ChemicalBook > CAS DataBase List > Ascomycin

Ascomycin

Product Name
Ascomycin
CAS No.
104987-12-4
Chemical Name
Ascomycin
Synonyms
AAG;IMMUNOMYCIN;AscoMycin solution;Tacrolimus USP Related Compound A;CBR02;FK-520;FR 520;C058028;CS-1818;L 683590
CBNumber
CB2406330
Molecular Formula
C43H69NO12
Formula Weight
792.01
MOL File
104987-12-4.mol
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Ascomycin Property

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
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Safety

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H225Highly Flammable liquid and vapour

H302Harmful if swallowed

H312Harmful in contact with skin

H319Causes serious eye irritation

H332Harmful if inhaled

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
A3835
Product name
Ascomycin from Streptomyces hygroscopicus var. ascomyceticus
Packaging
1mg
Price
$267.9
Updated
2025/07/31
Sigma-Aldrich
Product number
A-094
Product name
Ascomycin solution
Purity
1.0?mg/mL in acetonitrile, ampule of 1?mL, certified reference material, Cerilliant?
Packaging
1mL
Price
$294
Updated
2025/07/31
Sigma-Aldrich
Product number
A-094
Product name
Ascomycin solution
Purity
1.0mg/mL in acetonitrile, ampule of 1mL, certified reference material
Packaging
094-1ml
Price
$220
Updated
2021/12/16
Cayman Chemical
Product number
11309
Product name
Ascomycin
Purity
≥98%
Packaging
5mg
Price
$49
Updated
2024/03/01
Cayman Chemical
Product number
11309
Product name
Ascomycin
Purity
≥98%
Packaging
10mg
Price
$92
Updated
2024/03/01
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Ascomycin Chemical Properties,Usage,Production

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 Preparation Products And Raw materials

Raw materials

Preparation Products

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Ascomycin Suppliers

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View Lastest Price from Ascomycin manufacturers

Hefei Lbao Physical & Chemical Science Co.,Ltd
Product
Ascomycin 104987-12-4
Price
US $0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
Customise
Release date
2025-11-21
Wuhan JiyunZen Tech Co., Ltd.
Product
Ascomycin 104987-12-4
Price
US $5.00-0.50/KG
Min. Order
1KG
Purity
99% hplc
Supply Ability
500TONS
Release date
2025-05-29
Shaanxi Dideu Medichem Co. Ltd
Product
Ascomycin 104987-12-4
Price
US $0.00-0.00/Kg
Min. Order
1Kg
Purity
99%
Supply Ability
200tons
Release date
2025-04-28

104987-12-4, AscomycinRelated Search:

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

  • 15,19-Epoxy-3H-pyrido(2,1-C)(1,4)oxaazacyclotricosine-1,7,20,21(4H,23H)-tetrone, 8-ethyl-5,6,8,11,12,13,14,15,16,17,18,19,24,25,26,26A-hexadecahydro-5,19-dihydroxy-3-(2-(4-hydroxy-3-methoxycyclohexyl)-1-methylethenyl)-14,16-dimethoxy-4,10,12,18-tetram
  • C058028
  • AscoMycin solution
  • L 683590, FR 900520, IMMunoMycin, FK 520, WS 7238A, NSC 106410
  • Ascomycin:Tacrolimus Desmethylene Impurit
  • Tacrolimus USP RC A
  • Tacrolimus Imprity 6
  • Ascomycin:Tacrolimus Desmethylene Impurity
  • Pimecrolimus 4-Deschloro-4-Hydroxy Impurity
  • Tacrolimus impurity 2/Tacrolimus Related Compound A(USP)/Ascomycin/(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]-1
  • TACROLIMUS RELATED COMPOUND A (ASCOMYCIN)
  • Ascomycin(Immunomycin, FR-900520, FK520)
  • CS-1818
  • FK520;FK 520
  • Ascomycin (Tacrolimus Related Compound A)
  • Tacrolimus Impurity 5(Ascomycin)（Tacrolimus EP Impurity A）（Tacrolimus USP RC A）
  • CBR02
  • Tacrolimus Desmethylene Impurity
  • AAG
  • FK-520
  • FR-900520
  • IMMUNOMYCIN
  • ASCOMYCIN, STREPTOMYCES HYGROSCOPICUS
  • ASCOMYCIN, STREPTOMYCES HYGROSCOPICUS VAR ASCOMYCETICUS
  • 12,18-tetramethyl-,(3s-(3r*(e(1s*,3s*,4s*)),4s*,19s*,26ar*))--10
  • 8-ethyl-3-(2-(4-hydroxy-3-methoxycyclohexyl)-1-methylethenyl)-14,16-dimethoxy
  • ASCOMYCIN FROM STREPTOMYCESHYGROSCOPICUS VAR ASCOM
  • Changchuanmycin
  • FR 520
  • L 683590
  • 15,19-Epoxy-3H-pyrido2,1-c1,4oxaazacyclotricosine-1,7,20,21(4H,23H)-tetrone, 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-te
  • ascomycin from streptomyces hygroscopicus var. ascomyceticus
  • Ascomycin
  • Ascorbic acid (tacrolimus-related compound A)
  • Tacrolimus USP Related Compound A
  • 15,19-Epoxy-3H-pyrido[2,1-c][1,4]oxaazacyclotricosine-1,7,20,21(4H,23H)-tetrone, 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-, (3S,4R,5S,8R,9E,12S,14S,1...
  • Tacrolimus EP Impurity A
  • US-DMF No.: 029433
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  • (3S,4R,5S,8R,12S,14S,15R,16S,18R,19R,26aS,E)-8-ethyl-5,19-dihydroxy-3-((E)-1-((1R,3R,4R)-4-hydroxy-3-methoxycyclohexyl)prop-1-en-2-yl)-14,16-dimethoxy-4,10,12,18-tetramethyl-5,6,8,11,12,13,14,15,16,17,18,19,24,25,26,26a-hexadecahydro-3H-15,19-epoxypyrido[2,1-c][1]oxa[4]azacyclotricosine-1,7,20,21(4H,23H)-tetraone
  • Ascomycin (Tacrolimus impurity A, EP)
  • 104987-12-4
  • 104978-12-4
  • C43H69NO12