Compound: nogalamycin
SMILES: O=C1c2c(C(=O)c3c1c(O)c4c([C@@H](C(=O)OC)[C@](O)(C)C[C@@H]4O[C@@H]5O[C@H]([C@H](OC)[C@]([C@H]5OC)(OC)C)C)c3)c6O[C@@H]7O[C@](c6cc2O)([C@H](O)[C@H]([C@@H]7O)N(C)C)C
InChIKey: KGTDRFCXGRULNK-JYOBTZKQSA-N
Synonyms: nogalamycin, 1404-15-5, Nogalamicina, Nogalamycine, Nogalamycinum, Antibiotic 205t3, NSC-70845, U 15167, U-15167, L059DCD6IP, CHEBI:44504, DTXSID20930779, 2,6-Epoxy-2H-naphthaceno(1,2-b)oxocin-14-carboxylic acid, 11-((6-deoxy-3-C-methyl-2,3,4-tri-O-methyl-alpha-L-mannopyranosyl)oxy)-4-(dimethylamino)-3,4,5,6,9,11,12,13,14,16-decahydro-3,5,8,10,13-pentahydroxy-6,13-dimethyl-9,16-dioxo-, methyl ester, (2R-(2alpha,3beta,4alpha,5beta,6alpha,11beta,13alpha,14alpha))-, RefChem:854422, DTXCID101505955, U15167, (2R-(2alpha,3beta,4alpha,5beta,6alpha,11beta,13alpha,14alpha))-11-((6-deoxy-3-C-methyl-2,3,4-tri-O-methyl-alpha-L-mannopyranosyl)oxy)-4(dimethylamino)-3,4,5,6,9,11,12,13,14,16-decahydro-3,5,8,10,13-pentahydroxy-6,13-dimethyl-9,16-dioxo-2,6-epoxy-2H-naphthaceno(1,2-b)oxocin-14-carboxylic acid methyl ester, methyl (1S,10S,12S,13R,21S,23S)-23-(dimethylamino)-4,8,12-trihydroxy-10-((2R,3R,4R,5S,6S)-4-hydroxy-3,5-dimethoxy-4,6-dimethyloxan-2-yl)oxy-1,12-dimethyl-6,17-dioxo-25-oxahexacyclo(19.3.1.02,19.05,18.07,16.09,14)pentacosa-2,4,7(16),8,14,18-hexaene-13-carboxylate, NSC70845, Nogalomycin, Antibiotic NSC 70845, methyl (2R,3S,4R,5R,6R,11S,13S,14R)-11-[(6-deoxy-3-C-methyl-2,3,4-tri-O-methyl-alpha-L-mannopyranosyl)oxy]-4-(dimethylamino)-3,5,8,10,13-pentahydroxy-6,13-dimethyl-9,16-dioxo-3,4,5,6,9,11,12,13,14,16-decahydro-2H-2,6-epoxytetraceno[1,2-b]oxocine-14-carboxylate, Nogalamyicn, NSC 70845, Antibiotic from Streptomyces nogalater, 2,6-Epoxy-2H-naphthaceno[1,2-b]oxocin-14-carboxylic acid, 11-[(6-deoxy-3-C-methyl-2,3,4-tri-O-methyl-alpha-L-mannopyranosyl)oxy]-4-(dimethylamino)-3,4,5,6,9,11,12,13,14,16-decahydro-3,5,8,10,13-pentahydroxy-6,13-dimethyl-9,16-dioxo-, methyl ester, (2R,3S,4R,5R,6R,11S,13S,14R)-, methyl (1R,10S,12S,13R,21R,22S,23R,24R)-23-(dimethylamino)-4,8,12,22,24-pentahydroxy-1,12-dimethyl-6,17-dioxo-10-[(2R,3R,4R,5S,6S)-3,4,5-trimethoxy-4,6-dimethyloxan-2-yl]oxy-20,25-dioxahexacyclo[19.3.1.02,19.05,18.07,16.09,14]pentacosa-2,4,7(16),8,14,18-hexaene-13-carboxylate, NGM, Nogalamycin [USAN:INN], UNII-L059DCD6IP, Nogalamycine [INN-French], Nogalamycinum [INN-Latin], Nogalamicina [INN-Spanish], C39H49NO16, Antibiotic 205t3; NSC 70845; U 15167, NOGALAMYCIN [MI], NOGALAMYCIN [INN], Nogalamycin (USAN/INN), NOGALAMYCIN [USAN], SCHEMBL4472, CHEMBL504459, SCHEMBL29356331, KGTDRFCXGRULNK-JYOBTZKQSA-N, BDBM50370548, EX-A11117, MFCD00083442, AKOS040749035, Methyl 11-((6-desoxy-3-C-methyl-2,3,4-tri-O-methyl-alpha-L-mannopyranosyl)oxy)-4-dimethylamino-3,4,5,6,9,11,12,13,14,16-decahydro-3,5,8,10,13-pentahydroxy-6,13-dimethyl-9,16-dioxo-2,6-epoxy-2H-naphthaceno(1,2-b)-oxocin-14-carboxylat, HY-105846, CS-0026774, NS00011895, C18633, D05198, Q7047427, 2,6-Epoxy-2H-naphthaceno[1,2-b]oxocin-14-carboxylic acid, 11-[(6-deoxy-3-C-methyl-2,3,4-tri-O-methyl-|A-L-mannopyranosyl)oxy]-4-(dimethylamino)-3,4,5,6,9,11,12,13,14,16-decahydro-3,5,8,10,13-pentahydroxy-6,13-dimethyl-9,16-dioxo-, methyl ester, (2R,3S,4R,5R,6R,11S,13S,14R)-, methyl (1R,10S,12S,13R,21R,22S,23R,24R)-23-(dimethylamino)-4,8,12,22,24-pentahydroxy-1,12-dimethyl-6,17-dioxo-10-[(2R,3R,4R,5S,6S)-3,4,5-trimethoxy-4,6-dimethyl-tetrahydropyran-2-yl]oxy-20,25-dioxahexacyclo[19.3.1.02,19.05,18.07,16.09,14]pentacosa-2,4,7(16),8,14,18-hexaene-13-carboxylate
Theoretical properties:
molecular_formula: C39H49NO16
molecular_weight: 787.8 g/mol
exact_mass: 787.30513448 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 5
hydrogen_bond_acceptor_count: 17
rotatable_bond_count: 8
heavy_atom_count: 56
topological_polar_surface_area: 229 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Nogalamycin is an anthracycline antibiotic isolated from Streptomyces nogalater. It is a DNA intercalator and exhibits anticancer properties. It has a role as an intercalator, an antineoplastic agent, a cardiotoxic agent and a bacterial metabolite. It is a methyl ester, a polyketide, a tetrol, an anthracycline antibiotic, a tertiary amino compound, an organic heterohexacyclic compound and a monosaccharide derivative.
chebi: An anthracycline antibiotic isolated from <em>Streptomyces nogalater</em>. It is a DNA intercalator and exhibits anticancer properties.
wikipedia: Nogalamycin is an anthracycline antibiotic produced by the soil bacteria Streptomyces nogalater. It has antitumor properties but it is also highly cardiotoxic. The less cardiotoxic semisynthetic analog menogaril was developed in the 1970s. Currently nogalamycin and menogaril are not used clinically.