Concanamycin A

Name: Concanamycin A
SKU: C577524
Availability: InStock

Product ID C577524

Cas No. 80890-47-7

Purity ≥98%

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Description

Concanamycin A is an 18-membered macrolide lactone antibiotic produced by Streptomyces diastatochromogenes S45. Concanamycin A has shown fungicidal, larvicidal, and cytotoxic activities. In human oral squamous cell carcinoma cells, treatment with concanamycin A inhibited the acidification of vesicular organelles, inhibited proliferation, induced apoptosis, induced phosphorylation of p38, and increased the Bax/Bcl-2 ratio. Concanamycin A is known to be a specific inhibitor of vacuolar H+-ATPase.

Product Info

Cas No.	80890-47-7
Purity	≥98%
Formula	C₄₆H₇₅NO₁₄
Formula Wt.	866.10
Chemical Name	[(2R,3S,4R,6R)-6-[(2R,4R,5S,6R)-2-[(2S,3R,4S)-4-[(2R,3S,4E,6E,9R,10S,11S,12R,13R,14E,16Z)-11-ethyl-10,12-dihydroxy-3,17-dimethoxy-7,9,13,15-tetramethyl-18-oxo-1-oxacyclooctadeca-4,6,14,16-tetraen-2-yl]-3-hydroxypentan-2-yl]-2-hydroxy-5-methyl-6-[(E)-prop-1-enyl]oxan-4-yl]oxy-4-hydroxy-2-methyloxan-3-yl] carbamate
IUPAC Name	[(2R,3S,4R,6R)-6-[(2R,4R,5S,6R)-2-[(2S,3R,4S)-4-[(2R,3S,4E,6E,9R,10S,11S,12R,13R,14E,16Z)-11-ethyl-10,12-dihydroxy-3,17-dimethoxy-7,9,13,15-tetramethyl-18-oxo-1-oxacyclooctadeca-4,6,14,16-tetraen-2-yl]-3-hydroxypentan-2-yl]-2-hydroxy-5-methyl-6-[(E)-prop-1-enyl]oxan-4-yl]oxy-4-hydroxy-2-methyloxan-3-yl] carbamate
Synonym	Folimycin
Solubility	Soluble in water (partly), chloroform, ethanol, methanol, and DMSO.
Appearance	White powder

Shipping and Storage

Store Temp	-20°C
Ship Temp	Ambient

Downloads

MSDS	C577524 MSDS PDF
Info Sheet	C577524 Info Sheet PDF

References

Westley JW, Liu CM, Sello LH, et al. The structure and absolute configuration of the 18-membered macrolide lactone antibiotic X-4357B (concanamycin A). J Antibiot (Tokyo). 1984 Dec;37(12):1738-1740. PMID: 6526741

Kiyoshima T, Yoshida H, Wada H, et al. Chemoresistance to concanamycin A1 in human oral squamous cell carcinoma is attenuated by an HDAC inhibitor partly via suppression of Bcl-2 expression. PLoS One. 2013 Nov 20;8(11):e80998. PMID: 24278362

Yano K, Yanagisawa T, Mukae K, et al. Dissection of autophagy in tobacco BY-2 cells under sucrose starvation conditions using the vacuolar H(+)-ATPase inhibitor concanamycin A and the autophagy-related protein Atg8. Plant Signal Behav. 2015;10(11):e1082699. PMID: 26368310