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 ZINC000008215638
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Formula C20H31N4O16P
Net Charge 0
Average Mass 614.45126
Monoisotopic Mass 614.14727
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:txid10090) 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
Manual Xrefs 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 Reaxys Registry Number Reaxys
Citation
Hurh S, Kang B, Choi I, Cho B, Lee EM, Kim H, Kim YJ, Chung YS, Jeong JC, Hwang JI, Kim JY, Lee BC, Surh CD, Yang J, Ahn C (2016)
Human antibody reactivity against xenogeneic N-glycolylneuraminic acid and galactose-α-1,3-galactose antigen.
Xenotransplantation 23, 279-292 [PubMed:27373998]
[show Abstract]
Last Modified
12 September 2016