CHEBI:28408 - 4-de(dimethylamino)-4-oxoanhydrotetracycline

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ChEBI Name 4-de(dimethylamino)-4-oxoanhydrotetracycline
ChEBI ID CHEBI:28408
Definition A member of the class of tetracyclines that is anhydrotetracycline in which the dimethylamino group at position 4 has been replaced by a keto group.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:1820, CHEBI:20356
Supplier Information
Download Molfile XML SDF
Formula C20H15NO8
Net Charge 0
Average Mass 397.336
Monoisotopic Mass 397.07977
InChI InChI=1S/C20H15NO8/c1-6-7-3-2-4-10(22)11(7)15(24)12-8(6)5-9-14(23)16(25)13(19(21)28)18(27)20(9,29)17(12)26/h2-4,9,22,24-25,29H,5H2,1H3,(H2,21,28)/t9-,20-/m0/s1
InChIKey OJQSYBOSDDVFNO-LXGOIASLSA-N
SMILES C12=C(C[C@]3(C(C(O)=C(C([C@]3(C1=O)O)=O)C(N)=O)=O)[H])C(=C4C=CC=C(C4=C2O)O)C
Metabolite of Species Details
Streptomyces coelicolor (NCBI:txid1902) 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 4-de(dimethylamino)-4-oxoanhydrotetracycline (CHEBI:28408) has functional parent anhydrotetracycline (CHEBI:17146)
4-de(dimethylamino)-4-oxoanhydrotetracycline (CHEBI:28408) has role bacterial metabolite (CHEBI:76969)
4-de(dimethylamino)-4-oxoanhydrotetracycline (CHEBI:28408) is a tertiary α-hydroxy ketone (CHEBI:139592)
4-de(dimethylamino)-4-oxoanhydrotetracycline (CHEBI:28408) is a tetracyclines (CHEBI:26895)
4-de(dimethylamino)-4-oxoanhydrotetracycline (CHEBI:28408) is conjugate acid of 4-de(dimethylamino)-4-oxoanhydrotetracycline(1−) (CHEBI:132737)
Incoming 4-de(dimethylamino)-4-oxoanhydrotetracycline(1−) (CHEBI:132737) is conjugate base of 4-de(dimethylamino)-4-oxoanhydrotetracycline (CHEBI:28408)
IUPAC Name
(4aR,12aS)-3,10,11,12a-tetrahydroxy-6-methyl-1,4,12-trioxo-1,4,4a,5,12,12a-hexahydrotetracene-2-carboxamide
Synonyms Sources
4-Dedimethylamino-4-oxo-anhydrotetracycline KEGG COMPOUND
4-Keto-ATC KEGG COMPOUND
4-Ketoanhydrotetracycline KEGG COMPOUND
Manual Xrefs Databases
C06627 KEGG COMPOUND
CPD-19272 MetaCyc
LMPK07000007 LIPID MAPS
View more database links
Registry Number Type Source
2684416 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
18422316 PubMed citation Europe PMC
Last Modified
23 March 2018
General Comment
2018-03-23 See: Garven, S.R., Ph.D thesis (University of Glasgow, 1995). Studies on the gene cluster for oxytetracycline biosynthesis from Streptomyces rimosus. https://europepmc.org/theses/ETH/506455