CAS 104987-12-4: Ascomycin
Formula:C43H69NO12
InChI:InChI=1S/C43H69NO12/c1-10-30-18-24(2)17-25(3)19-36(53-8)39-37(54-9)21-27(5)43(51,56-39)40(48)41(49)44-16-12-11-13-31(44)42(50)55-38(28(6)33(46)23-34(30)47)26(4)20-29-14-15-32(45)35(22-29)52-7/h18,20,25,27-33,35-39,45-46,51H,10-17,19,21-23H2,1-9H3/b24-18+,26-20+/t25-,27+,28+,29-,30+,31-,32+,33-,35+,36-,37-,38+,39+,43+/m0/s1
InChI key:InChIKey=ZDQSOHOQTUFQEM-NURRSENYSA-N
SMILES:O(C)[C@@H]1[C@@]2(O[C@](O)([C@H](C)C1)C(=O)C(=O)N3[C@](C(=O)O[C@H](\C(=C\[C@H]4C[C@@H](OC)[C@H](O)CC4)\C)[C@H](C)[C@@H](O)CC(=O)[C@H](CC)/C=C(\C)/C[C@H](C)C[C@@H]2OC)(CCCC3)[H])[H]
Synonyms:- (3S,4R,5S,8R,12S,14R,15R,16S,18R,19R,26aS)-8-ethyl-5,19-dihydroxy-3-{(E)-2-[(1S,3R,4S)-4-hydroxy-3-methoxycyclohexyl]-1-methylethenyl}-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][1,4]oxazacyclotricosine-1,7,20,21(4H,23H)-tetrone
- (3S,4R,5S,8R,12S,14S,15R,16S,18R,19R,26aS)-8-ethyl-5,19-dihydroxy-3-{(E)-2-[(1R,3R,4R)-4-hydroxy-3-methoxycyclohexyl]-1-methylethenyl}-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][1,4]oxazacyclotricosine-1,7,20,21(4H,23H)-tetrone
- (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
- (3S,4S,5S,8R,12S,14S,15R,16S,18R,19R,26aS)-8-ethyl-5,19-dihydroxy-3-{(E)-2-[(1R,3R,4R)-4-hydroxy-3-methoxycyclohexyl]-1-methylethenyl}-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][1,4]oxazacyclotricosine-1,7,20,21(4H,23H)-tetrone
- 12,18-Tetramethyl-,(3S-(3R*(E(1S*,3S*,4S*)),4S*,19S*,26Ar*))--10
- 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,15R,16S,18R,19R,26aS)-
- 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-tetramethyl-, [3S-[3R*[E(1S*,3S*,4S*)],4S*,5R*,8S*,9E,12R*,14R*,15S*,16R*,18S*,19S*,26aR*]]-
- 8-Ethyl-3-(2-(4-Hydroxy-3-Methoxycyclohexyl)-1-Methylethenyl)-14,16-Dimethoxy
- AAG
- Ascomycin, Streptomyces Hygroscopicus
- Ascomycin, Streptomyces Hygroscopicus Var Ascomyceticus
- See more synonyms
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Found 11 products.
Ascomycin
CAS:Ascomycin is an immunosuppressant macrolide lactone, which is derived from the soil bacterium *Streptomyces hygroscopicus*. It functions primarily by inhibiting the T-cell activation pathway. The mechanism involves binding to the immunophilin FKBP-12, forming a complex that inhibits the calcium-dependent phosphatase, calcineurin. This inhibition prevents the dephosphorylation and subsequent translocation of nuclear factor of activated T cells (NFAT), which is crucial for the transcription of interleukin-2 and other cytokines. Consequently, this suppresses the activation and proliferation of T-cells, which are essential components of the adaptive immune response. Ascomycin has been investigated for its applications in preventing organ transplant rejection, due to its potent immunosuppressive properties. Moreover, its immunomodulatory effects have potential in treating autoimmune diseases and inflammatory conditions. Unlike systemic immunosuppressants, topical formulations of Ascomycin derivatives, such as pimecrolimus, are used to treat inflammatory skin disorders, including atopic dermatitis, by reducing inflammation without the side effects associated with systemic corticosteroids.Formula:C43H69NO12Purity:Min. 95%Molecular weight:792.01 g/molAscomycin
CAS:Ascomycin is an immunosuppressive macrolide, which is a product derived from the fermentation of the bacterium *Streptomyces hygroscopicus*. Its mode of action involves binding to the intracellular protein FK506-binding protein (FKBP), inhibiting the calcium-dependent signal transduction pathway that is crucial for T-cell activation. This interference with the immune response is achieved through the inhibition of calcineurin, thus preventing the dephosphorylation and nuclear translocation of nuclear factor of activated T-cells (NF-AT), a necessary step in the activation of genes required for T-cell proliferation. Due to its immunosuppressive properties, ascomycin is primarily used in medical research and treatment to prevent organ transplant rejection and to manage autoimmune disorders. Its effects on selective immunomodulation make it a valuable compound for exploring therapeutic avenues in conditions such as psoriasis and atopic dermatitis. Ongoing studies delve into enhancing its clinical efficacy and delivery mechanisms, recognizing its potential to modulate immune responses with precision.Formula:C43H69NO12Purity:Min. 95%Molecular weight:792.01 g/molAscomycin
CAS:Formula:C43H69NO12Purity:≥ 95%Color and Shape:White to yellow powder or solidMolecular weight:792.01Ascomycin, 95%
CAS:Ascomycin is a potent immunosuppressive agent that could be used as a potential therapeutic agent for autoimmune diseases. Ascomycin is an inhibitor of PP2. It is an internal standard for LC-MS/MS testing of the immunosuppressants tacrolimus, sirolimus, and everolimus. This Certified Spiking Solution™ is suitable for critical quantitative applications in clinical and diagnostic testing such as therapeutic drug monitoring assays to ensure patients remain within the narrow therapeutic range of these immunosuppressants. This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.Formula:C43H69NO12Purity:95%Color and Shape:Powder, White to pale yellowMolecular weight:792.02Ascomycin (Tacrolimus EP Impurity A)
CAS:Formula:C43H69NO12Color and Shape:White To Off-White SolidMolecular weight:792.02Ascomycin
CAS:Ascomycin (Immunomycin)(Immunomycin, FR-900520, FK520) is an ethyl analog of tacrolimus (FK506) with strong immunosuppressant properties.Formula:C43H69NO12Purity:99.64% - 99.94%Color and Shape:White SolidMolecular weight:792.01Ascomycin
CAS:Impurity Tacrolimus Related Compound A USP Applications A potent immunosuppressive agent and could be used as a potential therapeutic agent for autoimmune diseases. References Matuszewski, B., et al.: Anal. Chem., 75, 3019 (2003), Taylor, P., et al.: Clin. Chem., 51, 1890(2005);Formula:C43H69NO12Color and Shape:White To Off-WhiteMolecular weight:792.01Ascomycin
CAS:AscomycinFormula:C43H69NO12Purity:By hplc: 100% (Typical Value in Batch COA)Color and Shape: white powderMolecular weight:792.01g/mol
