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CHEBI:133012 - 5a,11a-dehydrooxytetracycline zwitterion

ChEBI IDCHEBI:133012
ChEBI Name5a,11a-dehydrooxytetracycline zwitterion
Stars
DefinitionA zwitterion obtained by transfer of a proton from the 2-hydroxy group to the adjacent tertiary amino group of 5a,11a-dehydrooxytetracycline; major species at pH 7.3.
Last Modified1 February 2017
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC22H22N2O9
Net Charge0
Average Mass458.423
Monoisotopic Mass458.13253
SMILES[H][C@@]12[C@@H](O)C3=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]2[NH+](C)C
InChIInChI=1S/C22H22N2O9/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/h4-6,13-14,17,25,27-28,32-33H,1-3H3,(H2,23,31)/t13-,14+,17+,21-,22+/m1/s1
InChIKeyROBBXUWFDJWPEM-VIWJHOEESA-N
ChEBI Ontology
Outgoing Relation(s)
5a,11a-dehydrooxytetracycline zwitterion (CHEBI:133012) is a zwitterion (CHEBI:27369)
5a,11a-dehydrooxytetracycline zwitterion (CHEBI:133012) is tautomer of 5a,11a-dehydrooxytetracycline (CHEBI:134368)
Incoming Relation(s)
5a,11a-dehydrooxytetracycline (CHEBI:134368) is tautomer of 5a,11a-dehydrooxytetracycline zwitterion (CHEBI:133012)
IUPAC Name 
(1S,4aS,11R,12R,12aR)-3-carbamoyl-1-(dimethylazaniumyl)-4a,7,11,12-tetrahydroxy-11-methyl-4,5,6-trioxo-1,4,4a,5,6,11,12,12a-octahydrotetracen-2-olate
UniProt Name  Source
5a,11a-dehydrooxytetracyclineUniProt
Manual XrefsDatabases
CPD-19268MetaCyc