CAS 83574-28-1
:Cyclosporin F
Description:
Cyclosporin F is a cyclic polypeptide and a member of the cyclosporin family, which are known for their immunosuppressive properties. It is produced by the fungus Tolypocladium inflatum and is primarily used in clinical settings to prevent organ transplant rejection and to treat autoimmune diseases. The structure of Cyclosporin F consists of 11 amino acids arranged in a cyclic configuration, which contributes to its stability and biological activity. It exhibits a high degree of lipophilicity, allowing it to easily cross cell membranes and interact with intracellular targets. Cyclosporin F functions by inhibiting the activity of calcineurin, a critical enzyme in T-cell activation, thereby suppressing the immune response. Its pharmacokinetics involve extensive metabolism in the liver, primarily by cytochrome P450 enzymes, which can lead to significant drug interactions. While effective, the use of Cyclosporin F is associated with potential side effects, including nephrotoxicity and increased susceptibility to infections, necessitating careful monitoring during therapy.
Formula:C62H111N11O11
InChI:InChI=1S/C62H111N11O11/c1-25-27-28-41(15)33-47-55(77)65-44(26-2)58(80)67(18)34-50(74)68(19)45(29-35(3)4)56(78)66-51(39(11)12)61(83)69(20)46(30-36(5)6)54(76)63-42(16)53(75)64-43(17)57(79)71(22)48(31-37(7)8)59(81)72(23)49(32-38(9)10)60(82)73(24)52(40(13)14)62(84)70(47)21/h25,27,35-49,51-52H,26,28-34H2,1-24H3,(H,63,76)(H,64,75)(H,65,77)(H,66,78)/b27-25+/t41-,42+,43-,44+,45+,46+,47+,48+,49+,51+,52+/m1/s1
InChI key:InChIKey=GNGBSKIQPUCELM-YBAOVNABSA-N
SMILES:C([C@@H](C/C=C/C)C)[C@@H]1N(C)C(=O)[C@H](C(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@@H](C)NC(=O)[C@H](C)NC(=O)[C@H](CC(C)C)N(C)C(=O)[C@H](C(C)C)NC(=O)[C@H](CC(C)C)N(C)C(=O)CN(C)C(=O)[C@H](CC)NC1=O
Synonyms:- Cyclosporin F
- Cyclosporine F
- Cyclosporin A, 6-[(4R,6E)-6,7-didehydro-N,4-dimethyl-L-2-aminooctanoic acid]-
- Cyclo[L-alanyl-D-alanyl-N-methyl-L-leucyl-N-methyl-L-leucyl-N-methyl-L-valyl-(4R,6E)-6,7-didehydro-N,4-dimethyl-L-2-aminooctanoyl-L-2-aminobutanoyl-N-methylglycyl-N-methyl-L-leucyl-L-valyl-N-methyl-L-leucyl]
- 1,4,7,10,13,16,19,22,25,28,31-Undecaazacyclotritriacontane, cyclic peptide deriv.
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