CHEBI:27902 - tetracycline

ChEBI IDCHEBI:27902
ChEBI Nametetracycline
Stars
DefinitionA broad-spectrum polyketide antibiotic produced by the Streptomyces genus of actinobacteria.
Secondary ChEBI IDsCHEBI:9474, CHEBI:26894, CHEBI:45729
Last Modified3 June 2025
SubmitterSteve
DownloadsMolfile
FormulaC22H24N2O8
Net Charge0
Average Mass444.440
Monoisotopic Mass444.15327
SMILES[H][C@]12C[C@@]3([H])[C@H](N(C)C)C(O)=C(C(N)=O)C(=O)[C@@]3(O)C(O)=C1C(=O)c1c(O)cccc1[C@@]2(C)O
InChIInChI=1S/C22H24N2O8/c1-21(31)8-5-4-6-11(25)12(8)16(26)13-9(21)7-10-15(24(2)3)17(27)14(20(23)30)19(29)22(10,32)18(13)28/h4-6,9-10,15,25,27-28,31-32H,7H2,1-3H3,(H2,23,30)/t9-,10-,15-,21+,22-/m0/s1
InChIKeyOFVLGDICTFRJMM-WESIUVDSSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Escherichia coli (ncbitaxon:562) - PubMed (21988831)
Roles Classification
Biological Roles:
Escherichia coli metabolite  Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
antiprotozoal drug  Any antimicrobial drug which is used to treat or prevent protozoal infections.
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.
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
protein synthesis inhibitor  A compound, usually an anti-bacterial agent or a toxin, which inhibits the synthesis of a protein.
antifungal drug  Any antifungal agent used to prevent or treat fungal infections in humans or animals.
immunosuppressive agent  An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Applications:
antiprotozoal drug  Any antimicrobial drug which is used to treat or prevent protozoal infections.
antibacterial drug  A drug used to treat or prevent bacterial infections.
antiinfective agent  A substance used in the prophylaxis or therapy of infectious diseases.
antifungal drug  Any antifungal agent used to prevent or treat fungal infections in humans or animals.
immunosuppressive agent  An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
ophthalmology drug  Any compound used for the treatment of eye conditions or eye diseases.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
tetracycline (CHEBI:27902) has role Escherichia coli metabolite (CHEBI:76971)
tetracycline (CHEBI:27902) has role antibacterial agent (CHEBI:33282)
tetracycline (CHEBI:27902) has role antibacterial drug (CHEBI:36047)
tetracycline (CHEBI:27902) has role antifungal drug (CHEBI:86327)
tetracycline (CHEBI:27902) has role antiinfective agent (CHEBI:35441)
tetracycline (CHEBI:27902) has role antimicrobial agent (CHEBI:33281)
tetracycline (CHEBI:27902) has role antineoplastic agent (CHEBI:35610)
tetracycline (CHEBI:27902) has role antiprotozoal drug (CHEBI:35820)
tetracycline (CHEBI:27902) has role immunosuppressive agent (CHEBI:35705)
tetracycline (CHEBI:27902) has role ophthalmology drug (CHEBI:66981)
tetracycline (CHEBI:27902) has role protein synthesis inhibitor (CHEBI:48001)
tetracycline (CHEBI:27902) is a tertiary α-hydroxy ketone (CHEBI:139592)
tetracycline (CHEBI:27902) is a tetracyclines (CHEBI:26895)
tetracycline (CHEBI:27902) is tautomer of tetracycline zwitterion (CHEBI:77932)
Incoming Relation(s)
11a-hydroxytetracycline (CHEBI:134017) has functional parent tetracycline (CHEBI:27902)
tetracycline zwitterion (CHEBI:77932) is tautomer of tetracycline (CHEBI:27902)
IUPAC Name 
(4S,4aS,5aS,6S,12aS)-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide
INNs  Source
tetraciclinaWHO MedNet
tetracyclineChemIDplus
tetracyclinumChemIDplus
Synonyms  Source
(4S,4aS,5aS,12aS)-4-(Dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-naphthacenecarboxamideChemIDplus
AbramycinChemIDplus
AnhydrotetracyclineDrugBank
DeschlorobiomycinChemIDplus
E701ChEMBL
LiquamycinChemIDplus
Brand Names  Source
AchromycinChEBI
Achromycin vChEMBL
EconomycinChEMBL
PanmycinChEMBL
SupramycinChEMBL
SustamycinChEMBL
Manual XrefsDatabases
1739VSDB
2611DrugCentral
C06570KEGG COMPOUND
CPD0-1414MetaCyc
D00201KEGG DRUG
DB00759DrugBank
TACPDBeChem
TetracyclineWikipedia
US2699054Patent
US2712517Patent
US2886595Patent
US3005023Patent
US3019173Patent
US3301899Patent
Registry NumbersSources
Gmelin:1103368Gmelin
Reaxys:2230417Reaxys
CAS:60-54-8KEGG COMPOUND
CAS:60-54-8ChemIDplus
Citations