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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:chloramphenicol
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Accession:CHEBI:17698 term browser browse the term
Definition:An organochlorine compound that is dichloro-substituted acetamide containing a nitrobenzene ring, an amide bond and two alcohol functions.
Synonyms:exact_synonym: 2,2-dichloro-N-[(1R,2R)-2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]acetamide
 related_synonym: Chloramex;   Chlorocid;   Chlorocol;   Chloromycetin;   D-(-)-2,2-dichloro-N-(beta-hydroxy-alpha-(hydroxymethyl)-p-nitrophenylethyl)acetamide;   D-(-)-threo-1-p-nitrophenyl-2-dichloroacetylamino-1,3-propanediol;   Fenicol;   Formula=C11H12Cl2N2O5;   Globenicol;   Halomycetin;   InChI=1S/C11H12Cl2N2O5/c12-10(13)11(18)14-8(5-16)9(17)6-1-3-7(4-2-6)15(19)20/h1-4,8-10,16-17H,5H2,(H,14,18)/t8-,9-/m1/s1;   InChIKey=WIIZWVCIJKGZOK-RKDXNWHRSA-N;   Oleomycetin;   SMILES=C1=C([C@H]([C@H](NC(C(Cl)Cl)=O)CO)O)C=CC(=C1)[N+]([O-])=O;   Sificetina;   chloramphenicolum;   chlornitromycin;   cloramfenicol;   laevomycetinum;   levomicetina;   levomycetin
 alt_id: CHEBI:13965;   CHEBI:23106;   CHEBI:23108;   CHEBI:3603;   CHEBI:47327
 xref: Beilstein:2225532;   CAS:56-75-7;   DrugBank:DB00446;   Drug_Central:589;   KEGG:C00918;   KEGG:D00104;   LINCS:LSM-5256
 xref_mesh: MESH:D002701
 xref: PDBeChem:CLM;   PMID:11468347;   PMID:12217690;   PMID:16659995;   PMID:16897441;   PMID:17217404;   PMID:17692887;   PMID:18559535;   PMID:18657290;   PMID:18794387;   PMID:23142491;   PMID:23317719;   PMID:23395526;   PMID:23494278;   PMID:23512826;   PMID:657786;   PMID:6653106;   Patent:GB795131;   Patent:GB796901;   Patent:US2483871;   Patent:US2483884;   Patent:US2483892;   Patent:US2839577;   VSDB:1835;   Wikipedia:Chloramphenicol


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chloramphenicol term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ace2 angiotensin I converting enzyme 2 decreases expression ISO Chloramphenicol results in decreased expression of ACE2 mRNA CTD PMID:32808185 NCBI chr  X:30,293,597...30,340,961
Ensembl chr  X:30,293,589...30,340,977
JBrowse link
G Alpl alkaline phosphatase, biomineralization associated increases expression ISO Chloramphenicol results in increased expression of ALPL mRNA CTD PMID:22083529 NCBI chr 5:149,951,397...150,006,424
Ensembl chr 5:149,951,409...150,006,446
JBrowse link
G Atg12 autophagy related 12 increases expression ISO Chloramphenicol results in increased expression of ATG12 mRNA CTD PMID:17457038 NCBI chr18:39,452,247...39,462,424
Ensembl chr18:39,452,191...39,462,418
JBrowse link
G Casp3 caspase 3 multiple interactions ISO CDKN1A mutant form inhibits the reaction [Chloramphenicol inhibits the reaction [Mitomycin results in increased activity of CASP3 protein]]; Chloramphenicol inhibits the reaction [Mitomycin results in increased activity of CASP3 protein] CTD PMID:15905168 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
JBrowse link
G Cat catalase increases expression ISO Chloramphenicol results in increased expression of CAT protein CTD PMID:18684218 NCBI chr 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478
JBrowse link
G Ccnb1 cyclin B1 multiple interactions ISO [enterotoxin B, staphylococcal co-treated with Chloramphenicol] results in increased expression of CCNB1 CTD PMID:18559535 NCBI chr 2:31,912,190...31,921,163
Ensembl chr 2:31,912,193...31,921,172
JBrowse link
G Cdkn1a cyclin-dependent kinase inhibitor 1A multiple interactions
decreases degradation
ISO CDKN1A mutant form inhibits the reaction [Chloramphenicol inhibits the reaction [Mitomycin results in increased activity of CASP3 protein]]; CDKN1A mutant form inhibits the reaction [Chloramphenicol inhibits the reaction [Mitomycin results in increased activity of PARP1 protein]]; Chloramphenicol results in increased expression of and affects the localization of CDKN1A protein
Chloramphenicol results in decreased degradation of CDKN1A mRNA
CTD PMID:15905168 NCBI chr20:7,149,177...7,159,727
Ensembl chr20:7,149,217...7,159,585
JBrowse link
G Cdkn2a cyclin-dependent kinase inhibitor 2A increases expression ISO Chloramphenicol results in increased expression of CDKN2A protein CTD PMID:15905168 NCBI chr 5:103,984,949...103,992,143
Ensembl chr 5:103,984,949...104,003,149
JBrowse link
G Col1a1 collagen type I alpha 1 chain increases expression ISO Chloramphenicol results in increased expression of COL1A1 mRNA CTD PMID:22083529 NCBI chr10:79,883,622...79,900,625
Ensembl chr10:79,883,622...79,900,624
JBrowse link
G Cyp2c6v1 cytochrome P450, family 2, subfamily C, polypeptide 6, variant 1 decreases activity
multiple interactions
ISO Chloramphenicol results in decreased activity of CYP2C19 protein
[Chloramphenicol results in decreased activity of CYP2C19 protein] which results in decreased metabolism of Omeprazole
CTD PMID:26599973 NCBI chr 1:237,938,521...237,976,238
Ensembl chr 1:237,693,094...238,057,596
JBrowse link
G Cyp3a2 cytochrome P450, family 3, subfamily a, polypeptide 2 multiple interactions ISO Chloramphenicol inhibits the reaction [CYP3A4 protein results in increased oxidation of 7-benzyloxy-4-trifluoromethylcoumarin] CTD PMID:19299527 NCBI chr12:9,207,986...9,230,038
Ensembl chr12:9,015,383...9,285,008
JBrowse link
G Esr1 estrogen receptor 1 increases expression ISO Chloramphenicol results in increased expression of ESR1 mRNA CTD PMID:22083529 NCBI chr 1:41,106,335...41,499,104
Ensembl chr 1:41,210,475...41,495,002
JBrowse link
G Faslg Fas ligand decreases expression ISO Chloramphenicol results in decreased expression of FASLG CTD PMID:18559535 NCBI chr13:74,151,519...74,172,760
Ensembl chr13:74,154,954...74,162,215
JBrowse link
G Jun Jun proto-oncogene, AP-1 transcription factor subunit multiple interactions ISO 2-(4-morpholinyl)-8-phenyl-4H-1-benzopyran-4-one inhibits the reaction [Chloramphenicol results in increased phosphorylation of JUN protein]; Chloramphenicol results in increased phosphorylation of and affects the localization of JUN protein; pyrazolanthrone inhibits the reaction [Chloramphenicol results in increased phosphorylation of JUN protein] CTD PMID:20338993 NCBI chr 5:109,894,175...109,897,268
Ensembl chr 5:109,893,145...109,897,656
JBrowse link
G Mmp10 matrix metallopeptidase 10 decreases expression ISO Chloramphenicol results in decreased expression of MMP10 mRNA CTD PMID:20338993 NCBI chr 8:4,689,840...4,697,748
Ensembl chr 8:4,689,840...4,697,748
JBrowse link
G Mmp13 matrix metallopeptidase 13 multiple interactions
increases secretion
increases expression
ISO 2-(4-morpholinyl)-8-phenyl-4H-1-benzopyran-4-one inhibits the reaction [Chloramphenicol results in increased expression of MMP13 mRNA]; Curcumin inhibits the reaction [Chloramphenicol results in increased expression of MMP13 mRNA]; pyrazolanthrone inhibits the reaction [Chloramphenicol results in increased expression of MMP13 mRNA]
Chloramphenicol results in increased secretion of MMP13 protein
CTD PMID:20338993 NCBI chr 8:4,497,960...4,508,239
Ensembl chr 8:4,497,960...4,508,239
JBrowse link
G Mmp3 matrix metallopeptidase 3 increases expression ISO Chloramphenicol results in increased expression of MMP3 mRNA CTD PMID:20338993 NCBI chr 8:4,640,397...4,653,963
Ensembl chr 8:4,640,416...4,653,961
JBrowse link
G Mt-co1 mitochondrially encoded cytochrome c oxidase I decreases expression ISO Chloramphenicol results in decreased expression of COX1 protein CTD PMID:15905168 NCBI chr MT:5,323...6,867
Ensembl chr MT:5,323...6,867
JBrowse link
G Mt-co2 mitochondrially encoded cytochrome c oxidase II decreases expression ISO Chloramphenicol results in decreased expression of COX2 protein CTD PMID:31915244 Ensembl chr MT:7,006...7,689 JBrowse link
G Mt-nd1 mitochondrially encoded NADH:ubiquinone oxidoreductase core subunit 1 multiple interactions
decreases expression
ISO Chloramphenicol inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in decreased expression of ND1 mRNA]
Chloramphenicol results in decreased expression of ND1 mRNA
CTD PMID:21767162 PMID:22712077 NCBI chr MT:2,740...3,694
Ensembl chr MT:2,740...3,694
JBrowse link
G Mtif2 mitochondrial translational initiation factor 2 decreases response to substance ISO MTIF2 protein results in decreased susceptibility to Chloramphenicol CTD PMID:31915244 NCBI chr14:103,265,808...103,285,733
Ensembl chr14:103,270,039...103,285,728
JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 multiple interactions ISO CDKN1A mutant form inhibits the reaction [Chloramphenicol inhibits the reaction [Mitomycin results in increased activity of PARP1 protein]]; Chloramphenicol inhibits the reaction [Mitomycin results in increased activity of PARP1 protein] CTD PMID:15905168 NCBI chr13:92,307,593...92,339,406
Ensembl chr13:92,307,586...92,339,404
JBrowse link
G Pgd phosphogluconate dehydrogenase decreases activity EXP Chloramphenicol results in decreased activity of PGD protein CTD PMID:15558954 NCBI chr 5:159,582,746...159,598,945 JBrowse link
G Polg DNA polymerase gamma, catalytic subunit increases expression ISO Chloramphenicol results in increased expression of POLG mRNA CTD PMID:22712077 NCBI chr 1:133,382,764...133,399,578
Ensembl chr 1:133,382,766...133,398,567
JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 multiple interactions ISO Chloramphenicol inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in decreased expression of PTGS2 mRNA] CTD PMID:21767162 NCBI chr13:62,164,080...62,169,770
Ensembl chr13:62,163,932...62,172,188
JBrowse link
G Rrm2b ribonucleotide reductase regulatory TP53 inducible subunit M2B increases expression ISO Chloramphenicol results in increased expression of RRM2B mRNA CTD PMID:21704725 NCBI chr 7:69,077,024...69,108,742
Ensembl chr 7:69,078,291...69,108,633
JBrowse link
G Slc22a7 solute carrier family 22 member 7 multiple interactions ISO Chloramphenicol inhibits the reaction [SLC22A7 protein results in increased transport of Tetracycline] CTD PMID:15901346 NCBI chr 9:14,547,073...14,554,354
Ensembl chr 9:14,547,849...14,553,921
JBrowse link
G Slc47a1 solute carrier family 47 member 1 multiple interactions ISO Chloramphenicol affects the reaction [SLC47A1 protein results in increased uptake of 1-Methyl-4-phenylpyridinium] CTD PMID:22419765 NCBI chr10:46,034,115...46,088,617
Ensembl chr10:46,034,122...46,087,637
JBrowse link
G Slc47a2 solute carrier family 47 member 2 multiple interactions ISO Chloramphenicol affects the reaction [SLC47A2 protein results in increased uptake of 1-Methyl-4-phenylpyridinium] CTD PMID:22419765 NCBI chr10:45,990,806...46,033,937
Ensembl chr10:45,991,095...46,033,904
JBrowse link
G Tfam transcription factor A, mitochondrial increases expression ISO Chloramphenicol results in increased expression of TFAM mRNA CTD PMID:22712077 NCBI chr20:17,356,243...17,368,293
Ensembl chr20:17,356,197...17,368,292
JBrowse link
G Tmprss2 transmembrane serine protease 2 increases expression ISO Chloramphenicol results in increased expression of TMPRSS2 mRNA CTD PMID:32808185 NCBI chr11:36,934,306...36,973,779
Ensembl chr11:36,934,306...36,973,715
JBrowse link
G Ugt2b17 UDP glucuronosyltransferase family 2 member B17 increases glucuronidation EXP UGT2B1 protein results in increased glucuronidation of Chloramphenicol CTD PMID:8302279 NCBI chr14:21,024,035...21,035,784
Ensembl chr14:21,024,006...21,035,986
JBrowse link
chloramphenicol palmitate term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Gstp1 glutathione S-transferase pi 1 multiple interactions ISO chloramphenicol palmitate inhibits the reaction [GSTP1 protein results in increased metabolism of 1-chloro-2,4-dinitrobenzene-glutathione conjugate] CTD PMID:23769903 NCBI chr 1:201,337,762...201,340,230
Ensembl chr 1:201,321,672...201,340,226
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19821
    role 19769
      biological role 19769
        antimicrobial agent 17408
          chloramphenicol 33
            O(3)-(2-L-lysino-2-oxoethyl)-O(1)-[4-(trifluoroacetamido)benzylcarbonyl]chloramphenicol 0
            O-(4-trifluoroacetamidobenzylphosphonyl)chloramphenicol 0
            chloramphenicol 3-acetate 0
            chloramphenicol palmitate 1
Path 2
Term Annotations click to browse term
  CHEBI ontology 19821
    subatomic particle 19819
      composite particle 19819
        hadron 19819
          baryon 19819
            nucleon 19819
              atomic nucleus 19819
                atom 19819
                  main group element atom 19716
                    p-block element atom 19716
                      carbon group element atom 19640
                        carbon atom 19630
                          organic molecular entity 19630
                            organic group 18737
                              organic divalent group 18728
                                organodiyl group 18728
                                  carbonyl group 18675
                                    carbonyl compound 18675
                                      carboxylic acid 18373
                                        carboacyl group 17485
                                          univalent carboacyl group 17485
                                            carbamoyl group 17299
                                              carboxamide 17299
                                                chloramphenicol 33
                                                  O(3)-(2-L-lysino-2-oxoethyl)-O(1)-[4-(trifluoroacetamido)benzylcarbonyl]chloramphenicol 0
                                                  O-(4-trifluoroacetamidobenzylphosphonyl)chloramphenicol 0
                                                  chloramphenicol 3-acetate 0
                                                  chloramphenicol palmitate 1
paths to the root