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The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at The data is made available under the Creative Commons License (CC 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.

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Accession:CHEBI:138885 term browser browse the term
Definition:A hydroxamic acid that is (3S)-N-hydroxy-2,2-dimethylthiomorpholine-3-carboxamide in which the hydrogen attached to the thiomorpholine nitrogen has been replaced by a [4-(pyridin-4-yloxy)phenyl]sulfonyl group. It is a selective inhibitor with of matrix metalloproteinases (MMPs) 2, 3, 9, 13, and 14.
Synonyms:exact_synonym: (3S)-N-hydroxy-2,2-dimethyl-4-{[4-(pyridin-4-yloxy)phenyl]sulfonyl}thiomorpholine-3-carboxamide
 related_synonym: (S)-2,2-dimethyl-4-{[p-(4-pyridyloxy)phenyl]sulfonyl}-3-thiomorpholinecarbohydroxamic acid;   AG 3340;   AG3340;   Formula=C18H21N3O5S2;   InChI=1S/C18H21N3O5S2/c1-18(2)16(17(22)20-23)21(11-12-27-18)28(24,25)15-5-3-13(4-6-15)26-14-7-9-19-10-8-14/h3-10,16,23H,11-12H2,1-2H3,(H,20,22)/t16-/m0/s1;   InChIKey=YKPYIPVDTNNYCN-INIZCTEOSA-N;   SMILES=S(=O)(=O)(N1[C@H](C(SCC1)(C)C)C(=O)NO)C2=CC=C(OC3=CC=NC=C3)C=C2;   prinomastatum
 xref: CAS:192329-42-3;   DrugBank:DB05100;   KEGG:D03797
 xref_mesh: MESH:C113282
 xref: PDBeChem:PN0;   PMID:10980656;   PMID:11114600;   PMID:11436949;   PMID:11726397;   PMID:12187478;   PMID:12187492;   PMID:14871966;   PMID:15279727;   PMID:15492635;   PMID:15681529;   PMID:16103944;   PMID:16502351;   PMID:22308038;   PMID:23403478;   Patent:US5753653;   Patent:WO9720824;   Wikipedia:Prinomastat
 cyclic_relationship: is_conjugate_base_of CHEBI:138886

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prinomastat term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Mmp13 matrix metallopeptidase 13 decreases activity ISO prinomastat results in decreased activity of MMP13 protein CTD PMID:17267227 NCBI chr 8:4,497,960...4,508,239
Ensembl chr 8:4,497,960...4,508,239
JBrowse link
G Mmp2 matrix metallopeptidase 2 decreases activity ISO prinomastat results in decreased activity of MMP2 protein CTD PMID:17267227 NCBI chr19:14,154,657...14,182,870
Ensembl chr19:14,154,657...14,182,870
JBrowse link
G Mmp3 matrix metallopeptidase 3 decreases activity ISO prinomastat results in decreased activity of MMP3 protein CTD PMID:17267227 NCBI chr 8:4,640,397...4,653,963
Ensembl chr 8:4,640,416...4,653,961
JBrowse link
G Mmp8 matrix metallopeptidase 8 decreases activity ISO prinomastat results in decreased activity of MMP8 protein CTD PMID:17267227 NCBI chr 8:4,724,009...4,732,956
Ensembl chr 8:4,724,029...4,733,520
JBrowse link
G Slc22a2 solute carrier family 22 member 2 multiple interactions ISO prinomastat inhibits the reaction [SLC22A2 protein results in increased uptake of 4-(4-dimethylaminostyryl)-1-methylpyridinium] CTD PMID:21599003 NCBI chr 1:48,121,061...48,163,268
Ensembl chr 1:48,121,061...48,163,268
JBrowse link

Term paths to the root
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Term Annotations click to browse term
  CHEBI ontology 20089
    role 20042
      application 19781
        pharmaceutical 19624
          drug 19655
            antineoplastic agent 17669
              prinomastat 5
Path 2
Term Annotations click to browse term
  CHEBI ontology 20089
    subatomic particle 20058
      composite particle 20058
        hadron 20088
          baryon 20088
            nucleon 20088
              atomic nucleus 20088
                atom 20058
                  main group element atom 19960
                    p-block element atom 19990
                      carbon group element atom 19916
                        carbon atom 19909
                          organic molecular entity 19909
                            organic group 18988
                              organic divalent group 18950
                                organodiyl group 18974
                                  carbonyl group 18903
                                    carbonyl compound 18925
                                      carboxylic acid 18597
                                        carboacyl group 17730
                                          univalent carboacyl group 17710
                                            carbamoyl group 17550
                                              carboxamide 17570
                                                hydroxamic acid 6306
                                                  prinomastat 5
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