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CHEBI:57522 - 12-dehydrotetracycline zwitterion

ChEBI IDCHEBI:57522
ChEBI Name12-dehydrotetracycline zwitterion
Stars
DefinitionZwitterionic form of 12-dehydrotetracycline arising from transfer of a proton from the 2-hydroxy group to the adjacent tertiary amino group.
Last Modified30 November 2016
DownloadsMolfile
FormulaC22H22N2O8
Net Charge0
Average Mass442.424
Monoisotopic Mass442.13762
SMILES[H][C@@]12CC3=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/C22H22N2O8/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/h4-6,10,15,25,27,31-32H,7H2,1-3H3,(H2,23,30)/t10-,15-,21+,22-/m0/s1
InChIKeyDUAVZCXHIINBQU-ILGMQVKHSA-N
ChEBI Ontology
Outgoing Relation(s)
12-dehydrotetracycline zwitterion (CHEBI:57522) is a zwitterion (CHEBI:27369)
12-dehydrotetracycline zwitterion (CHEBI:57522) is tautomer of 12-dehydrotetracycline (CHEBI:15808)
Incoming Relation(s)
12-dehydrotetracycline (CHEBI:15808) is tautomer of 12-dehydrotetracycline zwitterion (CHEBI:57522)
IUPAC Name 
(1S,4aS,11S,12aS)-3-carbamoyl-1-(dimethylazaniumyl)-4a,7,11-trihydroxy-11-methyl-4,5,6-trioxo-1,4,4a,5,6,11,12,12a-octahydrotetracen-2-olate
UniProt Name  Source
5a,11a-dehydrotetracyclineUniProt