CHEBI:57522 - 12-dehydrotetracycline zwitterion

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name 12-dehydrotetracycline zwitterion
ChEBI ID CHEBI:57522
Definition Zwitterionic form of 12-dehydrotetracycline arising from transfer of a proton from the 2-hydroxy group to the adjacent tertiary amino group.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C22H22N2O8
Net Charge 0
Average Mass 442.41870
Monoisotopic Mass 442.13762
InChI InChI=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
InChIKey DUAVZCXHIINBQU-ILGMQVKHSA-N
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
ChEBI Ontology
Outgoing 12-dehydrotetracycline zwitterion (CHEBI:57522) is a zwitterion (CHEBI:27369)
12-dehydrotetracycline zwitterion (CHEBI:57522) is tautomer of 12-dehydrotetracycline (CHEBI:15808)
Incoming 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
Synonym Source
5a,11a-dehydrotetracycline UniProt
Last Modified
30 November 2016