59787-61-0 Usage
Description
Cyclosporin C is a fungal metabolite derived from various fungal species, including Trichoderma, Tolypocladium, Fusarium, Nectria, and Acremonium. It is a group of nonpolar cyclic oligopeptides with immunosuppressant activity and exhibits diverse biological properties such as antifungal, antiviral, and immunosuppressant effects. Cyclosporin C is a white solid and has been found in T. inflatum.
Uses
1. Used in Pharmaceutical Industry:
Cyclosporin C is used as an immunosuppressant for preventing organ transplant rejection and treating autoimmune diseases. It inhibits lymphocyte proliferation induced by mitogens like concanavalin A (ConA), phytohemagglutinin L (PHA), and pokeweed mitogen (PWM), as well as alloantigen-induced proliferation in mixed lymphocyte culture.
2. Used in Antifungal Applications:
Cyclosporin C is used as an antifungal agent for treating infections caused by various fungal species such as B. cinerea, A. niger, Alternaria, Mucor, and Penicillium. It demonstrates potent activity against these isolates with minimum inhibitory concentrations (MICs) ranging from 0.1-5 μg/ml.
3. Used in Antiviral Applications:
Cyclosporin C is used as an antiviral agent for inhibiting the replication of certain viruses. For instance, it has been shown to inhibit vaccinia virus replication in infected BSC40 cells by 98.82% at a concentration of 15 μg/ml.
4. Used in Immunological Research:
Cyclosporin C is used as a research tool for studying the immune system and the mechanisms of immune response. It helps in understanding the role of lymphocyte proliferation and the local graft versus host (GVH) reaction in mice receiving splenocyte grafts, as it inhibits these processes at a concentration of 100 ng/ml.
Check Digit Verification of cas no
The CAS Registry Mumber 59787-61-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,9,7,8 and 7 respectively; the second part has 2 digits, 6 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 59787-61:
(7*5)+(6*9)+(5*7)+(4*8)+(3*7)+(2*6)+(1*1)=190
190 % 10 = 0
So 59787-61-0 is a valid CAS Registry Number.
InChI:InChI=1/C62H111N11O13/c1-25-26-27-39(14)52(76)51-56(80)66-49(42(17)74)60(84)67(18)32-47(75)68(19)43(28-33(2)3)55(79)65-48(37(10)11)61(85)69(20)44(29-34(4)5)54(78)63-40(15)53(77)64-41(16)57(81)70(21)45(30-35(6)7)58(82)71(22)46(31-36(8)9)59(83)72(23)50(38(12)13)62(86)73(51)24/h25-26,33-46,48-52,74,76H,27-32H2,1-24H3,(H,63,78)(H,64,77)(H,65,79)(H,66,80)/b26-25+/t39-,40+,41-,42-,43+,44+,45+,46+,48+,49+,50+,51+,52-/m1/s1
59787-61-0Relevant articles and documents
Pseudoprolines (psiPro) in drug design: direct insertion of psiPro systems into cyclosporin C.
Keller,Woehr,Dumy,Patiny,Mutter
, p. 4358 - 4363 (2007/10/03)
The insertion of acetals that exhibit variable structural features into complex peptides such as cyclosporin C (CsC) results in oxazolidine derivatives (pseudoprolines, psiPro) of tailored physico-chemical and biological properties. N,O-Acetalation of the 2-threonine hydroxyl group and the preceding amide nitrogen of CsC is achieved by treating the molecule with a number of both arylated and non-arylated dimethyl acetals. The psiPro-containing CsC derivatives exhibit enhanced conformational backbone rigidity, as suggested by analytical HPLC, NMR spectroscopy and by kinetic measurements on binding with their receptor protein cyclophilin A (CypA) that were not time-dependent. IC50 values for calf-thymus CypA were obtained by kinetic evaluation of its cis-->trans isomerase activity. The choice of the para-substituted aryl dimethyl acetals allows the inhibitory properties of the corresponding derivatives to be modulated to either prodrugs or moderately strongly binding cyclosporin C derivatives.
