CAS 104987-12-4

Ascomicina

Descrizione:

Ascomicina, con il numero CAS 104987-12-4, è un antibiotico macrolide derivato dalla fermentazione di alcune specie di funghi, in particolare quelle del genere *Aspergillus*. Mostra un ampio spettro di attività antifungina, mirando principalmente a vari ceppi di funghi, inclusi *Candida* e *Aspergillus*. Ascomicina agisce inibendo la sintesi delle pareti cellulari fungine, impedendo così la crescita e la replicazione. Oltre alle sue proprietà antifungine, ha mostrato effetti immunosoppressori, rendendolo di interesse nel contesto dei trapianti d'organo e delle malattie autoimmuni. Il composto è caratterizzato dalla sua complessa struttura macrolide, che include un grande anello di lattone e più gruppi funzionali che contribuiscono alla sua attività biologica. Ascomicina viene tipicamente somministrato in un contesto clinico sotto stretta supervisione medica a causa dei suoi effetti potenti e dei potenziali effetti collaterali. La sua solubilità e stabilità possono variare a seconda della formulazione, influenzando la sua farmacocinetica e l'efficacia terapeutica.

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]

Sinonimi:

• (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
• Changchuanmycin
• Fk-520
• Fr 520
• Fr-900520
• Immunomycin

Ascomycin, 95%

CAS: 104987-12-4

Ascomycin, 95%; Internal standard for LC-MS/MS testing of the immunosuppressants tacrolimus, sirolimus, and everolimus.

Formula: C₄₃H₆₉NO₁₂

Purezza: 95%

Colore e forma: Powder, White to pale yellow

Peso molecolare: 792.02

Ref: 02-J66751

Ascomycin

CAS: 104987-12-4

Formula: C₄₃H₆₉NO₁₂

Purezza: 96%

Colore e forma: Solid

Peso molecolare: 792.0075

Ref: IN-DA00368Q

Ascomycin (Tacrolimus EP Impurity A)

CAS: 104987-12-4

Formula: C₄₃H₆₉NO₁₂

Colore e forma: White To Off-White Solid

Peso molecolare: 792.02

Ref: 4Z-A-451

Ascomycin

CAS: 104987-12-4

Ascomycin

Purezza: ≥95%

Peso molecolare: 792.01g/mol

Ref: 54-BUP14409

Ascomycin

CAS: 104987-12-4

Ascomycin

Formula: C₄₃H₆₉NO₁₂

Purezza: By hplc: 100% (Typical Value in Batch COA)

Colore e forma: white powder

Peso molecolare: 792.01g/mol

Ref: 54-BIA4317

Ascomycin

CAS: 104987-12-4

Formula: C₄₃H₆₉NO₁₂

Purezza: ≥ 95%

Colore e forma: White to yellow powder or solid

Peso molecolare: 792.01

Ref: 7W-GA1406

Ascomycin

CAS: 104987-12-4

Ascomycin (Immunomycin)(Immunomycin, FR-900520, FK520) is an ethyl analog of tacrolimus (FK506) with strong immunosuppressant properties.

Formula: C₄₃H₆₉NO₁₂

Purezza: 99.64% - 99.94%

Colore e forma: White Solid

Peso molecolare: 792.01

Ref: TM-T2481

Ascomycin

CAS: 104987-12-4

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: C₄₃H₆₉NO₁₂

Colore e forma: White To Off-White

Peso molecolare: 792.01

Ref: TR-A781000

Tacrolimus EP Impurity A

CAS: 104987-12-4

Formula: C₄₃H₆₉NO₁₂

Peso molecolare: 792.02

Ref: ST-EA-CP-T39001

Ascomycin, Streptomyces hygroscopicus var ascomyceticus

CAS: 104987-12-4

Purezza: 98%

Peso molecolare: 792.02

Ref: 10-M01355

Ascomycin

CAS: 104987-12-4

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.

Formula: C₄₃H₆₉NO₁₂

Purezza: Min. 95%

Peso molecolare: 792.01 g/mol

Ref: 3D-EEA98712

Ascomycin

CAS: 104987-12-4, 11011-38-4

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.

Formula: C₄₃H₆₉NO₁₂

Purezza: Min. 95%

Peso molecolare: 792.01 g/mol

Ref: 3D-AA17997