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Ascomycin

Ascomycin

Product ID A7208
Cas No. 104987-12-4
Purity ≥98%
Product Unit SizeCostQuantityStock
1 mg $67.00 In stock
5 mg $126.60 In stock
25 mg $178.60 In stock
100 mg $320.10 In stock
Bulk Quote

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  • Description
  • Product Info
  • Shipping and Storage
  • Downloads
  • References
  • Description
  • Product Info
  • Shipping and Storage
  • Downloads
  • References
  • Custom Order

Description

Ascomycin is an ethyl analog of FK506 that was initially produced by species of Streptomyces. Ascomycin binds FK506 binding protein 12 and the resulting complex inhibits calcineurin/protein phosphatase 2B (PP2B), altering peptidyl-prolyl isomerase activity of the enzyme. Ascomycin exhibits immunosuppressive, anti-inflammatory, and anticonvulsant activities. Clinically, ascomycin is used to treat organ transplant rejection and inflammatory skin diseases.

Product Info

Cas No.

104987-12-4

Purity

≥98%

Formula

C43H69NO12

Formula Wt.

792.01

IUPAC Name

(1R,9S,12S,13R,14S,17R,18E,21S,23S,24R,25S,27R)-17-ethyl-1,14-dihydroxy-12-[(E)-1-[(1R,3R,4R)-4-hydroxy-3-methoxycyclohexyl]prop-1-en-2-yl]-23,25-dimethoxy-13,19,21,27-tetramethyl-11,28-dioxa-4-azatricyclo[22.3.1.04,9]octacos-18-ene-2,3,10,16-tetrone

Synonym

Immunomycin

Melting Point

162-163°C

Solubility

Soluble in DMSO

Appearance

White Powder

Shipping and Storage

Store Temp

4°C

Ship Temp

Ambient

Downloads

MSDS

A7208 MSDS PDF

Info Sheet

A7208 Info Sheet PDF

References

Liu F, Wang YQ, Meng L, et al. FK506-binding protein 12 ligands: a patent review. Expert Opin Ther Pat. 2013 Nov;23(11):1435-49. PMID: 23957229.

Sierra-Paredes G, Sierra-Marcuño G. Ascomycin and FK506: pharmacology and therapeutic potential as anticonvulsants and neuroprotectants. CNS Neurosci Ther. 2008 Spring;14(1):36-46. PMID: 18482098.

Pahl A, Keller U. FK-506-binding proteins from streptomycetes producing immunosuppressive macrolactones of the FK-506 type. J Bacteriol. 1992 Sep;174(18):5888-94. PMID: 1381710.

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