CHEBI:59040 - lymecycline

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ChEBI Name lymecycline
ChEBI ID CHEBI:59040
Definition A tetracycline-based broad-spectrum antibiotic. It is approximately 5000 times more soluble than tetracycline base and is unique amongst tetracyclines in that it is absorbed by the "active transport" process across the intestinal wall.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C29H38N4O10
Net Charge 0
Average Mass 602.63280
Monoisotopic Mass 602.259
InChI InChI=1S/C29H38N4O10/c1-28(42)13-7-6-9-17(34)18(13)22(35)19-14(28)11-15-21(33(2)3)23(36)20(25(38)29(15,43)24(19)37)26(39)32-12-31-10-5-4-8-16(30)27(40)41/h6-7,9,14-16,21,31,34,36-37,42-43H,4-5,8,10-12,30H2,1-3H3,(H,32,39)(H,40,41)/t14-,15-,16-,21-,28+,29-/m0/s1
InChIKey AHEVKYYGXVEWNO-UEPZRUIBSA-N
SMILES [H][C@@]12C[C@@]3([H])C(C(=O)c4c(O)cccc4[C@@]3(C)O)=C(O)[C@]1(O)C(=O)C(C(=O)NCNCCCC[C@H](N)C(O)=O)=C(O)[C@H]2N(C)C
Roles Classification
Biological Role(s): protein synthesis inhibitor
A compound, usually an anti-bacterial agent or a toxin, which inhibits the synthesis of a protein.
antiprotozoal drug
Any antimicrobial drug which is used to treat or prevent protozoal infections.
antibacterial drug
A drug used to treat or prevent bacterial infections.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
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): antiprotozoal drug
Any antimicrobial drug which is used to treat or prevent protozoal infections.
antibacterial drug
A drug used to treat or prevent bacterial infections.
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ChEBI Ontology
Outgoing lymecycline (CHEBI:59040) has role antibacterial drug (CHEBI:36047)
lymecycline (CHEBI:59040) has role antimicrobial agent (CHEBI:33281)
lymecycline (CHEBI:59040) has role antiprotozoal drug (CHEBI:35820)
lymecycline (CHEBI:59040) has role protein synthesis inhibitor (CHEBI:48001)
lymecycline (CHEBI:59040) is a tertiary α-hydroxy ketone (CHEBI:139592)
lymecycline (CHEBI:59040) is a tetracyclines (CHEBI:26895)
IUPAC Name
N6-[({[(4S,4aS,5aS,6S,12aS)-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracen-2-yl]carbonyl}amino)methyl]-L-lysine
INNs Sources
limeciclina ChemIDplus
lymecycline KEGG DRUG
lymecyclinum ChemIDplus
Synonyms Sources
(+)-N-(5-Amino-5-carboxypentylaminomethyl)-4-dimethylamino-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxonaphthacene-2-carboxamide ChemIDplus
N-Lysinomethyltetracycline ChemIDplus
N2-(((+)-5-Amino-5-carboxypentylamino)methyl)tetracycline ChemIDplus
N6-((4-(Dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-naphthacenecarboxamido)methyl)lysine ChemIDplus
Tetracycline-L-methylene lysine ChemIDplus
Tetracycline-L-methylenelysine ChemIDplus
Manual Xrefs Databases
1619 DrugCentral
D06884 KEGG DRUG
DB00256 DrugBank
Lymecycline Wikipedia
View more database links
Registry Numbers Types Sources
15428429 Reaxys Registry Number Reaxys
992-21-2 CAS Registry Number KEGG DRUG
992-21-2 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
1650428 PubMed citation Europe PMC
24985054 PubMed citation Europe PMC
25672310 PubMed citation Europe PMC
Last Modified
07 February 2018