-dehydro-2-Deoxyneuraminic Acid shows inhibitory activities against human neuraminidase enzymes with IC50s of 143, 43, 61, and 74 μM for NEU1, NEU2, NEU3, and NEU4, respectively. Anti-influenza virus activity. | ||||||||||||||||||||
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Similarity Score 0.89
HY-W739460N-Acetyl-2,3-dehydro-2-deoxyneuraminic acid methyl ester -
Similarity Score 0.86
HY-133172Zanamivir amine -
Similarity Score 0.82
HY-W6985514-Acetylamino-2,6-anhydro-3,4-dideoxy-d-glycero-d-galactonon-2-enonicacid -
Similarity Score 0.77
HY-13210RZanamivir (Standard) -
Similarity Score 0.77
HY-W777335Zanamivir-13C,15N2 -
Similarity Score 0.72
HY-W7394434-Amino-2,6-anhydro-3,4-dideoxy-D-glycero-D-galacto-non-2-enoic acid -
Similarity Score 0.70
HY-W091039SN-Acetyl-α-neuraminic acid-13C3 -
Similarity Score 0.69
HY-14818RLaninamivir (Standard) -
Similarity Score 0.68
HY-W698718N-Acetyl-2-O-methyl-β-neuraminic acid -
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References
- [1]. Magesh S, et al. Design, synthesis, and biological evaluation of human sialidase inhibitors. Part 1: selective inhibitors of lysosomal sialidase (NEU1). Bioorg Med Chem Lett. 2008;18(2):532-537. [Content Brief]
- [2]. Xiao A, et al. Sialidase-catalyzed one-pot multienzyme (OPME) synthesis of sialidase transition-state analogue inhibitors. ACS Catal. 2018;8(1):43-47. [Content Brief]