SLB

N-acetyl-beta-neuraminic acid

Created:	2001-04-20
Last modified:	2020-07-17

Find Related PDB Entry
42 entries where SLB is found as a standalone ligand6 entries where SLB is found in a branched oligosaccharide

Help Find related ligands:
Similar Ligands (Stereospecific) Similar Ligands (including Stereoisomers) Similar Ligands (Quick Screen) Similar Ligands (Substructure Stereospecific) Similar Ligands (Substructure including Stereoisomers)

Help

Find related ligands:

Similar Ligands (Stereospecific) Similar Ligands (including Stereoisomers) Similar Ligands (Quick Screen) Similar Ligands (Substructure Stereospecific) Similar Ligands (Substructure including Stereoisomers)

Chemical Details
Formal Charge	0
Atom Count	40
Chiral Atom Count	6
Bond Count	40
Aromatic Bond Count	0

Toggle Hydrogen Toggle Labels

Chemical Component Summary
Name	N-acetyl-beta-neuraminic acid
Synonyms	N-acetylneuraminic acid; sialic acid; O-sialic acid; 5-N-ACETYL-BETA-D-NEURAMINIC ACID; BETA-SIALIC ACID
Systematic Name (OpenEye OEToolkits)	(2S,4S,5R,6R)-5-acetamido-2,4-dihydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
Formula	C₁₁ H₁₉ N O₉
Molecular Weight	309.27
Type	D-SACCHARIDE, BETA LINKING

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	O=C(O)C1(O)OC(C(O)C(O)CO)C(NC(=O)C)C(O)C1
SMILES	CACTVS	3.341	CC(=O)N[CH]1[CH](O)C[C](O)(O[CH]1[CH](O)[CH](O)CO)C(O)=O
SMILES	OpenEye OEToolkits	1.5.0	CC(=O)NC1C(CC(OC1C(C(CO)O)O)(C(=O)O)O)O
Canonical SMILES	CACTVS	3.341	CC(=O)N[C@@H]1[C@@H](O)C[C@](O)(O[C@H]1[C@H](O)[C@H](O)CO)C(O)=O
Canonical SMILES	OpenEye OEToolkits	1.5.0	CC(=O)N[C@@H]1[C@H](C[C@](O[C@H]1[C@@H]([C@@H](CO)O)O)(C(=O)O)O)O
InChI	InChI	1.03	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
InChIKey	InChI	1.03	SQVRNKJHWKZAKO-PFQGKNLYSA-N

Drug Info: DrugBank

DrugBank ID	DB04265
Name	N-acetyl-beta-neuraminic acid
Groups	experimental
Description	An N-acyl derivative of neuraminic acid. N-acetylneuraminic acid occurs in many polysaccharides, glycoproteins, and glycolipids in animals and bacteria. (From Dorland, 28th ed, p1518)
Synonyms	N-acetyl-beta-neuraminic acid N-acetyl-β-neuraminic acid N-acetyl-beta-D-neuraminic acid β-Neu5Ac (-)-N-acetyl-beta-neuraminic acid beta-sialic acid
CAS number	19342-33-7

Drug Targets

Name	Target Sequence	Pharmacological Action
Tetanus toxin	MPITINNFRYSDPVNNDTIIMMEPPYCKGLDIYYKAFKITDRIWIVPERY...	unknown
Sialidase	MTANPYLRRLPRRRAVSFLLAPALAAATVAGASPAQAIAGAPVPPGGEPL...	unknown
Endo-N-acetylneuraminidase	MSTITQFPSGNTQYRIEFDYLARTFVVVTLVNSSNPTLNRVLEVGRDYRF...	unknown
Hemagglutinin-neuraminidase	MEYWKHTNHGKDAGNELETSMATHGNKLTNKIIYILWTIILVLLSIVFII...	unknown

Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682