CHEBI:27701 - oxytetracycline

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ChEBI Name oxytetracycline
ChEBI ID CHEBI:27701
Definition A tetracycline used for treatment of infections caused by a variety of Gram positive and Gram negative microorganisms including Mycoplasma pneumoniae, Pasteurella pestis, Escherichia coli, Haemophilus influenzae (respiratory infections), and Diplococcus pneumoniae.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:7871, CHEBI:521157, CHEBI:25811, CHEBI:596903
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Formula C22H24N2O9
Net Charge 0
Average Mass 460.43400
InChI InChI=1S/C22H24N2O9/c1-21(32)7-5-4-6-8(25)9(7)15(26)10-12(21)17(28)13-14(24(2)3)16(27)11(20(23)31)19(30)22(13,33)18(10)29/h4-6,12-14,17,25,27-29,32-33H,1-3H3,(H2,23,31)/t12-,13-,14+,17+,21-,22+/m1/s1
InChIKey IWVCMVBTMGNXQD-PXOLEDIWSA-N
SMILES [H][C@@]12[C@@H](O)[C@@]3([H])C(C(=O)c4c(O)cccc4[C@@]3(C)O)=C(O)[C@]1(O)C(=O)C(C(N)=O)=C(O)[C@H]2N(C)C
Metabolite of Species Details
Streptomyces rimosus (NCBI:1927) See: PubMed
Roles Classification
Biological Role(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via carbocyclic antibiotic )
bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
protein synthesis inhibitor
A compound, usually an anti-bacterial agent or a toxin, which inhibits the synthesis of a protein.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via tetracyclines )
Application(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
anti-inflammatory drug
A substance that reduces or suppresses inflammation.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing oxytetracycline (CHEBI:27701) has role anti-inflammatory drug (CHEBI:35472)
oxytetracycline (CHEBI:27701) has role antibacterial drug (CHEBI:36047)
oxytetracycline (CHEBI:27701) has role antimicrobial agent (CHEBI:33281)
oxytetracycline (CHEBI:27701) has role bacterial metabolite (CHEBI:76969)
oxytetracycline (CHEBI:27701) has role protein synthesis inhibitor (CHEBI:48001)
oxytetracycline (CHEBI:27701) is a tetracyclines (CHEBI:26895)
IUPAC Name
(4S,4aR,5S,5aR,6S,12aS)-4-(dimethylamino)-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide
INNs Sources
oxitetraciclina ChemIDplus
oxytetracyclinum ChemIDplus
Synonyms Sources
5-Hydroxytetracycline ChemIDplus
Oxyterracin ChemIDplus
Oxyterracine ChemIDplus
Oxytetracyclin ChemIDplus
Oxytetracycline (anhydrous) ChemIDplus
Oxytetracycline amphoteric ChemIDplus
Database Links Databases
C00017127 KNApSAcK
C06624 KEGG COMPOUND
DB00595 DrugBank
HMDB14733 HMDB
LMPK07000005 LIPID MAPS
oxytetracycline Alan Wood's Pesticides
Oxytetracycline Wikipedia
View more database links
Registry Numbers Types Sources
2686362 Beilstein Registry Number Beilstein
2714587 Reaxys Registry Number Reaxys
2714587 Beilstein Registry Number Beilstein
623487 Gmelin Registry Number Gmelin
79-57-2 CAS Registry Number KEGG COMPOUND
79-57-2 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
1650428 PubMed citation CiteXplore
17386724 PubMed citation CiteXplore
17638695 PubMed citation ChEMBL
17870541 PubMed citation ChEMBL
1833366 PubMed citation CiteXplore
21136283 PubMed citation CiteXplore
21488905 PubMed citation CiteXplore
22013404 PubMed citation CiteXplore
24247133 PubMed citation CiteXplore
24281679 PubMed citation CiteXplore
24290103 PubMed citation CiteXplore
24362004 PubMed citation CiteXplore
24510709 PubMed citation CiteXplore
24607684 PubMed citation CiteXplore
24853528 PubMed citation CiteXplore
24983832 PubMed citation CiteXplore
25019386 PubMed citation CiteXplore
25035320 PubMed citation CiteXplore
25081007 PubMed citation CiteXplore
Last Modified
24 October 2014