Compound: PLATENSIMYCIN
SMILES: O=C1C=C[C@]23C[C@]4(C)O[C@H]([C@H]2[C@@]1(CCC(=O)Nc5c(O)c(C(=O)O)ccc5O)C)C[C@@H]4C3
InChIKey: CSOMAHTTWTVBFL-OFBLZTNGSA-N
Synonyms: PLATENSIMYCIN, 835876-32-9, (-)-Platensimycin, Q3DQ78KOFY, CHEBI:68236, DTXSID80894888, 3-[3-[(1S,5S,6R,7S,9S,10S)-5,9-dimethyl-4-oxo-8-oxatetracyclo[7.2.1.17,10.01,6]tridec-2-en-5-yl]propanoylamino]-2,4-dihydroxybenzoic acid, Benzoic acid, 3-((3-((1S,3S,4S,5aS,9S,9aR)-1,4,5,8,9,9a-hexahydro-3,9-dimethyl-8-oxo-3H-1,4:3,5a-dimethano-2-benzoxepin-9-yl)-1-oxopropyl)amino)-2,4-dihydroxy-, 3-((3-((1S,3S,4S,5AS,9S,9AR)-1,4,5,8,9,9A-HEXAHYDRO-3,9-DIMETHYL-8-OXO-3H-1,4:3,5A-DIMETHANO-2-BENZOXEPIN-9-YL)-1-OXOPROPYL)AMINO)-2,4-DIHYDROXYBENZOIC ACID, 3-(3-((1S,5S,6R,7S,9S,10S)-5,9-dimethyl-4-oxo-8-oxatetracyclo(7.2.1.17,10.01,6)tridec-2-en-5-yl)propanoylamino)-2,4-dihydroxybenzoic acid, RefChem:174784, DTXCID201324447, UNII-Q3DQ78KOFY, PMN, 3-({3-[(1S,4aS,6S,7S,9S,9aR)-1,6-dimethyl-2-oxo-1,2,5,6,7,8,9,9a-octahydro-6,9-epoxy-4a,7-methanobenzo[7]annulen-1-yl]propanoyl}amino)-2,4-dihydroxybenzoic acid, PLATENSIMYCIN [MI], PLATENSIMYCIN, (-)-, CHEMBL411278, orb1985119, AKOS040754744, DB08407, NCGC00183212-01, DA-66774, HY-127146, CS-0093585, NS00011731, C20132, Q423275, 3-{3-[(1S,4aS,6S,7S,9S,9aR)-1,6-Dimethyl-2-oxo-1,2,5,6,7,8,9,9a-octahydro-6,9-epoxy-4a,7-methanobenzo[7]annulen-1-yl]propanamido}-2,4-dihydroxybenzoic acid
Theoretical properties:
molecular_formula: C24H27NO7
molecular_weight: 441.5 g/mol
exact_mass: 441.17875220 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 4
hydrogen_bond_acceptor_count: 7
rotatable_bond_count: 5
heavy_atom_count: 32
topological_polar_surface_area: 133 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
{"pubchem": "Platensimycin is a monocarboxylic acid amide obtained by the formal condensation of the amino group of 3-amino-2,4-dihydroxybenzoic acid with the carboxy group of the oxatetracyclic cage component. It is an antibiotic isolated from Streptomyces platensis and exhibits inhibitory activity against fatty acid synthase. It has a role as an antimicrobial agent, an antibacterial agent, an EC 2.3.1.85 (fatty acid synthase) inhibitor and a bacterial metabolite. It is a dihydroxybenzoic acid, a monocarboxylic acid amide, a polycyclic cage, a cyclic ether, a cyclic ketone and an aromatic amide. It is a conjugate acid of a platensimycin(1-).", "chebi": "A  monocarboxylic acid amide  obtained by the formal condensation of the amino group of 3-amino-2,4-dihydroxybenzoic acid with the carboxy group of the oxatetracyclic   cage component. It is an antibiotic isolated from <em>Streptomyces platensis</em> and exhibits inhibitory activity against  fatty acid synthase.", "chembl": "Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.", "wikipedia": "The Robinson annulation is a chemical reaction used in organic chemistry for ring formation. It was discovered by Robert Robinson in 1935 as a method to create a six membered ring by forming three new carbon\u2013carbon bonds. The method uses a ketone and a methyl vinyl ketone to form an \u03b1,\u03b2-unsaturated ketone in a cyclohexane ring by a Michael addition followed by an aldol condensation. This procedure is one of the key methods to form fused ring systems.\n\nFormation of cyclohexenone and derivatives are important in chemistry for their application to the synthesis of many natural products and other interesting organic compounds such as antibiotics and steroids. Specifically, the synthesis of cortisone is completed through the use of the Robinson annulation.\nThe initial paper on the Robinson annulation was published by William Rapson and Robert Robinson while Rapson studied at Oxford with professor Robinson. Before their work, cyclohexenone syntheses were not derived from the \u03b1,\u03b2-unsaturated ketone component. Initial approaches coupled the methyl vinyl ketone with a naphthol to give a naphtholoxide, but this procedure was not sufficient to form the desired cyclohexenone. This was attributed to unsuitable conditions of the reaction.\nRobinson and Rapson found in 1935 that the interaction between cyclohexanone and \u03b1,\u03b2-unsaturated ketone afforded the desired cyclohexenone. It remains one of the key methods for the construction of six membered ring compounds. Since it is so widely used, there are many aspects of the reaction that have been investigated such as variations of the substrates and reaction conditions as discussed in the scope and variations section. Robert Robinson won the Nobel Prize for Chemistry in 1947 for his contribution to the study of alkaloids."}