Ascomycin Chemical Properties

Melting point:

153-157°C

Boiling point:

868℃

Density 

1.19±0.1 g/cm3(Predicted)

Flash point:

>110°(230°F)

storage temp. 

Inert atmosphere,Store in freezer, under -20°C

solubility 

≥38.9 mg/mL in DMSO; insoluble in H2O; ≥98.6 mg/mL in EtOH

form 

Powder

pka

9.97±0.70(Predicted)

color 

White to off-white

Water Solubility 

Soluble in DMSO at 65mg/ml; soluble in ethanol at 50mg/m; with warming. Very poorly soluble in water

InChIKey

ZDQSOHOQTUFQEM-AMASXYNMSA-N

Safety Information

Hazard Codes 

Xn,F

Risk Statements 

20/21/22-36-11

Safety Statements 

36/37-16

RIDADR 

UN 1648 3 / PGII

WGK Germany 

3

RTECS 

KD4185000

F 

10

HS Code 

29419090

Ascomycin Usage And Synthesis

Chemical Properties

White Solid

Uses

A potent immunosuppressive agent and could be used as a potential therapeutic agent for autoimmune diseases

Uses

Everolimus is a semi-synthetic macrocyclic lactone prepared from rapamycin by selective alkylation of the 42-hydroxy group with a silyl-protected hydroxyethyl triflate moiety, followed by addition of an ethylhydroxy moiety to provide greater stability and bioavailability. Like all tacrolimus analogues, everolimus binds to receptor protein, FKBP12. The complex then binds to mTOR preventing it from interacting with target proteins. Everolimus is extensively cited in the literature with over 2,000 citations.

Uses

Ascomycin is a macrocyclic lactone closely related to tacrolimus and rapamycin. Ascomycin is isolated from several species of Streptomyces and was first reported in 1988. Ascomycin exhibits limited, potent antifungal activity but has found considerable utility as an immunosuppressant.

Definition

ChEBI: A macrolide that is produced by the fermentation of Streptomyces hygroscopicus and exhibits strong immunosuppressant properties.

Biological Activity

ascomycin (fk 520, fr900520) is a novel neutral macrolide immunosuppressant, isolated from the cultured broth of streptomyces hygroscopicus subsp. yakushimaensis no. 7238.

in vitro

ascomycin (fk 520, fr900520) suppressed lymphocyte reaction in a dose dependent fashion. ascomycin was non-toxic at concentrations less than 3,200 nm, at which the percent inhibition was 18.9%. ascomycin showed antifungal activity against aspergillus fumigatus ifo 5840. ascomycin had no inhibitory effect on bacteria or yeast at 100 μg/ml [1].

in vivo

ascomycin was dose-dependently effective and clearly prolonged skin allograft survival at 3.2 mg/kg or more, though all skin allografts were rejected within 7 days in rats treated intramuscularly with olive oil. ascomycin, dissolved in olive oil, showed no adverse effect when administered intraperitoneally to ddy mice (male, 8 weeks old) at 100 mg/kg [1].

target

peptidyl-prolyl cis-trans isomerase

storage

-20°C

References

[1] hatanaka h, kino t, miyata s, inamura n, kuroda a, goto t, tanaka h, okuhara m. fr-900520 and fr-900523, novel immunosuppressants isolated from a streptomyces. ii. fermentation, isolation and physico-chemical and biological characteristics. j antibiot (tokyo). 1988;41(11):1592-601.

Ascomycin(104987-12-4)Related Product Information

• Spiramycin
• Ascomycin
• 19-Epi FK-506
• 8-EpitacroliMus
• Tacrolimus Hydroxy Acid Impurity
• Δ23-FK-506
• (E/Z)-FK-506 26,28-Allylic Ester RearrangeMent IMpurity
• Iso-FK-506 (iso-TacroliMus)
• TacroliMus Methyl Acryl Aldehyde
• Tacrolimus Open Ring Impurity
• Tacrolimus Ring-opening Impurity
• Dihydro-FK506
• Paclitaxel
• Hyodeoxycholic acid
• Tacrolimus Impurity 7
• Tacrolimus Impurity 3
• oleandomycin
• corydalmine