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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: Amphicol;   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;   Econochlor;   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;   Chemspider:5744;   DrugBank:DB00446;   Drug_Central:589;   HMDB:HMDB0014589;   KEGG:C00918;   KEGG:D00104;   LINCS:LSM-5256
 xref_mesh: MESH:D002701
 xref: MetaCyc:CHLORAMPHENICOL;   PDBeChem:CLM;   PMID:11468347;   PMID:12217690;   PMID:16659995;   PMID:16897441;   PMID:17217404;   PMID:17692887;   PMID:17963326;   PMID:18559535;   PMID:18657290;   PMID:18794387;   PMID:23142491;   PMID:23317719;   PMID:23395526;   PMID:23494278;   PMID:23512826;   PMID:23698443;   PMID:657786;   PMID:6653106;   PMID:7040026;   Patent:GB795131;   Patent:GB796901;   Patent:US2483871;   Patent:US2483884;   Patent:US2483892;   Patent:US2839577;   Pesticides:chloramphenicol;   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 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 Cyp2c6 cytochrome P450, family 2, subfamily C, polypeptide 6 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 chr12:9,207,978...9,230,064
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
NCBI chr MT:5,323...6,867
NCBI chr MT:5,323...6,867
NCBI chr MT:5,323...6,867
NCBI chr MT:5,323...6,867
NCBI chr MT:5,323...6,867
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 NCBI chr MT:7,006...7,689
NCBI chr MT:7,006...7,689
NCBI chr MT:7,006...7,689
NCBI chr MT:7,006...7,689
NCBI chr MT:7,006...7,689
NCBI chr MT:7,006...7,689
NCBI chr MT:7,006...7,689
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
NCBI chr MT:2,740...3,694
NCBI chr MT:2,740...3,694
NCBI chr MT:2,740...3,694
NCBI chr MT:2,740...3,694
NCBI chr MT:2,740...3,694
NCBI chr MT:2,740...3,694
NCBI chr MT:2,740...3,694
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
Ensembl chr 5:159,561,271...159,742,778 		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 chr13:62,163,936...62,172,193
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 Ugt2b1 UDP glucuronosyltransferase 2 family, polypeptide B1 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 19917
    role 19887
      biological role 19885
        antimicrobial agent 18274
          chloramphenicol 32
            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 19917
    subatomic particle 19915
      composite particle 19915
        hadron 19915
          baryon 19915
            nucleon 19915
              atomic nucleus 19915
                atom 19915
                  main group element atom 19855
                    p-block element atom 19855
                      carbon group element atom 19774
                        carbon atom 19790
                          organic molecular entity 19790
                            heteroorganic entity 19549
                              organochalcogen compound 19309
                                organooxygen compound 19204
                                  carbon oxoacid 18689
                                    carboxylic acid 18686
                                      carboacyl group 17723
                                        univalent carboacyl group 17704
                                          carbamoyl group 17574
                                            carboxamide 17574
                                              chloramphenicol 32
                                                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