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N-Acetyl-alpha-neuraminic acid

PubChem CID: 444885

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Compound Synonyms N-acetyl-alpha-neuraminic acid, O-sialic acid, alpha-Neu5Ac, 21646-00-4, 04A90EXP8V, CHEBI:49026, Isotazettine, 8-O-methyl-, UNII-04A90EXP8V, (2R,4S,5R,6R)-5-acetamido-2,4-dihydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid, alpha-Neuraminic acid, N-acetyl-, N-Acetyl-alpha-D-neuraminic acid, N-Acetyl-a-neuraminic acid, N-Acetyl-alpha-neuraminic acid, (-)-, polySia, 114942-08-4, 17245-21-5, D-Glycero-alpha-D-galacto-2-nonulopyranosonic acid, 5-(acetylamino)-3,5-dideoxy-, 5-acetamido-3,5-dideoxy-D-glycero-alpha-D-galacto-non-2-ulopyranosonic acid, 131-48-6, Alpha-Sialoside, 2qwb, 4lkh, N-Acetyl-a-neuraminate, N-Acetyl-a-D-neuraminate, Epitope ID:136794, SCHEMBL79085, N-Acetyl-a-D-neuraminic acid, 5-Acetamido-3,5-dideoxy-D-glycero-D-galacto-nonulopyranosonic Acid, [alpha-Neu5Ac-(2->8)]n, N-Acetyl-, A-D-neuraminic acid, CHEMBL1234621, N-Acetyl-alpha-delta-neuraminate, [8)-alpha-NeuNAC-(2->]n, CHEBI:61599, [8)-alpha-Neu5Ac-(2->]n, DTXSID201309514, N-Acetyl-I+/--D-neuraminic acid, N-Acetyl-alpha-delta-neuraminic acid, AKOS037649548, DB03721, N-ACETYL-.ALPHA.-NEURAMINIC ACID, CS-11243, .ALPHA.-NEURAMINIC ACID, N-ACETYL-, N-ACETYL-.ALPHA.-D-NEURAMINIC ACID, A0639, NS00015107, C19909, N-ACETYL-.ALPHA.-NEURAMINIC ACID, (-)-, Q310828, 5-acetamido-3,5-dideoxy-a-D-glycero-D-galacto-Nonulopyranosonate, WURCS=2.0/1,1,0/(Aad21122h-2a_2-6_5*NCC/3=O)/1/, 5-(acetylamino)-3,5-dideoxy-D-glycero-a-D-galacto-2-Nonulopyranosonate, 5-(acetylamino)-3,5-dideoxy-D-glycero-a-D-galacto-2-Nonulopyranosonic acid, 5-acetamido-3,5-dideoxy-a-D-glycero-D-galacto-Nonulopyranosonic acid, 5-acetamido-3,5-dideoxy-alpha-delta-glycero-delta-galacto-Nonulopyranosonate, N-acetylneuraminic acid, sialic acid, alpha-sialic acid, O-SIALIC ACID, 5-(acetylamino)-3,5-dideoxy-D-glycero-alpha-D-galacto-non-2-ulopyranosonic acid, 5-(acetylamino)-3,5-dideoxy-delta-glycero-alpha-delta-galacto-2-Nonulopyranosonate, 5-(acetylamino)-3,5-dideoxy-delta-glycero-alpha-delta-galacto-2-Nonulopyranosonic acid, 5-acetamido-3,5-dideoxy-alpha-delta-glycero-delta-galacto-Nonulopyranosonic acid, D-GLYCERO-.ALPHA.-D-GALACTO-2-NONULOPYRANOSONIC ACID, 5-(ACETYLAMINO)-3,5-DIDEOXY-, (2R,4S,5R,6R)-5-Acetamido-2,4-dihydroxy-6-((1R,2R)-1,2,3-trihydroxypropyl)tetrahydro-2H-pyran-2-carboxylic acid
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 177.0
Hydrogen Bond Donor Count 7.0
Pfizer 3 75 Rule True
Scaffold Graph Level C1CCCCC1
Np Classifier Class Aminosugars
Deep Smiles OC[C@H][C@H][C@@H]O[C@]O)C[C@@H][C@H]6NC=O)C))))O)))C=O)O)))))O))O
Heavy Atom Count 21.0
Classyfire Class Organooxygen compounds
Description N-Acetyl-a-neuraminic acid is a derivatized monosaccharide. Neuraminic acid derivatives are found widely distributed in animal tissues and in bacteria. The N- or O-substituted derivatives of neuraminic acid are collectively known as sialic acids, the predominant one being N-acetylneuraminic acid. [HMDB]
Scaffold Graph Node Level C1CCOCC1
Classyfire Subclass Carbohydrates and carbohydrate conjugates
Isotope Atom Count 0.0
Molecular Complexity 403.0
Database Name fooddb_chem_all;hmdb_chem_all;imppat_phytochem;pubchem
Defined Atom Stereocenter Count 6.0
Iupac Name (2R,4S,5R,6R)-5-acetamido-2,4-dihydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
Class Carbohydrates and carbohydrate conjugates
Veber Rule False
Classyfire Superclass Organic oxygen compounds
Xlogp -3.5
Superclass Organooxygen compounds
Subclass Sugar acids and derivatives
Gsk 4 400 Rule True
Molecular Formula C11H19NO9
Scaffold Graph Node Bond Level C1CCOCC1
Inchi Key SQVRNKJHWKZAKO-YRMXFSIDSA-N
Silicos It Class Soluble
Rotatable Bond Count 5.0
State Solid
Synonyms 5-(acetylamino)-3,5-dideoxy-D-glycero-a-D-galacto-2-Nonulopyranosonate, 5-(acetylamino)-3,5-dideoxy-D-glycero-a-D-galacto-2-Nonulopyranosonic acid, 5-(acetylamino)-3,5-dideoxy-delta-glycero-alpha-delta-galacto-2-Nonulopyranosonate, 5-(acetylamino)-3,5-dideoxy-delta-glycero-alpha-delta-galacto-2-Nonulopyranosonic acid, 5-acetamido-3,5-dideoxy-a-D-glycero-D-galacto-Nonulopyranosonate, 5-acetamido-3,5-dideoxy-a-D-glycero-D-galacto-Nonulopyranosonic acid, 5-acetamido-3,5-dideoxy-alpha-delta-glycero-delta-galacto-Nonulopyranosonate, 5-acetamido-3,5-dideoxy-alpha-delta-glycero-delta-galacto-Nonulopyranosonic acid, a-Neu5ac, alpha-Neu5ac, N-Acetyl-a-D-neuraminate, N-Acetyl-a-D-neuraminic acid, N-Acetyl-a-neuraminate, N-Acetyl-a-neuraminic acid, N-Acetyl-alpha-delta-neuraminate, N-Acetyl-alpha-delta-neuraminic acid, N-Acetyl-alpha-neuraminate, α-neu5ac, O-SIALIC ACID, WURCS=2.0/1,1,0/[aad21122h-2a_2-6_5*ncc/3=o]/1/, Α-neu5ac, O-SIALate, 5-(Acetylamino)-3,5-dideoxy-D-glycero-a-D-galacto-2-nonulopyranosonate, 5-(Acetylamino)-3,5-dideoxy-D-glycero-a-D-galacto-2-nonulopyranosonic acid, 5-(Acetylamino)-3,5-dideoxy-delta-glycero-alpha-delta-galacto-2-nonulopyranosonate, 5-(Acetylamino)-3,5-dideoxy-delta-glycero-alpha-delta-galacto-2-nonulopyranosonic acid, 5-Acetamido-3,5-dideoxy-a-D-glycero-D-galacto-nonulopyranosonate, 5-Acetamido-3,5-dideoxy-a-D-glycero-D-galacto-nonulopyranosonic acid, 5-Acetamido-3,5-dideoxy-alpha-delta-glycero-delta-galacto-nonulopyranosonate, 5-Acetamido-3,5-dideoxy-alpha-delta-glycero-delta-galacto-nonulopyranosonic acid, PolySia, Polysialic acid, N-Acetyl-alpha-neuraminic acid, N-Acetyl-α-neuraminate, N-Acetyl-α-neuraminic acid, Acid, N-acetylneuraminic, Acid, sialic, N Acetylneuraminic acid, N-Acetylneuraminic acid, Sialic acid, sialic acid
Substituent Name N-acylneuraminic acid, Neuraminic acid, C-glucuronide, Glycosyl compound, C-glycosyl compound, Pyran carboxylic acid, Pyran carboxylic acid or derivatives, Amino saccharide, Pyran, Oxane, Hydroxy acid, Alpha-hydroxy acid, Acetamide, Secondary carboxylic acid amide, Secondary alcohol, Polyol, Hemiacetal, Carboxamide group, 1,2-diol, Oxacycle, Organoheterocyclic compound, Monocarboxylic acid or derivatives, Ether, Carboxylic acid, Carboxylic acid derivative, Carboxylic acid amide, Hydrocarbon derivative, Primary alcohol, Organonitrogen compound, Carbonyl group, Alcohol, Aliphatic heteromonocyclic compound
Esol Class Highly soluble
Functional Groups CC(=O)NC, CO, C[C@@](O)(OC)C(=O)O
Compound Name N-Acetyl-alpha-neuraminic acid
Kingdom Organic compounds
Exact Mass 309.106
Formal Charge 0.0
Monoisotopic Mass 309.106
Hydrogen Bond Acceptor Count 9.0
Molecular Weight 309.27
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 6.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aliphatic heteromonocyclic compounds
Lipinski Rule Of 5 True
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)/t5-,6+,7+,8+,9+,11+/m0/s1
Smiles 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
Np Classifier Biosynthetic Pathway Carbohydrates
Defined Bond Stereocenter Count 0.0
Egan Rule False
Taxonomy Direct Parent N-acylneuraminic acids
Np Classifier Superclass Aminosugars and aminoglycosides

  • 1. Outgoing r'ship FOUND_IN to/from Areca Catechu (Plant) Rel Props:Reference:ISBN:9788185042084
  • 2. Outgoing r'ship FOUND_IN to/from Medicago Sativa (Plant) Rel Props:Reference:ISBN:9788185042053