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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in which the hydrogen attached to the thiomorpholine nitrogen has been replaced by a [4-(pyridin-4-yloxy)phenyl]sulfonyl group.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 8:5,522,739...5,533,018
Ensembl chr 8:5,522,739...5,533,018
JBrowse link
G Mmp2 matrix metallopeptidase 2 decreases activity ISO prinomastat results in decreased activity of MMP2 protein CTD PMID:17267227 NCBI chr19:15,542,771...15,570,589
Ensembl chr19:15,542,765...15,570,611
JBrowse link
G Mmp3 matrix metallopeptidase 3 decreases activity ISO prinomastat results in decreased activity of MMP3 protein CTD PMID:17267227 NCBI chr 8:5,676,608...5,698,579
Ensembl chr 8:5,676,665...5,698,579
JBrowse link
G Mmp8 matrix metallopeptidase 8 decreases activity ISO prinomastat results in decreased activity of MMP8 protein CTD PMID:17267227 NCBI chr 8:5,768,808...5,777,741
Ensembl chr 8:5,768,811...5,778,702
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 1:48,318,025...48,360,219
Ensembl chr 1:48,317,995...48,360,261
JBrowse link

Term paths to the root
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Term Annotations click to browse term
  CHEBI ontology 19841
    role 19792
      application 19465
        pharmaceutical 19338
          drug 19338
            antineoplastic agent 17009
              prinomastat 5
Path 2
Term Annotations click to browse term
  CHEBI ontology 19841
    subatomic particle 19839
      composite particle 19839
        hadron 19839
          baryon 19839
            nucleon 19839
              atomic nucleus 19839
                atom 19839
                  main group element atom 19732
                    p-block element atom 19732
                      carbon group element atom 19636
                        carbon atom 19625
                          organic molecular entity 19625
                            organic group 18537
                              organic divalent group 18528
                                organodiyl group 18528
                                  carbonyl group 18436
                                    carbonyl compound 18436
                                      carboxylic acid 18113
                                        carboacyl group 17377
                                          univalent carboacyl group 17377
                                            carbamoyl group 17164
                                              carboxamide 17164
                                                hydroxamic acid 6269
                                                  prinomastat 5
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