Compound: Antimycin A
SMILES: O=C1O[C@H]([C@H](OC(=O)CC(C)C)[C@@H](CCCCCC)C(O[C@@H]([C@@H]1NC(=O)c2c(O)c(NC=O)ccc2)C)=O)C
InChIKey: UIFFUZWRFRDZJC-SBOOETFBSA-N
Synonyms: Antimycin A, Antipiricullin, Fintrol, Virosin, 1397-94-0, CHEBI:2762, 8S75R39Y6J, (2R,3S,6S,7R,8R)-3-[(3-formamido-2-hydroxybenzoyl)amino]-8-hexyl-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl 3-methylbutanoate, Verosin, (2R,3S,6S,7R,8R)-3-((3-formamido-2-hydroxybenzoyl)amino)-8-hexyl-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl 3-methylbutanoate, RefChem:558364, DTXSID9032325, Butanoic acid, 2(or 3)-methyl-, 3-((3-(formylamino)-2-hydroxybenzoyl)amino)-8-hexyl-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl ester, Antimycin A1b, antimycin A1, Antimycin-A, Caswell No. 052B, CCRIS 924, HSDB 6417, 116095-18-2, EPA Pesticide Chemical Code 006314, 75G3NMU1TS, CHEMBL211501, [(2R,3S,6S,7R,8R)-3-[(3-formamido-2-hydroxybenzoyl)amino]-8-hexyl-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl] 3-methylbutanoate, C28H40N2O9, [(2R,3S,6S,7R,8R)-3-[(3-formamido-2-hydroxy-benzoyl)amino]-8-hexyl-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl] 3-methylbutanoate, [(2r,3s,6s,7r,8r)-3-[(3-Formamido-2-Oxidanyl-Phenyl)carbonylamino]-8-Hexyl-2,6-Dimethyl-4,9-Bis(Oxidanylidene)-1,5-Dioxonan-7-Yl] 3-Methylbutanoate, Butanoic acid, 3-methyl-, 3-((3-(formylamino)-2-hydroxybenzoyl)amino)-8-hexyl-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl ester, (2R-(2R*,3S*,6S*,7R*,8R*))-, SR-05000002233, UNII-75G3NMU1TS, UNII-8S75R39Y6J, AWB, SCHEMBL218354, DTXSID3058668, SCHEMBL30269583, CHEBI:22584, UIFFUZWRFRDZJC-SBOOETFBSA-N, AIDS032154, BDBM50191588, AKOS015889205, CCG-208457, FA61700, NCGC00017338-02, NCGC00017338-03, NCGC00017338-04, NCGC00017338-05, NCGC00017338-09, NCGC00142516-01, NCGC00142516-02, NCGC00142516-03, (2R,3S,6S,7R,8R)-3-(3-formamido-2-hydroxybenzamido)-8-hexyl-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl 3-methylbutanoate, ST057184, HY-107406, CS-0028420, SR-05000002233-2, SR-05000002233-3, (3S,6S,2R,7R,8R)-3-[(3-carbonylamino-2-hydroxyphenyl)carbonylamino]-8-hexyl-2, 6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl 3-methylbutanoate, [3-[(3-formamido-2-hydroxybenzoyl)amino]-8-hexyl-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl] 3-methylbutanoate, 2(or 3)-Methylbutanoic acid, (2R,3S,6S,7R,8R)-3-[[3-(formylamino)-2-hydroxybenzoyl]amino]-8-hexyl-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl ester, 3-Methylbutanoic acid 3-[[3-(formylamino)-2-hydroxybenzoyl]amino]-8-hexyl-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl ester, BUTANOIC ACID, 3-METHYL-, (2R,3S,6S,7R,8R)-3-((3-(FORMYLAMINO)-2-HYDROXYBENZOYL)AMINO)-8-HEXYL-2,6-DIMETHYL-4,9-DIOXO-1,5-DIOXONAN-7-YL ESTER, isovaleric acid 8-ester with 3-formamido-N-(7-hexyl-8-hydroxy-4,9-dimethyl-2,6-dioxo-1,5-dioxonan-3-yl)salicylamide
Theoretical properties:
molecular_formula: C28H40N2O9
molecular_weight: 548.6 g/mol
exact_mass: 548.27338086 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 3
hydrogen_bond_acceptor_count: 9
rotatable_bond_count: 12
heavy_atom_count: 39
topological_polar_surface_area: 157 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Crystals
color: Crystals
melting_point: 300.2 °F (EPA, 1998)
solubility: Soluble in alcohol, ether, acetone, chloroform; slightly soluble in benzene, carbon tetrachloride, petroleum ether. Insoluble in water.
Descriptions:
pubchem: Antimycin A is a nine-membered bis-lactone having methyl substituents at the 2- and 6-positions, an n-hexyl substituent at the 8-position, an acyloxy substituent at the 7-position and an aroylamido substituent at the 3-position. It is produced by Streptomyces bacteria and has found commercial use as a fish poison. It has a role as a piscicide, a mitochondrial respiratory-chain inhibitor and an antifungal agent. It is a macrodiolide, a member of benzamides, a member of formamides and a member of phenols.
chebi: A nine-membered bis-lactone having methyl substituents at the 2- and 6-positions, an n-hexyl substituent at the 8-position, an acyloxy substituent at the 7-position and an aroylamido substituent at the 3-position. It is produced by <em>Streptomyces</em> bacteria and has found commercial use as a fish poison.
chembl: ANTIMYCIN A is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Antimycin A (more exactly antimycin A1b) is a secondary metabolite produced by Streptomyces bacteria and a member of a group of related compounds called antimycins.  Antimycin A is classified as an extremely hazardous substance in the United States, as defined in Section 302 of the U.S. Emergency Planning and Community Right-to-Know Act (42 U.S.C. 11002), and is subject to strict reporting requirements by facilities which produce, store, or use it in significant quantities.