Compound: Lymecycline
SMILES: O=C1c2c(O)cccc2[C@](O)(C)[C@@H]3C1=C(O)[C@]4(O)C(=O)C(=C(O)[C@H]([C@@H]4C3)N(C)C)C(=O)NCNCCCC[C@H](N)C(=O)O
InChIKey: AHEVKYYGXVEWNO-UEPZRUIBSA-N
Synonyms: Lymecycline, 992-21-2, Mucomycin, Tetralysal, Limeciclina, Lymecyclinum, N-Lysinomethyltetracycline, Tetracycline-L-methylenelysine, Ciclolysal, Ciclolysine, Tetracycline-L-methylene lysine, Tetracyclinemethylenelysine, Lymecycline (INN), Lymecycline (85%), (+)-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, 7D6EM3S13P, (2S)-6-[({[(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]formamido}methyl)amino]-2-aminohexanoic acid, (2S)-6-[[[(4S,4aS,5aS,6S,12aR)-4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carbonyl]amino]methylamino]-2-aminohexanoic acid, 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, N(2)-(((+)-5-Amino-5-carboxypentylamino)methyl)tetracycline, Tetralisal, Armyl, LYMECYCLINE [INN], L-Lysine,N6-[[[[(4S,4aS,5aS,6S,12aS)-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-naphthacenyl]carbonyl]amino]methyl]-, N(6)-[({[(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, Infaciclina, Lisinbiotic, Vebicyclysal, Ciclisin, Tetraciclina-L-metilenlisina, Lymecycline [INN:BAN], C29H38N4O10, Lymecyclinum [INN-Latin], Limeciclina [INN-Spanish], Tetracycline, lysinomethyl-, UNII-7D6EM3S13P, EINECS 213-592-2, Tetraciclina-L-metilenlisina [Italian], LYMECYCLINE [MI], LYMECYCLINE [MART.], LYMECYCLINE [WHO-DD], SCHEMBL149162, orb1705786, tetracycline-L Methylene-Lysine, CHEMBL2103929, SCHEMBL23248015, SCHEMBL29800028, CHEBI:59040, GTPL10912, AHEVKYYGXVEWNO-UEPZRUIBSA-N, PZTCVADFMACKLU-UEPZRUIBSA-N, LYMECYCLINE [EP MONOGRAPH], N(sup 2)-(((+)-5-Amino-5-carboxypentylamino)methyl)tetracycline, EBC-27373, AKOS016340328, DB00256, KS-1366, 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, lysinemethylene deriv., DA-65161, FL164019, HY-106339, CS-0025613, D06884, EN300-19790903, Q897051, N2-(((+)-5-Amino-5-carboxypentylamino)methyl)tetracycline, (2S)-6-[[[(4S,4aS,5aS,6S,12aR)-4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carbonyl]amino]methylamino]-2-amino-hexanoic acid, (S)-2-amino-6-((((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-octahydrotetracene-2-carboxamido)methyl)amino)hexanoic acid, L-Lysine, N6-(((((4S,4aS,5aS,6S,12aS)-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-naphthacenyl)carbonyl)amino)methyl)-, L-Lysine, N6-((((4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-naphthacenyl)carbonyl)amino)methyl)-, (4S-(4alpha,4aalpha,6beta,12aalpha))-, Lysine, N(sup 6)-((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)-, (+)-
Theoretical properties:
molecular_formula: C29H38N4O10
molecular_weight: 602.6 g/mol
exact_mass: 602.25879342 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 9
hydrogen_bond_acceptor_count: 13
rotatable_bond_count: 10
heavy_atom_count: 43
topological_polar_surface_area: 243 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Lymecycline is 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. It has a role as an antimicrobial agent, an antiprotozoal drug, an antibacterial drug and a protein synthesis inhibitor. It is a tertiary alpha-hydroxy ketone and a member of tetracyclines.
chebi: 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.
chembl: LYMECYCLINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 3.0.
wikipedia: Lymecycline is a tetracycline broad-spectrum antibiotic. It is approximately 5,000 times more soluble than tetracycline base and is unique amongst tetracyclines in that it is absorbed by an active transport process across the intestinal wall, making use of the same fast and efficient mechanism by which carbohydrates are absorbed.
The greater absorption of lymecycline allows for lower dosages to be used; the standard dose of 408 mg is equivalent to 300 mg tetracycline base and, in its action, to 500 mg tetracycline hydrochloride. Lymecycline, unlike tetracycline hydrochloride, is soluble at all physiological pH values.