Ascomycin is a analog of FK 506 (Cat. No. 3631); binds to FK 506-binding protein 12 (FKBP12) in order to inhibit calcineurin phosphatase activity (IC₅₀ = 49 nM) and activation of nuclear factor of activated T cells (NFAT). Displays antifungal and immunosuppressive activities.

Product Specifications

Molecular Weight

792.01

Formula

C₄₃H₆₉NO₁₂

Storage

Store at -20°C

Chemical Name

(3S,4R,5S,8R,9E,12S,14S,15R,16S,18R,19R,26aS)-8-Ethyl-5,6,8,11,12,13,14,15,16,17,18,19,24,25,26,26a-hexadecahydro-5,19-dihydroxy-3-[(1E)-2-[(1R,3R,4R)-4-hydroxy-3-methoxycyclohexyl]-1-methylethenyl]-14,16-dimethoxy-4,10,12,18-tetramethyl-15,19-epoxy-3H-pyrido[2,1-c][1,4]oxaazacyclotricosine-1,7,20,21(4H,23H)tetrone

CAS Number

104987-12-4

PubChem ID

5282071

InChI Key

ZDQSOHOQTUFQEM-NURRSENYSA-N

SMILES

O[C@H]1[C@H](OC)C[C@H](/C=C(C)/[C@@H](O4)[C@H](C)[C@@H](O)CC([C@H](CC)/C=C(C)/C[C@H](C)C[C@H](OC)[C@@]2([H])O[C@](C(C(N3[C@@](C4=O)([H])CCCC3)=O)=O)(O)[C@H](C)C[C@@H]2OC)=O)CC1

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Solubility

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
	DMSO	39.6	50
	Ethanol	39.6	50

Preparing Stock Solutions for Ascomycin

The following data is based on the product molecular weight 792.01

Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which all affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
0.5 mM	2.53 mL	12.63 mL	25.25 mL
2.5 mM	0.51 mL	2.53 mL	5.05 mL
5 mM	0.25 mL	1.26 mL	2.53 mL
25 mM	0.05 mL	0.25 mL	0.51 mL

Calculators

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Background References

References are publications that support the biological activity of the product.

Hatanaka FR-900520 and FR-900523, novel immunosuppressants isolated from a Streptomyces. II. Fermentation, isolation and physicochemical and biological characteristics. J.Antibiot (Tokyo).
Arndt Secretion of FK506/FK520 and rapamycin by Streptomyces inhibits the growth of competing Saccharomyces cerevisiae and Cryptococcus neoformans. Microbiology 1999 PMID: 10463165
Revill Genetically engineered analogs of ascomycin for nerve regeneration. J.Pharmacol.Exp.Ther. 2002 PMID: 12183690
Motamedi Characterization of methyltransferase and hydroxylase genes involved in the biosynthesis of the immunosuppressants FK506 and FK520. J.Bacteriol. 1996 PMID: 8752344

Ascomycin

Tocris Bioscience, part of Bio-Techne | Catalog # 4210

Key Product Details

Description

Alternative Names

View all Protein Ser/Thr Phosphatase Inhibitors »

Product Description