CHEBI:134368 - 5a,11a-dehydrooxytetracycline

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ChEBI Name 5a,11a-dehydrooxytetracycline
ChEBI ID CHEBI:134368
Definition A member of the class of tetracyclines with formula C22H22N2O9 that is an intermediate in the biosynthesis of oxytetracycline by Streptomyces rimosus.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:81647
Supplier Information
Download Molfile XML SDF
Formula C22H22N2O9
Net Charge 0
Average Mass 458.419
Monoisotopic Mass 458.13253
InChI InChI=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
InChIKey ROBBXUWFDJWPEM-VIWJHOEESA-N
SMILES [C@@]12([C@](C(C=3C(C=4C(=CC=CC4[C@@](C3[C@@H]1O)(C)O)O)=O)=O)(C(C(C(N)=O)=C([C@H]2N(C)C)O)=O)O)[H]
Metabolite of Species Details
Streptomyces rimosus (NCBI:txid1927) See: PubMed
Roles Classification
Biological Role(s): 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.
(via tetracyclines )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 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 Xrefs Databases
C18296 KEGG COMPOUND
CPD-19268 MetaCyc
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Citations Waiting for Citations Types Sources
16959966 PubMed citation Europe PMC
19908837 PubMed citation Europe PMC
Last Modified
01 February 2017