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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:D-cycloserine
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Accession:CHEBI:40009 term browser browse the term
Definition:A 4-amino-1,2-oxazolidin-3-one that has R configuration. It is an antibiotic produced by Streptomyces garyphalus or S. orchidaceus and is used as part of a multi-drug regimen for the treatment of tuberculosis when resistance to, or toxicity from, primary drugs has developed. An analogue of D-alanine, it interferes with bacterial cell wall synthesis in the cytoplasm by competitive inhibition of L-alanine racemase (which forms D-alanine from L-alanine) and D-alanine--D-alanine ligase (which incorporates D-alanine into the pentapeptide required for peptidoglycan formation and bacterial cell wall synthesis).
Synonyms:related_synonym: (+)-4-Amino-3-isoxazolidinone;   (4R)-4-aminoisoxazolidin-3-one;   (R)-4-AMINO-ISOXAZOLIDIN-3-ONE;   D-4-amino-3-isoxazolidinone;   D-4-amino-3-isoxazolidone;   DCS;   Formula=C3H6N2O2;   InChI=1S/C3H6N2O2/c4-2-1-7-5-3(2)6/h2H,1,4H2,(H,5,6)/t2-/m1/s1;   InChIKey=DYDCUQKUCUHJBH-UWTATZPHSA-N;   PA 94;   Ro-1-9213;   SMILES=[H][C@@]1(N)CONC1=O;   Seromycin;   alpha-Cycloserine;   cicloserina;   cyclo-D-serine;   cycloserine;   cycloserinum;   orientomycin
 alt_id: CHEBI:4030
 xref: CAS:68-41-7;   DrugBank:DB00260;   Drug_Central:759;   HMDB:HMDB0014405;   KEGG:D00877;   LINCS:LSM-5932;   LIPID_MAPS_instance:LMPK14000007
 xref_mesh: MESH:D003523
 xref: MetaCyc:CPD-2482;   PDBeChem:4AX;   PMID:12076471;   PMID:17707326;   PMID:18316423;   PMID:18486041;   PMID:18930757;   PMID:22234379;   PMID:22368237;   PMID:22632472;   PMID:22892161;   PMID:23174090;   PMID:23416058;   PMID:23438729;   PMID:23523746;   PMID:23542909;   PMID:23656850;   PMID:23685206;   PMID:4555420;   PMID:5006234;   Patent:US2772280;   Patent:US2840565;   Reaxys:80798;   Wikipedia:Cycloserine
 cyclic_relationship: is_conjugate_base_of CHEBI:75929;   is_enantiomer_of CHEBI:75592;   is_tautomer_of CHEBI:74159


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D-cycloserine term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abcb1a ATP binding cassette subfamily B member 1A multiple interactions ISO Cycloserine inhibits the reaction [ABCB1 protein results in decreased susceptibility to Doxorubicin] CTD PMID:34915026 NCBI chr 4:26,312,403...26,488,456
Ensembl chr 4:25,158,362...25,442,709 		JBrowse link
G Ddit3 DNA-damage inducible transcript 3 multiple interactions ISO Cycloserine inhibits the reaction [resveratrol results in increased expression of DDIT3 protein] CTD PMID:24264887 NCBI chr 7:65,001,695...65,006,517
Ensembl chr 7:63,116,380...63,121,201 		JBrowse link
G Egr1 early growth response 1 increases expression EXP Cycloserine results in increased expression of EGR1 protein CTD PMID:19144966 NCBI chr18:26,737,078...26,740,877
Ensembl chr18:26,462,981...26,466,766 		JBrowse link
G Fos Fos proto-oncogene, AP-1 transcription factor subunit multiple interactions EXP Cycloserine promotes the reaction [Clozapine results in increased expression of FOS mRNA] CTD PMID:12464447 NCBI chr 6:110,852,188...110,855,054
Ensembl chr 6:105,121,170...105,124,036 		JBrowse link
G Homer1 homer scaffold protein 1 multiple interactions EXP Cycloserine inhibits the reaction [Clozapine results in increased expression of HOMER1 mRNA]; Cycloserine inhibits the reaction [Haloperidol results in increased expression of HOMER1 mRNA] CTD PMID:12464447 NCBI chr 2:26,279,012...26,388,279
Ensembl chr 2:24,543,093...24,644,785 		JBrowse link
G Mapk1 mitogen activated protein kinase 1 multiple interactions EXP Cycloserine inhibits the reaction [Dronabinol results in increased activity of MAPK1 protein] CTD PMID:11903061 NCBI chr11:97,462,025...97,529,193
Ensembl chr11:83,957,813...84,023,616 		JBrowse link
G Mapk3 mitogen activated protein kinase 3 multiple interactions EXP Cycloserine inhibits the reaction [Dronabinol results in increased activity of MAPK3 protein] CTD PMID:11903061 NCBI chr 1:190,797,189...190,803,411
Ensembl chr 1:181,366,637...181,372,863 		JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 multiple interactions ISO Cycloserine inhibits the reaction [resveratrol results in increased cleavage of PARP1 protein] CTD PMID:24264887 NCBI chr13:94,839,484...94,871,295
Ensembl chr13:92,307,586...92,339,404 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 20856
    role 20816
      biological role 20814
        biochemical role 20261
          metabolite 20243
            D-cycloserine 8
              DL-cycloserine 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 20856
    subatomic particle 20854
      composite particle 20854
        hadron 20854
          baryon 20854
            nucleon 20854
              atomic nucleus 20854
                atom 20854
                  main group element atom 20777
                    p-block element atom 20777
                      carbon group element atom 20710
                        carbon atom 20704
                          organic molecular entity 20704
                            heteroorganic entity 20215
                              organochalcogen compound 19902
                                organooxygen compound 19804
                                  carbon oxoacid 19150
                                    carboxylic acid 19147
                                      carboacyl group 18082
                                        univalent carboacyl group 18082
                                          carbamoyl group 17918
                                            carboxamide 17918
                                              hydroxamic acid 6347
                                                hydroxamic acid ester 156
                                                  4-amino-1,2-oxazolidin-3-one 8
                                                    D-cycloserine 8
                                                      DL-cycloserine 0
paths to the root