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CHEBI:77932 - tetracycline zwitterion

Default Structure
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:
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
protein synthesis inhibitor  A compound, usually an anti-bacterial agent or a toxin, which inhibits the synthesis of a protein.
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.
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.
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