CHEBI:77932 - tetracycline zwitterion

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ChEBI Name tetracycline zwitterion
ChEBI ID CHEBI:77932
Definition A 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.).
Stars This entity has been manually annotated by the ChEBI Team.
Submitter KAX
Supplier Information
Download Molfile XML SDF
Formula C22H24N2O8
Net Charge 0
Average Mass 444.43460
Monoisotopic Mass 444.15327
InChI InChI=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
InChIKey OFVLGDICTFRJMM-WESIUVDSSA-N
SMILES C[NH+](C)[C@H]1[C@@H]2C[C@H]3C(=C(O)[C@]2(O)C(=O)C(C(N)=O)=C1[O-])C(=O)c1c(O)cccc1[C@@]3(C)O
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.
antiprotozoal drug
Any antimicrobial drug which is used to treat or prevent protozoal infections.
protein synthesis inhibitor
A compound, usually an anti-bacterial agent or a toxin, which inhibits the synthesis of a protein.
Application(s): 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 zwitterion (CHEBI:27369)
tetracycline zwitterion (CHEBI:77932) is conjugate acid of tetracycline(1−) (CHEBI:71392)
tetracycline zwitterion (CHEBI:77932) is conjugate base of tetracycline (CHEBI:27902)
Incoming tetracycline (CHEBI:27902) is conjugate acid of tetracycline zwitterion (CHEBI:77932)
tetracycline(1−) (CHEBI:71392) is conjugate base 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
Synonym Source
tetracycline UniProt
Last Modified
10 June 2014