CHEBI:6805 - methacycline

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ChEBI Name methacycline
ChEBI ID CHEBI:6805
Definition A tetracycline that is the 6-methylene analogue of oxytetracycline, obtained by formal dehydration at position 6.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C22H22N2O8
Net Charge 0
Average Mass 442.41870
Monoisotopic Mass 442.13762
InChI InChI=1S/C22H22N2O8/c1-7-8-5-4-6-9(25)11(8)16(26)12-10(7)17(27)14-15(24(2)3)18(28)13(21(23)31)20(30)22(14,32)19(12)29/h4-6,10,14-15,17,25,27-29,32H,1H2,2-3H3,(H2,23,31)/t10-,14-,15+,17+,22+/m1/s1
InChIKey MHIGBKBJSQVXNH-IWVLMIASSA-N
SMILES [H][C@@]12[C@@H](O)[C@]3([H])C(=C)c4cccc(O)c4C(=O)C3=C(O)[C@]1(O)C(=O)C(C(N)=O)=C(O)[C@H]2N(C)C
Roles Classification
Biological Role(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via tetracyclines )
Application(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing methacycline (CHEBI:6805) has role antibacterial drug (CHEBI:36047)
methacycline (CHEBI:6805) is a primary carboxamide (CHEBI:140324)
methacycline (CHEBI:6805) is a tertiary α-hydroxy ketone (CHEBI:139592)
methacycline (CHEBI:6805) is a tetracyclines (CHEBI:26895)
IUPAC Name
(4S,4aR,5S,5aR,12aS)-4-(dimethylamino)-3,5,10,12,12a-pentahydroxy-6-methylene-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide
INNs Sources
metaciclina ChemIDplus
metacycline KEGG DRUG
metacyclinum ChemIDplus
Synonyms Sources
6-Demethyl-6-deoxy-5-hydroxy-6-methylenetetracycline ChemIDplus
6-Deoxy-6-demethyl-6-methylene-5-oxytetracycline ChemIDplus
6-Methylene-5-hydroxytetracycline ChemIDplus
6-Methylene-5-oxytetracycline ChemIDplus
6-Methyleneoxytetracycline ChemIDplus
Methacyclinum ChemIDplus
Methylenecycline ChemIDplus
Rondomycin ChemIDplus
Tri-methacycline ChemIDplus
Manual Xrefs Databases
1727 DrugCentral
C07654 KEGG COMPOUND
D04972 KEGG DRUG
DB00931 DrugBank
Methacycline Wikipedia
US2984686 Patent
View more database links
Registry Numbers Types Sources
2230316 Reaxys Registry Number Reaxys
914-00-1 CAS Registry Number ChemIDplus
Citation Waiting for Citations Type Source
1650428 PubMed citation Europe PMC
Last Modified
05 March 2018