Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C63H113N11O12 |
Molecular Weight | 1216.6378 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 12 / 12 |
E/Z Centers | 1 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@@]1([C@H](O)[C@H](C)C\C=C\C)N(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](NC(=O)[C@H](CC(C)C)N(C)C(=O)CN(C)C(=O)[C@H](CCC)NC1=O)C(C)C
InChI
InChIKey=ZMKGDQSIRSGUDJ-VSROPUKISA-N
InChI=1S/C63H113N11O12/c1-25-27-29-41(15)53(76)52-57(80)66-44(28-26-2)59(82)68(18)34-49(75)69(19)45(30-35(3)4)56(79)67-50(39(11)12)62(85)70(20)46(31-36(5)6)55(78)64-42(16)54(77)65-43(17)58(81)71(21)47(32-37(7)8)60(83)72(22)48(33-38(9)10)61(84)73(23)51(40(13)14)63(86)74(52)24/h25,27,35-48,50-53,76H,26,28-34H2,1-24H3,(H,64,78)(H,65,77)(H,66,80)(H,67,79)/b27-25+/t41-,42+,43-,44+,45+,46+,47+,48+,50+,51+,52+,53-/m1/s1
Molecular Formula | C63H113N11O12 |
Molecular Weight | 1216.6378 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 12 / 12 |
E/Z Centers | 1 |
Optical Activity | UNSPECIFIED |
Geclosporin (Cyclosporine) is an immunosuppressive agent, that is used to prevent rejection of a transplanted organ by the body. Geclosporin is isolated from a fungus, Beauveria nivea, and was first discovered in 1970. By suppressing the immune system, this drug prevents white blood cells from rejecting the transplanted organ. Geclosporin primarily does this by suppressing T cells and T cell cytokine production, but also acts in other ways, for example by inhibiting growth and activation of B cells and antigen presenting cells, and by reducing antibody production. Geclosporin is usually combined with other compounds, and has been studied as potential treatment for a large range of disorders. It is used for the treatment of several other conditions, such as severe recalcitrant plaque psoriasis, severe active rheumatoid artritis, and to prevent rejection of donor cells as a result of bone marrow transplantation. Relapse after discontinuation of this compound is to be expected, and therefore, patients should receive maintenance therapy at the lowest effective dosage. The most common adverse events are hypertrichosis, gingival hyperplasia, and neurological and gastrointestinal effects. Renal dysfunction is also possible, but irreversible damage is rare.
Approval Year
PubMed
Title | Date | PubMed |
---|---|---|
Characterization of anti-Toxoplasma activity of SDZ 215-918, a cyclosporin derivative lacking immunosuppressive and peptidyl-prolyl-isomerase-inhibiting activity: possible role of a P glycoprotein in Toxoplasma physiology. | 1997 Sep |
|
Inhibition of vaccinia virus replication by cyclosporin A analogues correlates with their affinity for cellular cyclophilins. | 1998 Feb |
Patents
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 18:54:23 UTC 2023
by
admin
on
Fri Dec 15 18:54:23 UTC 2023
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Record UNII |
UA3JNW70T9
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Record Status |
Validated (UNII)
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-
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74436-00-3
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CHEMBL2107422
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C045571
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m4020
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admin on Fri Dec 15 18:54:23 UTC 2023 , Edited by admin on Fri Dec 15 18:54:23 UTC 2023
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7182
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SUB07887MIG
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6475296
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100000084518
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UA3JNW70T9
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admin on Fri Dec 15 18:54:23 UTC 2023 , Edited by admin on Fri Dec 15 18:54:23 UTC 2023
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C170024
Created by
admin on Fri Dec 15 18:54:23 UTC 2023 , Edited by admin on Fri Dec 15 18:54:23 UTC 2023
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