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Accession:CHEBI:4392 term browser browse the term
Definition:Tetracycline which lacks the methyl substituent at position 7 and in which the hydrogen para- to the phenolic hydroxy group is substituted by chlorine. Like tetracycline, it is an antibiotic, but being excreted more slowly, effective blood levels are maintained for longer. It is used (mainly as the hydrochloride) for the treatment of Lyme disease, acne and bronchitis, as well as for hyponatraemia (low blood sodium concentration) due to the syndrome of inappropriate antidiuretic hormone (SIADH) where fluid restriction alone has been ineffective.
Synonyms:exact_synonym: (4S,4aS,5aS,6S,12aS)-7-chloro-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide
 related_synonym: 6-demethyl-7-chlorotetracycline;   7-chloro-6-demethyltetracycline;   DMCT;   DMCTC;   Formula=C21H21ClN2O8;   InChI=1S/C21H21ClN2O8/c1-24(2)14-7-5-6-10(16(27)12-9(25)4-3-8(22)11(12)15(6)26)18(29)21(7,32)19(30)13(17(14)28)20(23)31/h3-4,6-7,14-15,25-26,28-29,32H,5H2,1-2H3,(H2,23,31)/t6-,7-,14-,15-,21-/m0/s1;   InChIKey=FMTDIUIBLCQGJB-SEYHBJAFSA-N;   SMILES=[H][C@]12C[C@@]3([H])[C@H](N(C)C)C(O)=C(C(N)=O)C(=O)[C@@]3(O)C(O)=C1C(=O)c1c(O)ccc(Cl)c1[C@H]2O;   [4S-(4alpha,4aalpha,5aalpha,6beta,12aalpha)]-7-chloro-4-(dimethylamino)1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-1,11-dioxo-2-naphthacenecarboxamide;   demeclociclina;   demeclocyclinum;   demethylchlortetracycline
 alt_id: CHEBI:554084
 xref: Beilstein:2230579 "Beilstein";   CAS:127-33-3 "ChemIDplus";   CAS:127-33-3 "KEGG DRUG";   DrugBank:DB00618;   Drug_Central:802 "DrugCentral";   KEGG:D00290;   KEGG:D03680
 xref_mesh: MESH:D003707
 xref: Patent:FR1344645;   Patent:US2878289;   Patent:US3012946;   Patent:US3019172;   Patent:US3050446;   Patent:US3154476;   Wikipedia:Demeclocycline

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demeclocycline term browser
Symbol Object Name JBrowse Chr Start Stop Reference
G Il1a interleukin 1 alpha JBrowse link 3 121,824,712 121,836,122 RGD:6480464
G Il6 interleukin 6 JBrowse link 4 3,043,231 3,047,807 RGD:6480464
G Tnf tumor necrosis factor JBrowse link 20 5,189,382 5,192,000 RGD:6480464

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19749
    role 19696
      biological role 19694
        biochemical role 19192
          metabolite 19164
            tetracyclines 490
              demeclocycline 3
                demeclocycline hydrochloride 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19749
    subatomic particle 19745
      composite particle 19745
        hadron 19745
          baryon 19745
            nucleon 19745
              atomic nucleus 19745
                atom 19745
                  main group element atom 19630
                    main group molecular entity 19630
                      s-block molecular entity 19390
                        hydrogen molecular entity 19379
                          hydrides 18296
                            organic hydride 17573
                              organic fundamental parent 17573
                                hydrocarbon 16996
                                  cyclic hydrocarbon 15110
                                    arene 15097
                                      polycyclic arene 14530
                                        ortho-fused polycyclic arene 9550
                                          acene 7498
                                            tetracene 7494
                                              tetracyclines 490
                                                demeclocycline 3
                                                  demeclocycline hydrochloride 0
paths to the root


RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.