CHEBI:16556 - CMP-N-acetyl-β-neuraminic acid

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ChEBI Name CMP-N-acetyl-β-neuraminic acid
ChEBI ID CHEBI:16556
ChEBI ASCII Name CMP-N-acetyl-beta-neuraminic acid
Definition A nucleotide sugar used as a donor by glycosyltransferases for the synthesis of sugar chains
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Bijay
Secondary ChEBI IDs CHEBI:44441, CHEBI:3278, CHEBI:13279, CHEBI:13276, CHEBI:20875, CHEBI:59434
Supplier Information
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Formula C20H31N4O16P
Net Charge 0
Average Mass 614.45126
Monoisotopic Mass 614.147
InChI InChI=1S/C20H31N4O16P/c1-7(26)22-12-8(27)4-20(18(32)33,39-16(12)13(29)9(28)5-25)40-41(35,36)37-6-10-14(30)15(31)17(38-10)24-3-2-11(21)23-19(24)34/h2-3,8-10,12-17,25,27-31H,4-6H2,1H3,(H,22,26)(H,32,33)(H,35,36)(H2,21,23,34)/t8-,9+,10+,12+,13+,14+,15+,16+,17+,20+/m0/s1
InChIKey TXCIAUNLDRJGJZ-BILDWYJOSA-N
SMILES [H][C@]1(O[C@](C[C@H](O)[C@H]1NC(C)=O)(OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1ccc(N)nc1=O)C(O)=O)[C@H](O)[C@H](O)CO
Metabolite of Species Details
Mus musculus (NCBI:10090) Source: BioModels - MODEL1507180067 See: PubMed
Roles Classification
Biological Role(s): mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing CMP-N-acetyl-β-neuraminic acid (CHEBI:16556) has functional parent N-acetyl-β-neuraminic acid (CHEBI:45744)
CMP-N-acetyl-β-neuraminic acid (CHEBI:16556) has role mouse metabolite (CHEBI:75771)
CMP-N-acetyl-β-neuraminic acid (CHEBI:16556) is a CMP-N-acyl-β-neuraminic acid (CHEBI:16788)
CMP-N-acetyl-β-neuraminic acid (CHEBI:16556) is conjugate acid of CMP-N-acetyl-β-neuraminate(2−) (CHEBI:57812)
Incoming CMP-N-acetyl-β-neuraminate(2−) (CHEBI:57812) is conjugate base of CMP-N-acetyl-β-neuraminic acid (CHEBI:16556)
IUPAC Name
cytidine 5'-(5-acetamido-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranosylonic acid monophosphate)
Synonyms Sources
CMP acetylneuraminic acid ChemIDplus
CMP-β-Neu5Ac IUPAC
CMP-N-acetylneuraminate KEGG COMPOUND
Cmp-nana ChemIDplus
CMP-Neu5Ac ChEBI
CMP-NeuNAc ChEBI
CMP-sialic acid ChEBI
cytidine monophosphate N-acetylneuraminic acid ChemIDplus
CYTIDINE-5'-MONOPHOSPHATE-5-N-ACETYLNEURAMINIC ACID PDBeChem
cytidine-5'-monophospho-N-acetylneuraminic acid ChEBI
cytidine-5'-monophosphono-N-acetylneuraminic acid ChEBI
Database Links Databases
C00128 KEGG COMPOUND
DB02485 DrugBank
G10616 KEGG GLYCAN
NCC PDBeChem
View more database links
Registry Numbers Types Sources
3063-71-6 CAS Registry Number ChemIDplus
4224251 Beilstein Registry Number Beilstein
4224251 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
27373998 PubMed citation Europe PMC
Last Modified
12 September 2016