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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:Gly-His-Lys
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Accession:CHEBI:75430 term browser browse the term
Definition:A tripeptide composed of glycine, L-histidine and L-lysine residues joined in sequence.
Synonyms:exact_synonym: glycyl-L-histidyl-L-lysine
 related_synonym: Formula=C14H24N6O4;   GHK;   Gly-L-His-L-Lys;   Glycyl-histidyl-lysine;   InChI=1S/C14H24N6O4/c15-4-2-1-3-10(14(23)24)20-13(22)11(19-12(21)6-16)5-9-7-17-8-18-9/h7-8,10-11H,1-6,15-16H2,(H,17,18)(H,19,21)(H,20,22)(H,23,24)/t10-,11-/m0/s1;   InChIKey=MVORZMQFXBLMHM-QWRGUYRKSA-N;   SMILES=NCCCC[C@H](NC(=O)[C@H](Cc1c[nH]cn1)NC(=O)CN)C(O)=O;   glycylhistidyllysine;   liver cell growth factor
 xref: CAS:49557-75-7;   CBA:545731
 xref_mesh: MESH:C020905
 xref: PMID:18644225;   PMID:20143136;   PMID:21457130;   PMID:21780203;   PMID:21898044;   PMID:22666519;   PMID:22937864;   PMID:22999295;   PMID:23019153;   PMID:23285694;   PMID:23744835;   Reaxys:965283


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Gly-His-Lys term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Il6 interleukin 6 multiple interactions ISO glycyl-histidyl-lysine inhibits the reaction [TNF protein results in increased secretion of IL6 protein] CTD PMID:23285694 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178
JBrowse link
G Mmp2 matrix metallopeptidase 2 multiple interactions EXP [glycyl-histidyl-lysine co-treated with Copper] results in increased expression of MMP2 mRNA; [glycyl-histidyl-lysine co-treated with Copper] results in increased secretion of MMP2 protein CTD PMID:11045606 NCBI chr19:14,154,657...14,182,870
Ensembl chr19:14,154,657...14,182,870
JBrowse link
G Timp1 TIMP metallopeptidase inhibitor 1 multiple interactions EXP [glycyl-histidyl-lysine co-treated with Copper] results in increased secretion of TIMP1 protein CTD PMID:11045606 NCBI chr  X:1,212,969...1,217,714
Ensembl chr  X:1,212,972...1,217,664
JBrowse link
G Timp2 TIMP metallopeptidase inhibitor 2 multiple interactions EXP [glycyl-histidyl-lysine co-treated with Copper] results in increased secretion of TIMP2 protein CTD PMID:11045606 NCBI chr10:103,541,199...103,590,611 JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO glycyl-histidyl-lysine inhibits the reaction [TNF protein results in increased secretion of IL6 protein] CTD PMID:23285694 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19812
    role 19761
      biological role 19761
        biochemical role 19381
          metabolite 19356
            Gly-His-Lys 5
Path 2
Term Annotations click to browse term
  CHEBI ontology 19812
    subatomic particle 19811
      composite particle 19811
        hadron 19811
          baryon 19811
            nucleon 19811
              atomic nucleus 19811
                atom 19811
                  main group element atom 19708
                    p-block element atom 19708
                      carbon group element atom 19630
                        carbon atom 19620
                          organic molecular entity 19620
                            organic group 18728
                              organic divalent group 18719
                                organodiyl group 18719
                                  carbonyl group 18667
                                    carbonyl compound 18667
                                      carboxylic acid 18364
                                        carboacyl group 17482
                                          univalent carboacyl group 17482
                                            carbamoyl group 17298
                                              carboxamide 17298
                                                peptide 9444
                                                  oligopeptide 1266
                                                    tripeptide 929
                                                      Gly-His-Lys 5
paths to the root