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CHEBI ONTOLOGY - ANNOTATIONS

The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/. The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/by/3.0/). For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.

Term:N-acetyl-beta-D-glucosamine
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Accession:CHEBI:28009 term browser browse the term
Definition:An N-acetyl-D-glucosamine having beta-configuration at the anomeric centre.
Synonyms:exact_synonym: 2-acetamido-2-deoxy-beta-D-glucopyranose;   2-acetamido-2-deoxyhexopyranose
 related_synonym: 2-Acetamido-2-deoxy-D-glucose;   2-Acetylamino-2-deoxy-D-glucose;   Acetylglucosamine;   Formula=C8H15NO6;   GlcNAc-beta;   InChI=1S/C8H15NO6/c1-3(11)9-5-7(13)6(12)4(2-10)15-8(5)14/h4-8,10,12-14H,2H2,1H3,(H,9,11)/t4-,5-,6-,7-,8-/m1/s1;   InChIKey=OVRNDRQMDRJTHS-FMDGEEDCSA-N;   N-Acetyl-D-glucosamine;   N-acetylglucosamine;   SMILES=CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O;   WURCS=2.0/1,1,0/[a2122h-1b_1-5_2*NCC/3=O]/1/;   betaGlcNAc
 alt_id: CHEBI:21579;   CHEBI:44166;   CHEBI:7140;   CHEBI:7169
 xref: Beilstein:1247660;   CAS:7512-17-6;   Drug_Central:4615;   GlyGen:G49108TO;   GlyTouCan:G49108TO;   Gmelin:721281;   KEGG:C03878
 xref_mesh: MESH:D000117
 xref: PDB:2FIK;   PDB:2Q86;   PDBeChem:NAG;   PMID:15692805;   PMID:16537470;   PMID:17991151;   PMID:18295796;   PMID:19443021;   PMID:25568069;   PMID:31537530;   PMID:7521740;   Reaxys:1247660


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N-acetyl-beta-D-glucosamine term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Angptl4 angiopoietin-like 4 increases expression
decreases expression
ISO Acetylglucosamine results in increased expression of ANGPTL4 mRNA
Acetylglucosamine results in decreased expression of ANGPTL4 mRNA
CTD PMID:18047607 NCBI chr 7:14,550,288...14,557,797 JBrowse link
G Ap1s3 adaptor related protein complex 1 subunit sigma 3 decreases expression ISO Acetylglucosamine results in decreased expression of AP1S3 mRNA CTD PMID:18047607 NCBI chr 9:80,950,402...81,039,685 JBrowse link
G Arhgdib Rho GDP dissociation inhibitor beta decreases expression ISO Acetylglucosamine results in decreased expression of ARHGDIB mRNA CTD PMID:18047607 NCBI chr 4:169,822,951...169,841,884 JBrowse link
G Arpc4 actin related protein 2/3 complex, subunit 4 decreases expression ISO Acetylglucosamine results in decreased expression of ARPC4 mRNA CTD PMID:18047607 NCBI chr 4:146,522,255...146,532,784 JBrowse link
G Calml5 calmodulin-like 5 increases expression ISO Acetylglucosamine results in increased expression of CALML5 mRNA CTD PMID:18047607 NCBI chr17:66,394,433...66,395,390 JBrowse link
G Cat catalase increases expression ISO Acetylglucosamine results in increased expression of CAT mRNA CTD PMID:18047607 NCBI chr 3:89,842,393...89,874,577 JBrowse link
G Cct5 chaperonin containing TCP1 subunit 5 decreases expression ISO Acetylglucosamine results in decreased expression of CCT5 mRNA CTD PMID:18047607 NCBI chr 2:82,591,750...82,602,903 JBrowse link
G Cdkl1 cyclin dependent kinase like 1 decreases expression ISO Acetylglucosamine results in decreased expression of CDKL1 mRNA CTD PMID:18047607 NCBI chr 6:88,224,154...88,273,434 JBrowse link
G Ces1d carboxylesterase 1D increases expression ISO Acetylglucosamine results in increased expression of CES1 mRNA CTD PMID:18047607 NCBI chr19:13,873,490...13,912,035 JBrowse link
G Dct dopachrome tautomerase increases expression ISO Acetylglucosamine results in increased expression of DCT mRNA CTD PMID:18047607 NCBI chr15:95,062,006...95,100,863 JBrowse link
G Diaph2 diaphanous-related formin 2 decreases expression ISO Acetylglucosamine results in decreased expression of DIAPH2 mRNA CTD PMID:18047607 NCBI chr  X:92,395,189...93,234,521 JBrowse link
G Eno2 enolase 2 increases expression ISO Acetylglucosamine results in increased expression of ENO2 mRNA CTD PMID:18047607 NCBI chr 4:157,572,085...157,580,971 JBrowse link
G Fbxo10 F-box protein 10 increases expression ISO Acetylglucosamine results in increased expression of FBXO10 mRNA CTD PMID:18047607 NCBI chr 5:59,297,016...59,343,429 JBrowse link
G Fbxo4 F-box protein 4 increases expression ISO Acetylglucosamine results in increased expression of FBXO4 mRNA CTD PMID:18047607 NCBI chr 2:53,174,798...53,187,792 JBrowse link
G Fcnb ficolin B affects binding ISO FCN1 protein binds to Acetylglucosamine CTD PMID:11012776 NCBI chr 3:11,393,771...11,402,198 JBrowse link
G Gpx1 glutathione peroxidase 1 increases expression ISO Acetylglucosamine results in increased expression of GPX1 mRNA CTD PMID:18047607 NCBI chr 8:109,026,905...109,028,031 JBrowse link
G Gsta4 glutathione S-transferase alpha 4 increases expression ISO Acetylglucosamine results in increased expression of GSTA4 mRNA CTD PMID:18047607 NCBI chr 8:79,066,967...79,084,193 JBrowse link
G Gstt2 glutathione S-transferase, theta 2 increases expression ISO Acetylglucosamine results in increased expression of GSTT2 mRNA CTD PMID:18047607 NCBI chr20:12,819,617...12,823,288 JBrowse link
G Hk2 hexokinase 2 increases expression ISO Acetylglucosamine results in increased expression of HK2 mRNA CTD PMID:18047607 NCBI chr 4:115,234,509...115,283,530 JBrowse link
G Icam1 intercellular adhesion molecule 1 multiple interactions ISO Acetylglucosamine inhibits the reaction [TNF results in increased expression of ICAM1 protein] CTD PMID:16431966 NCBI chr 8:19,553,063...19,565,438 JBrowse link
G Ifng interferon gamma increases expression
increases secretion
ISO Acetylglucosamine analog results in increased expression of IFNG mRNA
Acetylglucosamine analog results in increased secretion of IFNG protein
CTD PMID:21349367 NCBI chr 7:53,903,339...53,907,375 JBrowse link
G Il4 interleukin 4 increases expression ISO Acetylglucosamine analog results in increased expression of IL4 mRNA CTD PMID:21349367 NCBI chr10:37,771,203...37,776,750 JBrowse link
G Klrb1a killer cell lectin-like receptor subfamily B, member 1A affects binding EXP Acetylglucosamine analog binds to KLRB1A protein CTD PMID:21349367 NCBI chr 4:161,890,577...161,904,050 JBrowse link
G LOC299277 similar to serine (or cysteine) peptidase inhibitor, clade A, member 3B decreases expression ISO Acetylglucosamine results in decreased expression of SERPINA3 mRNA CTD PMID:18047607 NCBI chr 6:123,119,647...123,135,364 JBrowse link
G Odc1 ornithine decarboxylase 1 decreases expression ISO Acetylglucosamine results in decreased expression of ODC1 mRNA CTD PMID:18047607 NCBI chr 6:40,329,831...40,336,444 JBrowse link
G Pfkfb3 6-phosphofructo-2-kinase/fructose-2,6-biphosphatase 3 increases expression ISO Acetylglucosamine results in increased expression of PFKFB3 mRNA CTD PMID:18047607 NCBI chr17:66,983,629...67,064,702 JBrowse link
G Pon2 paraoxonase 2 increases expression ISO Acetylglucosamine results in increased expression of PON2 mRNA CTD PMID:18047607 NCBI chr 4:33,389,702...33,425,186 JBrowse link
G Ppara peroxisome proliferator activated receptor alpha multiple interactions ISO [Acetylglucosamine co-treated with Glucose] binds to PPARA protein; Acetylglucosamine inhibits the reaction [Glucose inhibits the reaction [Palmitoyl Coenzyme A analog binds to PPARA protein]] CTD PMID:18812576 NCBI chr 7:116,832,405...116,900,878 JBrowse link
G Ppp1r9a protein phosphatase 1, regulatory subunit 9A decreases expression ISO Acetylglucosamine results in decreased expression of PPP1R9A mRNA CTD PMID:18047607 NCBI chr 4:32,970,501...33,292,360 JBrowse link
G Prdx3 peroxiredoxin 3 increases expression ISO Acetylglucosamine results in increased expression of PRDX3 mRNA CTD PMID:18047607 NCBI chr 1:260,001,642...260,014,064 JBrowse link
G Prdx5 peroxiredoxin 5 increases expression ISO Acetylglucosamine results in increased expression of PRDX5 mRNA CTD PMID:18047607 NCBI chr 1:204,099,826...204,103,589 JBrowse link
G Rbp1 retinol binding protein 1 decreases expression
increases expression
ISO Acetylglucosamine results in decreased expression of RBP1 mRNA
Acetylglucosamine results in increased expression of RBP1 mRNA
CTD PMID:18047607 NCBI chr 8:99,025,218...99,046,740 JBrowse link
G Sele selectin E affects binding ISO [Acetylglucosamine analog binds to Biotin] which binds to SELE protein; Acetylglucosamine analog binds to SELE protein CTD PMID:12191509 NCBI chr13:76,402,841...76,412,741 JBrowse link
G Sell selectin L affects binding EXP [Acetylglucosamine analog binds to Biotin] which binds to SELL protein; Acetylglucosamine analog binds to SELL protein CTD PMID:12191509 NCBI chr13:76,416,969...76,436,444 JBrowse link
G Selp selectin P affects binding ISO [Acetylglucosamine analog binds to Biotin] which binds to SELP protein; Acetylglucosamine analog binds to SELP protein CTD PMID:12191509 NCBI chr13:76,476,229...76,511,846 JBrowse link
G Serpinb3a serpin family B member 3A increases expression ISO Acetylglucosamine results in increased expression of SERPINB4 mRNA CTD PMID:18047607 NCBI chr13:23,241,303...23,246,328 JBrowse link
G Slc2a3 solute carrier family 2 member 3 decreases expression
increases expression
ISO Acetylglucosamine results in decreased expression of SLC2A3 mRNA
Acetylglucosamine results in increased expression of SLC2A3 mRNA
CTD PMID:18047607 NCBI chr 4:155,960,944...156,026,000 JBrowse link
G Slc7a5 solute carrier family 7 member 5 decreases expression ISO Acetylglucosamine results in decreased expression of SLC7A5 mRNA CTD PMID:18047607 NCBI chr19:49,935,220...49,963,823 JBrowse link
G Snx5 sorting nexin 5 decreases expression ISO Acetylglucosamine results in decreased expression of SNX5 mRNA CTD PMID:18047607 NCBI chr 3:131,621,709...131,641,205 JBrowse link
G Sod2 superoxide dismutase 2 decreases expression ISO Acetylglucosamine results in decreased expression of SOD2 mRNA CTD PMID:18047607 NCBI chr 1:47,638,318...47,645,163 JBrowse link
G Tgm5 transglutaminase 5 increases expression ISO Acetylglucosamine results in increased expression of TGM5 mRNA CTD PMID:18047607 NCBI chr 3:108,008,087...108,014,813 JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO Acetylglucosamine inhibits the reaction [TNF results in increased expression of ICAM1 protein] CTD PMID:16431966 NCBI chr20:3,622,011...3,624,629 JBrowse link
G Ttll3 tubulin tyrosine ligase like 3 decreases expression ISO Acetylglucosamine results in decreased expression of TTLL3 mRNA CTD PMID:18047607 NCBI chr 4:146,532,958...146,558,425 JBrowse link
G Tubb5 tubulin, beta 5 class I decreases expression ISO Acetylglucosamine results in decreased expression of TUBB mRNA CTD PMID:18047607 NCBI chr20:2,912,779...2,916,928 JBrowse link
G Tubgcp3 tubulin, gamma complex associated protein 3 decreases expression ISO Acetylglucosamine results in decreased expression of TUBGCP3 mRNA CTD PMID:18047607 NCBI chr16:76,851,859...76,912,499 JBrowse link
G Ube2d3 ubiquitin-conjugating enzyme E2D 3 increases expression ISO Acetylglucosamine results in increased expression of UBE2D3 mRNA CTD PMID:18047607 NCBI chr 2:223,868,397...223,899,606 JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19762
    role 19708
      biological role 19708
        epitope 6979
          N-acetyl-beta-D-glucosamine 46
            [6)-beta-D-GlcpNAc-(1->] residue + 0
            alpha-D-Galf-(1->3)-beta-D-GlcpNAc 0
            alpha-D-Galp-(1->3)-beta-D-GlcpNAc + 0
            alpha-D-Galp-(1->4)-beta-D-GlcpNAc 0
            alpha-D-Galp-(1->6)-beta-D-GlcpNAc 0
            alpha-D-Manp-(1->4)-beta-D-GlcpNAc 0
            alpha-L-Fucp-(1->6)-beta-D-GlcpNAc 0
            beta-D-GalpNAc4S-(1->4)-beta-D-GlcpNAc 0
            beta-D-GclpNAc-(1->2)-[beta-D-GlcpNAc-(1->3)]-D-Manp 0
            beta-D-Glcp-(1->4)-beta-D-GlcpNAc 0
            beta-D-GlcpNAc-(1->2)-beta-D-Galp 0
            beta-D-GlcpNAc-(1->2)-beta-D-Manp 0
            beta-D-GlcpNAc-(1->2-)alpha-D-Galp 0
            beta-D-GlcpNAc-(1->3)-D-Gal-OH 0
            beta-D-GlcpNAc-(1->3)-D-Galp + 0
            beta-D-GlcpNAc-(1->3)-D-GalpNAc + 0
            beta-D-GlcpNAc-(1->3)-alpha-D-Glcp 0
            beta-D-GlcpNAc-(1->3)-alpha-D-GlcpNAc 0
            beta-D-GlcpNAc-(1->3)-beta-D-Galp-(1->4)-D-Glc-OH 0
            beta-D-GlcpNAc-(1->3)-beta-D-GalpNAc 0
            beta-D-GlcpNAc-(1->3)-beta-D-GlcpNAc 0
            beta-D-GlcpNAc-(1->3)-beta-L-Fucp + 0
            beta-D-GlcpNAc-(1->4)-D-Manp + 0
            beta-D-GlcpNAc-(1->4)-beta-D-Galp + 0
            beta-D-GlcpNAc-(1->4)-beta-D-GlcpA 0
            beta-D-GlcpNAc-(1->6)-D-Galp + 0
            beta-D-GlcpNAc-(1->6)-alpha-D-GalpNAc3S 0
            beta-D-GlcpNAc-(1->6)-alpha-D-Manp + 0
            beta-D-GlcpNAc-(1->6)-beta-D-Galp + 0
            beta-D-GlcpNAc-(1->6)-beta-D-GlcpNAc 0
            beta-L-Fucp-(1->6)-beta-D-GlcpNAc 0
            beta-L-Galp-(1->3)-beta-D-GlcpNAc 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19762
    subatomic particle 19760
      composite particle 19760
        hadron 19760
          baryon 19760
            nucleon 19760
              atomic nucleus 19760
                atom 19760
                  main group element atom 19651
                    p-block element atom 19651
                      carbon group element atom 19570
                        carbon atom 19560
                          organic molecular entity 19560
                            heteroorganic entity 19203
                              organochalcogen compound 18961
                                organooxygen compound 18894
                                  carbohydrates and carbohydrate derivatives 12330
                                    carbohydrate 12330
                                      carbohydrate derivative 11939
                                        amino sugar 1294
                                          amino monosaccharide 1289
                                            hexosamine 1289
                                              N-acyl-hexosamine 1062
                                                N-acetylhexosamine 46
                                                  N-acetyl-D-hexosamine 46
                                                    N-acetyl-D-glucosamine 46
                                                      N-acetyl-beta-D-glucosamine 46
                                                        [6)-beta-D-GlcpNAc-(1->] residue + 0
                                                        alpha-D-Galf-(1->3)-beta-D-GlcpNAc 0
                                                        alpha-D-Galp-(1->3)-beta-D-GlcpNAc + 0
                                                        alpha-D-Galp-(1->4)-beta-D-GlcpNAc 0
                                                        alpha-D-Galp-(1->6)-beta-D-GlcpNAc 0
                                                        alpha-D-Manp-(1->4)-beta-D-GlcpNAc 0
                                                        alpha-L-Fucp-(1->6)-beta-D-GlcpNAc 0
                                                        beta-D-GalpNAc4S-(1->4)-beta-D-GlcpNAc 0
                                                        beta-D-GclpNAc-(1->2)-[beta-D-GlcpNAc-(1->3)]-D-Manp 0
                                                        beta-D-Glcp-(1->4)-beta-D-GlcpNAc 0
                                                        beta-D-GlcpNAc-(1->2)-beta-D-Galp 0
                                                        beta-D-GlcpNAc-(1->2)-beta-D-Manp 0
                                                        beta-D-GlcpNAc-(1->2-)alpha-D-Galp 0
                                                        beta-D-GlcpNAc-(1->3)-D-Gal-OH 0
                                                        beta-D-GlcpNAc-(1->3)-D-Galp + 0
                                                        beta-D-GlcpNAc-(1->3)-D-GalpNAc + 0
                                                        beta-D-GlcpNAc-(1->3)-alpha-D-Glcp 0
                                                        beta-D-GlcpNAc-(1->3)-alpha-D-GlcpNAc 0
                                                        beta-D-GlcpNAc-(1->3)-beta-D-Galp-(1->4)-D-Glc-OH 0
                                                        beta-D-GlcpNAc-(1->3)-beta-D-GalpNAc 0
                                                        beta-D-GlcpNAc-(1->3)-beta-D-GlcpNAc 0
                                                        beta-D-GlcpNAc-(1->3)-beta-L-Fucp + 0
                                                        beta-D-GlcpNAc-(1->4)-D-Manp + 0
                                                        beta-D-GlcpNAc-(1->4)-beta-D-Galp + 0
                                                        beta-D-GlcpNAc-(1->4)-beta-D-GlcpA 0
                                                        beta-D-GlcpNAc-(1->6)-D-Galp + 0
                                                        beta-D-GlcpNAc-(1->6)-alpha-D-GalpNAc3S 0
                                                        beta-D-GlcpNAc-(1->6)-alpha-D-Manp + 0
                                                        beta-D-GlcpNAc-(1->6)-beta-D-Galp + 0
                                                        beta-D-GlcpNAc-(1->6)-beta-D-GlcpNAc 0
                                                        beta-L-Fucp-(1->6)-beta-D-GlcpNAc 0
                                                        beta-L-Galp-(1->3)-beta-D-GlcpNAc 0
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