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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: Beilstein:80798;   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 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 7:70,578,564...70,585,074
Ensembl chr 7:70,580,198...70,585,084
JBrowse link
G Egr1 early growth response 1 increases expression EXP Cycloserine results in increased expression of EGR1 protein CTD PMID:19144966 NCBI chr18:27,657,903...27,660,101
Ensembl chr18:27,657,628...27,661,429
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 6:109,300,433...109,303,299
Ensembl chr 6:109,300,433...109,303,299
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 2:22,909,550...23,012,303
Ensembl chr 2:22,909,569...23,009,678
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 chr11:88,203,863...88,273,301
Ensembl chr11:88,211,599...88,273,254
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 1:198,192,773...198,198,975
Ensembl chr 1:198,192,773...198,198,975
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 chr13:98,857,255...98,889,444
Ensembl chr13:98,857,177...98,889,716
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19785
    role 19732
      biological role 19732
        biochemical role 19281
          metabolite 19262
            D-cycloserine 7
              DL-cycloserine 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19785
    subatomic particle 19782
      composite particle 19782
        hadron 19782
          baryon 19782
            nucleon 19782
              atomic nucleus 19782
                atom 19782
                  main group element atom 19670
                    p-block element atom 19670
                      carbon group element atom 19572
                        carbon atom 19561
                          organic molecular entity 19561
                            organic group 18493
                              organic divalent group 18486
                                organodiyl group 18486
                                  carbonyl group 18389
                                    carbonyl compound 18389
                                      carboxylic acid 18060
                                        carboacyl group 17346
                                          univalent carboacyl group 17346
                                            carbamoyl group 17132
                                              carboxamide 17132
                                                hydroxamic acid 6263
                                                  hydroxamic acid ester 144
                                                    4-amino-1,2-oxazolidin-3-one 7
                                                      D-cycloserine 7
                                                        DL-cycloserine 0
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