Compound: novobiocin
SMILES: O=c1oc2c(ccc(c2C)O[C@@H]3OC([C@H](OC)[C@H]([C@H]3O)OC(=O)N)(C)C)c(c1NC(=O)c4cc(c(O)cc4)CC=C(C)C)O
InChIKey: YJQPYGGHQPGBLI-KGSXXDOSSA-N
Synonyms: novobiocin, 303-81-1, Streptonivicin, Cardelmycin, Inamycin, Spheromycin, Novobiocina, Novobiocine, Crystallinic acid, Cathocin, Novobiocinum, PA 93, Benzamide, N-(7-((3-O-(aminocarbonyl)-6-deoxy-5-C-methyl-4-O-methyl-beta-L-lyxo-hexopyranosyl)oxy)-4-hydroxy-8-methyl-2-oxo-2H-1-benzopyran-3-yl)-4-hydroxy-3-(3-methyl-2-butenyl)-, 17EC19951N, DTXSID3041083, CHEBI:28368, [(3R,4S,5R,6R)-5-hydroxy-6-[4-hydroxy-3-[[4-hydroxy-3-(3-methylbut-2-enyl)benzoyl]amino]-8-methyl-2-oxochromen-7-yl]oxy-3-methoxy-2,2-dimethyloxan-4-yl] carbamate, N-{7-[(3-O-carbamoyl-6-deoxy-5-methyl-4-O-methyl-beta-D-gulopyranosyl)oxy]-4-hydroxy-8-methyl-2-oxo-2H-chromen-3-yl}-4-hydroxy-3-(3-methylbut-2-en-1-yl)benzamide, NSC2382, ((3R,4S,5R,6R)-5-hydroxy-6-(4-hydroxy-3-((4-hydroxy-3-(3-methylbut-2-enyl)benzoyl)amino)-8-methyl-2-oxochromen-7-yl)oxy-3-methoxy-2,2-dimethyloxan-4-yl) carbamate, (3R,4S,5R,6R)-5-hydroxy-6-((4-hydroxy-3-((4-hydroxy-3-(3-methylbut-2-en-1-yl)benzene)amido)-8-methyl-2-oxo-2H-chromen-7-yl)oxy)-3-methoxy-2,2-dimethyloxan-4-yl carbamate, (3R,4S,5R,6R)-5-hydroxy-6-[(4-hydroxy-3-{[4-hydroxy-3-(3-methylbut-2-en-1-yl)benzene]amido}-8-methyl-2-oxo-2H-chromen-7-yl)oxy]-3-methoxy-2,2-dimethyloxan-4-yl carbamate, N-(7-((3-O-carbamoyl-6-deoxy-5-methyl-4-O-methyl-beta-D-gulopyranosyl)oxy)-4-hydroxy-8-methyl-2-oxo-2H-chromen-3-yl)-4-hydroxy-3-(3-methylbut-2-en-1-yl)benzamide, Albamix Feed Medication, RefChem:55737, DTXCID1021083, 206-146-3, Albamycin, Cathomycin, Antibiotic PA-93, Novobiocine [INN-French], Novobiocinum [INN-Latin], Novobiocina [INN-Spanish], Robiocina, U 6391, (3R,4S,5R,6R)-5-Hydroxy-6-((4-hydroxy-3-(4-hydroxy-3-(3-methylbut-2-en-1-yl)benzamido)-8-methyl-2-oxo-2H-chromen-7-yl)oxy)-3-methoxy-2,2-dimethyltetrahydro-2H-pyran-4-yl carbamate, Sirbiocina, Stilbiocina, Albamix, CHEMBL36506, Novo-R, NOV, Novobiocin [INN:BAN], C31H36N2O11, [(3R,4S,5R,6R)-5-hydroxy-6-[4-hydroxy-3-[[4-hydroxy-3-(3-methylbut-2-enyl)benzoyl]amino]-8-methyl-2-oxo-chromen-7-yl]oxy-3-methoxy-2,2-dimethyl-tetrahydropyran-4-yl] carbamate, HSDB 7443, EINECS 206-146-3, Cardelmycin;, Cathomycin;, Spheromycin;, AI3-50148, Albamycin;, Biotexin;, Cathocin;, Inamycin;, Streptonivicin (*Sodium salt*), UNII-17EC19951N, 4urn, 4uro, 7-(3-(O-Carbamoyl)-4-(O-methyl)-5,5-dimethyl-alpha-L-lyxopyranosyloxy)-4-hydroxy-3-(4-hydroxy-3-(3-methyl-2-butenyl)benzamidol)-8-methylcumarin, 7-(Carbamoyltetrahydro-3-hydroxy-5-methoxy-6,6-dimethylpyran-2-yloxy)-4-hydroxy-3-(4-hydroxy-3-(3-methylbut-2-enyl)benzamide)-8-methyl-2H-chromen-2-one, Spectrum_001001, 1aj6, NOVOBIOCIN [MI], NOVOBIOCIN [INN], Spectrum2_000977, Spectrum3_000528, Spectrum4_000457, Spectrum5_001274, NOVOBIOCIN [HSDB], Streptonivicin; Vulcamycin, NOVOBIOCIN [VANDF], NOVOBIOCIN [MART.], NOVOBIOCIN [USP-RS], NOVOBIOCIN [WHO-DD], SCHEMBL24805, BDBM282, BSPBio_002115, KBioGR_000874, KBioGR_002402, KBioSS_001481, KBioSS_002407, MLS001032086, DivK1c_000260, SCHEMBL238345, SPBio_001013, MEGxm0_000273, MSK7010Z, orb1705597, NOVOBIOCIN [GREEN BOOK], SCHEMBL29884129, ACon0_000808, ACon1_001693, GTPL12021, KBio1_000260, KBio2_001481, KBio2_002402, KBio2_004049, KBio2_004970, KBio2_006617, KBio2_007538, KBio3_001615, KBio3_002881, MSK7010, cMAP_000043, NINDS_000260, YJQPYGGHQPGBLI-KGSXXDOSSA-N, GLXC-10861, HY-B0425, BDBM50226181, EBC-27385, STL564718, AKOS027295139, AT38053, DB01051, FN59697, IDI1_000260, NCGC00188981-01, (3R,4S,5R,6R)-5-hydroxy-6-({4-hydroxy-3-[4-hydroxy-3-(3-methylbut-2-en-1-yl)benzamido]-8-methyl-2-oxo-2H-chromen-7-yl}oxy)-3-methoxy-2,2-dimethyloxan-4-yl carbamate, Coumarin, 7-(4-(carbamoyloxy)tetrahydro-3-hydroxy-5-methoxy-6,6-dimethylpyran-2-yloxy)-4-hydroxy-3-(4-hydroxy-3-(4-hydroxy-3-(3-methyl-2-butenyl)benzamido)-8-methyl-, DA-66200, N-[7-[[3-O-(Aminocarbonyl)-6-deoxy-5-C-methyl-4-O-methyl-.beta.-L-lyxo-hexopyranosyl]oxy]-4-hydroxy-8-methyl-2-oxo-2H-1-benzopyran-3-yl]-4-hydroxy-3-(3-methyl-2-butenyl), SMR000718617, Novobiocin 1000 microg/mL in Acetonitrile, A-256, CS-0082991, NS00010563, C05080, EN300-19736048, Q1639291, BRD-K85307935-236-02-0, BRD-K85307935-236-08-7, BRD-K85307935-236-09-5, BRD-K85307935-236-10-3, (3R,4S,5R,6R)-5-Hydroxy-6-({4-hydroxy-3-[4-hydroxy-3-(3-methylbut-2-en-1-yl)benzamido]-8-methyl-2-oxo-2H-1-benzopyran-7-yl}oxy)-3-methoxy-2,2-dimethyloxan-4-yl carbamate, (3R,4S,5R,6R)-5-hydroxy-6-(4-hydroxy-3-(4-hydroxy-3-(3-methylbut-2-enyl)benzamido)-2-oxo-2H-chromen-7-yloxy)-3-methoxy-2,2-dimethyl-tetrahydro-2H-pyran-4-yl carbamate, (3R,4S,5R,6R)-5-hydroxy-6-(4-hydroxy-3-(4-hydroxy-3-(3-methylbut-2-enyl)benzamido)-8-methyl-2-oxo-2H-chromen-7-yloxy)-3-methoxy-2,2-dimethyl-tetrahydro-2H-pyran-4-yl carbamate, (3R,4S,5R,6R)-5-hydroxy-6-(4-hydroxy-3-(4-hydroxy-3-(3-methylbut-2-enyl)benzamido)-8-methyl-2-oxo-2H-chromen-7-yloxy)-3-methoxy-2,2-dimethyltetrahydro-2H-pyran-4-yl carbamate, (3R,4S,5R,6R)-5-hydroxy-6-[(2-hydroxy-3-{[4-hydroxy-3-(3-methylbut-2-en-1-yl)benzene]amido}-8-methyl-4-oxo-4H-chromen-7-yl)oxy]-3-methoxy-2,2-dimethyloxan-4-yl carbamate, BENZAMIDE, N-(7-((3-O-(AMINOCARBONYL)-6-DEOXY-5-C-METHYL-4-O-METHYL-.ALPHA.-L-LYXO-HEXOPYRANOSYL)OXY)-4-HYDROXY-8-METHYL-2-OXO-2H-1-BENZOPYRAN-3-YL)-4-HYDROXY-3-(3-METHYL-2-BUTEN-1-YL)-, BENZAMIDE, N-(7-((3-O-(AMINOCARBONYL)-6-DEOXY-5-C-METHYL-4-O-METHYL-.BETA.-L-LYXO-HEXOPYRANOSYL)OXY)-4-HYDROXY-8-METHYL-2-OXO-2H-1-BENZOPYRAN-3-YL)-4-HYDROXY-3-(3-METHYL-2-BUTENYL)-, Carbamic acid (3R,4S,5R,6R)-5-hydroxy-6-{4-hydroxy-3-[4-hydroxy-3-(3-methyl-but-2-enyl)-benzoylamino]-8-methyl-2-oxo-2H-chromen-7-yloxy}-3-methoxy-2,2-dimethyl-tetrahydro-pyran-4-yl ester, Carbamic acid (3R,4S,5R,6R)-5-hydroxy-6-{4-hydroxy-3-[4-hydroxy-3-(4-methyl-pent-3-enyl)-benzoylamino]-8-methyl-2-oxo-2H-chromen-7-yloxy}-3-methoxy-2,2-dimethyl-tetrahydro-pyran-4-yl ester, Carbamic acid 5-hydroxy-6-{4-hydroxy-3-[4-hydroxy-3-(3-methyl-but-2-enyl)-benzoylamino]-8-methyl-2-oxo-2H-chromen-7-yloxy}-3-methoxy-2,2-dimethyl-tetrahydro-pyran-4-yl ester, Carbamic acid 5-hydroxy-6-{4-hydroxy-3-[4-hydroxy-3-(3-methyl-but-2-enyl)-benzoylamino]-8-methyl-2-oxo-2H-chromen-7-yloxy}-3-methoxy-2,2-dimethyl-tetrahydro-pyran-4-yl ester(Novobiocin)
Theoretical properties:
molecular_formula: C31H36N2O11
molecular_weight: 612.6 g/mol
exact_mass: 612.23190997 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 5
hydrogen_bond_acceptor_count: 11
rotatable_bond_count: 9
heavy_atom_count: 44
topological_polar_surface_area: 196 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Pale yellow orthorhombic crystals from ethanol
color: Pale yellow orthorhombic crystals from ethanol
melting_point: 152-156 °C (decomposes)
density: 1.3448 g/cu cm
solubility: Insoluble
Descriptions:
pubchem: Novobiocin is a coumarin-derived antibiotic obtained from Streptomyces niveus. It has a role as an antimicrobial agent, an antibacterial agent, an EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor, a hepatoprotective agent and an Escherichia coli metabolite. It is a carbamate ester, an ether, a monocarboxylic acid amide, a member of phenols, a hexoside, a hydroxycoumarin and a monosaccharide derivative. It is a conjugate acid of a novobiocin(1-).
chebi: A coumarin-derived antibiotic obtained from <em>Streptomyces niveus</em>.
chembl: NOVOBIOCIN is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Novobiocin, also known as albamycin, is an aminocoumarin antibiotic that is produced by the actinomycete Streptomyces niveus, which is a heterotypic synonym for S. spheroides a member of the class Actinomycetia. Other aminocoumarin antibiotics include clorobiocin and coumermycin A1. Novobiocin was first reported in the mid-1950s (then called streptonivicin).