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CHEBI:134368 - 5a,11a-dehydrooxytetracycline

ChEBI IDCHEBI:134368
ChEBI Name5a,11a-dehydrooxytetracycline
Stars
DefinitionA member of the class of tetracyclines with formula C22H22N2O9 that is an intermediate in the biosynthesis of oxytetracycline by Streptomyces rimosus.
Secondary ChEBI IDCHEBI:81647
Last Modified1 February 2017
SubmitterSteve
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]2N(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
Species of MetaboliteComponentSourceComments
Streptomyces rimosus (ncbitaxon:1927) - PubMed (16959966)
Roles Classification
Biological Roles:
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
5a,11a-dehydrooxytetracycline (CHEBI:134368) has role bacterial metabolite (CHEBI:76969)
5a,11a-dehydrooxytetracycline (CHEBI:134368) is a tetracyclines (CHEBI:26895)
5a,11a-dehydrooxytetracycline (CHEBI:134368) is tautomer of 5a,11a-dehydrooxytetracycline zwitterion (CHEBI:133012)
Incoming Relation(s)
5a,11a-dehydrooxytetracycline zwitterion (CHEBI:133012) is tautomer of 5a,11a-dehydrooxytetracycline (CHEBI:134368)
IUPAC Name 
(4S,4aR,5R,6R,12aS)-4-(dimethylamino)-3,5,6,10,12a-pentahydroxy-6-methyl-1,11,12-trioxo-1,4,4a,5,6,11,12,12a-octahydrotetracene-2-carboxamide
Manual XrefsDatabases
C18296KEGG COMPOUND
CPD-19268MetaCyc
Citations