Concanamycin A
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Concanamycin A
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CAS No:
80890-47-7
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Formula:
C46H75NO14
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Chemical Name:
Concanamycin A
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Synonyms:
Oxacyclooctadeca-3,5,13,15-tetraen-2-one,18-[(1S,2R,3S)-3-[(2R,4R,5S,6R)-4-[[4-O-(aminocarbonyl)-2,6-dideoxy-β-D-arabino-hexopyranosyl]oxy]tetrahydro-2-hydroxy-5-methyl-6-(1E)-1-propen-1-yl-2H-pyran-2-yl]-2-hydroxy-1-methylbutyl]-9-ethyl-8,10-dihydroxy-3,17-dimethoxy-5,7,11,13-tetramethyl-,(3Z,5E,7R,8R,9S,10S,11R,13E,15E,17S,18R)-;Concanamycin A;Oxacyclooctadeca-3,5,13,15-tetraen-2-one,18-[(1S,2R,3S)-3-[(2R,4R,5S,6R)-4-[[4-O-(aminocarbonyl)-2,6-dideoxy-β-D-arabino-hexopyranosyl]oxy]tetrahydro-2-hydroxy-5-methyl-6-(1E)-1-propenyl-2H-pyran-2-yl]-2-hydroxy-1-methylbutyl]-9-ethyl-8,10-dihydroxy-3,17-dimethoxy-5,7,11,13-tetramethyl-,(3Z,5E,7R,8R,9S,10S,11R,13E,15E,17S,18R)-;Oxacyclooctadecane,concanamycin A deriv.;(3Z,5E,7R,8R,9S,10S,11R,13E,15E,17S,18R)-18-[(1S,2R,3S)-3-[(2R,4R,5S,6R)-4-[[4-O-(Aminocarbonyl)-2,6-dideoxy-β-D-arabino-hexopyranosyl]oxy]tetrahydro-2-hydroxy-5-methyl-6-(1E)-1-propen-1-yl-2H-pyran-2-yl]-2-hydroxy-1-methylbutyl]-9-ethyl-8,10-dihydroxy-3,17-dimethoxy-5,7,11,13-tetramethyloxacyclooctadeca-3,5,13,15-tetraen-2-one;[7R-[3Z,5E,7R*,8R*,9S*,10S*,11R*,13E,15E,17S*,18R*[1S*,2R*,3S*[2R*,4R*,5S*,6R*(E)]]]-18-[3-[4-[[4-O-(Aminocarbonyl)-2,6-dideoxy-β-D-arabino-hexopyranosyl]oxy]tetrahydro-2-hydroxy-5-methyl-6-(1-propenyl)-2H-pyran-2-yl]-2-hydroxy-1-methylbutyl]-9-ethyl-8,10-dihydroxy-3,17-dimethoxy-5,7,11,13-tetramethyloxacyclooctadeca-3,5,13,15-tetraen-2-one;66771-59-3
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CAS No:
Description
Concanamycin A (Antibiotic X 4357B; Concanamycin; X 4357B) is a macrolide antibiotic and a specific vacuolar type H+-ATPase (V-ATPase) inhibitor[1].
Characteristics
225.92000
3.88
1.2±0.1 g/cm3
179-180 °C @ Solvent: Dichloromethane, Ethanol
966.4±65.0 °C at 760 mmHg
538.3±34.3 °C
1.555
−20°C
Safety Information
III
6.1(b)
UN 3462 6.1/PG 2
3
26/27/28-36
26-36/37/39-45
CB9732000
T+
P260-P264-P280-P284-P301 + P310-P302 + P350
H300 + H310 + H330-H319
|Danger|H300 (100%): Fatal if swallowed [Danger Acute toxicity, oral]|P260, P262, P264, P270, P271, P280, P284, P301+P310, P302+P350, P304+P340, P305+P351+P338, P310, P320, P321, P322, P330, P337+P313, P361, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 39 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Drug Information
Agents used in the prophylaxis or therapy of VIRUS DISEASES. Some of the ways they may act include preventing viral replication by inhibiting viral DNA polymerase; binding to specific cell-surface receptors and inhibiting viral penetration or uncoating; inhibiting viral protein synthesis; or blocking late stages of virus assembly. (See all compounds classified as Antiviral Agents.)|Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. (See all compounds classified as Enzyme Inhibitors.)
concanamycin A
Concanamycin A Use and Manufacturing
Concanamycin A is the major analogue of the concanamycin complex produced by Streptomyces sp.. It hasbeen shown to act as a potent and specific vacuolar-ATPase inhibitor. Concanamycin A inhibits the acidification of organelles and blocks cell surface expression of viral envelope glycoproteins without affecting their synthesis. It also interferes with intracellular protein trafficking and inhibits perforin- and Fas-based lytic pathways in cell-mediated cytotoxicity. Concanamycins are structurally related to the bafilomycins.
Computed Properties
Molecular Weight:866.1
XLogP3:6
Hydrogen Bond Donor Count:6
Hydrogen Bond Acceptor Count:14
Rotatable Bond Count:12
Exact Mass:865.51875607
Monoisotopic Mass:865.51875607
Topological Polar Surface Area:226
Heavy Atom Count:61
Complexity:1580
Undefined Atom Stereocenter Count:18
Undefined Bond Stereocenter Count:5
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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