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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 4:25,357,467...25,529,941
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 7:63,115,645...63,121,203
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 chr18:26,462,967...26,466,766
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 6:105,121,170...105,124,036
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 2:24,542,777...24,645,715
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 chr11:83,957,813...84,023,629
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 1:181,366,646...181,372,863
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 chr13:92,307,593...92,339,406
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 19874
    role 19844
      biological role 19842
        biochemical role 19549
          metabolite 19537
            D-cycloserine 8
              DL-cycloserine 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19874
    subatomic particle 19872
      composite particle 19872
        hadron 19872
          baryon 19872
            nucleon 19872
              atomic nucleus 19872
                atom 19872
                  main group element atom 19811
                    p-block element atom 19811
                      carbon group element atom 19751
                        carbon atom 19748
                          organic molecular entity 19748
                            heteroorganic entity 19505
                              organochalcogen compound 19268
                                organooxygen compound 19184
                                  carbon oxoacid 18654
                                    carboxylic acid 18651
                                      carboacyl group 17694
                                        univalent carboacyl group 17694
                                          carbamoyl group 17545
                                            carboxamide 17545
                                              hydroxamic acid 6340
                                                hydroxamic acid ester 153
                                                  4-amino-1,2-oxazolidin-3-one 8
                                                    D-cycloserine 8
                                                      DL-cycloserine 0
paths to the root