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CHEBI:77932 - tetracycline zwitterion

ChEBI IDCHEBI:77932
ChEBI Nametetracycline zwitterion
Stars
DefinitionA zwitterion obtained by transfer of a proton from the 2-hydroxy group to the 1-amino group of tetracycline. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).
Last Modified23 August 2024
SubmitterKAX
DownloadsMolfile
FormulaC22H24N2O8
Net Charge0
Average Mass444.440
Monoisotopic Mass444.15327
SMILES[H][C@]12C[C@@]3([H])[C@H]([NH+](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
Roles Classification
Biological Roles:
protein synthesis inhibitor  A compound, usually an anti-bacterial agent or a toxin, which inhibits the synthesis of a protein.
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.
antiprotozoal drug  Any antimicrobial drug which is used to treat or prevent protozoal infections.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Applications:
antibacterial drug  A drug used to treat or prevent bacterial infections.
antiprotozoal drug  Any antimicrobial drug which is used to treat or prevent protozoal infections.
ChEBI Ontology
Outgoing Relation(s)
tetracycline zwitterion (CHEBI:77932) has role antibacterial drug (CHEBI:36047)
tetracycline zwitterion (CHEBI:77932) has role antimicrobial agent (CHEBI:33281)
tetracycline zwitterion (CHEBI:77932) has role antiprotozoal drug (CHEBI:35820)
tetracycline zwitterion (CHEBI:77932) has role protein synthesis inhibitor (CHEBI:48001)
tetracycline zwitterion (CHEBI:77932) is a a tetracycline zwitterion (CHEBI:144644)
tetracycline zwitterion (CHEBI:77932) is a zwitterion (CHEBI:27369)
tetracycline zwitterion (CHEBI:77932) is conjugate acid of tetracycline(1−) (CHEBI:71392)
tetracycline zwitterion (CHEBI:77932) is tautomer of tetracycline (CHEBI:27902)
Incoming Relation(s)
tetracycline(1−) (CHEBI:71392) is conjugate base of tetracycline zwitterion (CHEBI:77932)
tetracycline (CHEBI:27902) is tautomer of tetracycline zwitterion (CHEBI:77932)
IUPAC Name 
(1S,4aS,11S,11aS,12aS)-3-carbamoyl-1-(dimethylazaniumyl)-4a,5,7,11-tetrahydroxy-11-methyl-4,6-dioxo-1,4,4a,6,11,11a,12,12a-octahydrotetracen-2-olate
UniProt Name  Source
tetracyclineUniProt