loading...| Preferred Name |
cyclosporin A |
|
| Synonyms |
cyclosporin A Cyclosporin A 30-ethyl-33-[(4E)-1-hydroxy-2-methylhex-4-en-1-yl]-1,4,7,10,12,15,19,25,28-nonamethyl-6,9,18,24-tetrakis(2-methylpropyl)-3,21-bis(propan-2-yl)-1,4,7,10,13,16,19,22,25,28,31-undecaazacyclotritriacontane-2,5,8,11,14,17,20,23,26,29,32-undecone 30-ethyl-33-[(4E)-1-hydroxy-2-methylhex-4-en-1-yl]-6,9,18,24-tetraisobutyl-3,21-diisopropyl-1,4,7,10,12,15,19,25,28-nonamethyl-1,4,7,10,13,16,19,22,25,28,31-undecaazacyclotritriacontane-2,5,8,11,14,17,20,23,26,29,32-undecone 1,11-cyclo[L-alanyl-D-alanyl-N-methyl-L-leucyl-N-methyl-L-leucyl-N-methyl-L-valyl-(E)-(2S,3R,4R)-2-amino-3-hydroxy-N,4-dimethyloct-6-enoyl-L-2-aminobutanoyl-N-methylglycyl-N-methyl-L-leucyl-L-valyl-N-methyl-L-leucine] ciclosporin Cyclosporine Gengraf Neoral ciclosporina Antibiotic S 7481F1 Sandimmune ciclosporinum Cyclo(L-alanyl-D-alanyl-N-methyl-L-leucyl-N-methyl-L-leucyl-N-methyl-L-valyl-((3R,4R,6E)-6,7-didehydro-3-hydroxy-N,4-dimethyl-L-2-aminooctanoyl)-L-2-aminobutanoyl-N-methylglycyl-N-methyl-L-leucyl-L-valyl-N-methylleucyl) Ciclosporin ciclosporine (R-[R*,R*-(E)])-Cyclic(L-alanyl-D-alanyl-N-methyl-L-leucyl-N-methyl-L-leucyl-N-methyl-L-valyl-3-hydroxy-N,4-dimethyl-L-2-amino-6-octenoyl-L-alpha-aminobutyryl-N-methylglycyl-N-methyl-L-leucyl-L-valyl-N-methyl-L-leucyl) |
|
| Definitions |
A cyclic nonribosomal peptide of eleven amino acids; an immunosuppressant drug widely used in post-allogeneic organ transplant to reduce the activity of the patient's immune system, and therefore the risk of organ rejection. Also causes reversible inhibition of immunocompetent lymphocytes in the G0- and G1-phase of the cell cycle. |
|
| ID |
http://purl.obolibrary.org/obo/CHEBI_4031 |
|
| charge |
0 |
|
| database_cross_reference |
CiteXplore:18259730 CiteXplore:11442023 CiteXplore:18299432 CiteXplore:18217899 CiteXplore:18359899 CiteXplore:11079273 CiteXplore:11069928 CiteXplore:19589783 Beilstein:3647785 CiteXplore:1566062 CiteXplore:11406057 CiteXplore:15541012 CiteXplore:11481617 CiteXplore:18171316 CiteXplore:14743390 CiteXplore:17220244 CiteXplore:12950728 CiteXplore:15306697 CiteXplore:11564166 CiteXplore:15030555 CiteXplore:16724420 CiteXplore:15613074 CiteXplore:14621732 CiteXplore:11493684 CiteXplore:11238591 CiteXplore:11080188 CiteXplore:17117422 CiteXplore:15811524 CiteXplore:12050171 CiteXplore:11370709 CiteXplore:15711594 CiteXplore:15210365 CiteXplore:18931077 SNOMEDCT:387467008 KEGG COMPOUND:C05086 KEGG COMPOUND:59865-13-3 CiteXplore:16898534 CiteXplore:15383526 CiteXplore:15657176 CiteXplore:16372476 CiteXplore:18597363 CiteXplore:17032751 KEGG DRUG:D00184 CiteXplore:19282398 CiteXplore:14672695 ChemIDplus:59865-13-3 CiteXplore:11870366 CiteXplore:14521916 CiteXplore:15962181 CiteXplore:11426833 CiteXplore:11676831 CiteXplore:11278005 Reaxys:3647785 MeSH:D016572 CiteXplore:15175101 CiteXplore:11557554 CiteXplore:18790203 CiteXplore:18583716 CiteXplore:12929192 CiteXplore:11256490 CiteXplore:12761440 CiteXplore:11529914 CiteXplore:17265451 CiteXplore:17603747 CiteXplore:12603598 CiteXplore:16404634 CiteXplore:18191430 CiteXplore:15626898 CiteXplore:17446460 CiteXplore:17229932 CiteXplore:18818682 CiteXplore:14682659 CiteXplore:11058832 CiteXplore:17083576 CiteXplore:16801218 CiteXplore:11315347 CiteXplore:12021257 CiteXplore:17192032 CiteXplore:18975184 CiteXplore:14638917 SNOMEDCT:80906007 CiteXplore:18076075 NCIt:C406 PMID:14638917 PMID:21752960 PMID:23620378 PMID:18076075 PMID:18217899 PMID:18299432 PMID:18191430 PMID:11278005 PMID:11564166 Drug_Central:760 PMID:12950728 PMID:18597363 PMID:15711594 PMID:17192032 PMID:11870366 PMID:12603598 PMID:17220244 PMID:11481617 PMID:12761440 Wikipedia:Ciclosporin PMID:17083576 PMID:16724420 PMID:11069928 PMID:18359899 CAS:59865-13-3 PMID:18171316 KEGG:D00184 PMID:14621732 PMID:24134630 PMID:11238591 PMID:11442023 PMID:14682659 PMID:15626898 VSDB:1765 PMID:18259730 PMID:19282398 PMID:31144214 PMID:15613074 LINCS:LSM-1703 PMID:15657176 PMID:14521916 PMID:11080188 PMID:17229932 PMID:15210365 PMID:18818682 PMID:18583716 PMID:11370709 PMID:17032751 PMID:1566062 PMID:15306697 PMID:14672695 KNApSAcK:C00001517 PMID:15175101 PMID:34561814 PMID:11557554 PMID:16801218 PMID:12929192 PMID:16404634 PMID:11079273 PMID:15962181 PMID:15383526 PMID:11426833 PMID:12050171 PMID:11676831 PMID:15811524 PMID:18931077 PMID:17265451 HMDB:HMDB0250682 PMID:16372476 PMID:18790203 PMID:11256490 PMID:15030555 PMID:11406057 PMID:34561200 LIPID_MAPS_instance:LMPK14000003 PMID:11493684 PMID:17603747 Patent:US4117118 PMID:15541012 PMID:19589783 DrugBank:DB00091 MetaCyc:CPD-20532 PMID:11315347 PMID:12021257 PMID:17446460 PMID:14743390 Chemspider:4447449 PMID:17117422 PMID:11058832 PMID:16898534 PMID:18975184 KEGG:C05086 PMID:11529914 |
|
| definition |
A cyclic nonribosomal peptide of eleven amino acids; an immunosuppressant drug widely used in post-allogeneic organ transplant to reduce the activity of the patient's immune system, and therefore the risk of organ rejection. Also causes reversible inhibition of immunocompetent lymphocytes in the G0- and G1-phase of the cell cycle. |
|
| formula |
C62H111N11O12 |
|
| has_alternative_id |
CHEBI:63586 CHEBI:91802 |
|
| has_exact_synonym |
cyclosporin A Cyclosporin A 30-ethyl-33-[(4E)-1-hydroxy-2-methylhex-4-en-1-yl]-1,4,7,10,12,15,19,25,28-nonamethyl-6,9,18,24-tetrakis(2-methylpropyl)-3,21-bis(propan-2-yl)-1,4,7,10,13,16,19,22,25,28,31-undecaazacyclotritriacontane-2,5,8,11,14,17,20,23,26,29,32-undecone |
|
| has_obo_namespace |
chebi_ontology |
|
| has_related_synonym |
30-ethyl-33-[(4E)-1-hydroxy-2-methylhex-4-en-1-yl]-6,9,18,24-tetraisobutyl-3,21-diisopropyl-1,4,7,10,12,15,19,25,28-nonamethyl-1,4,7,10,13,16,19,22,25,28,31-undecaazacyclotritriacontane-2,5,8,11,14,17,20,23,26,29,32-undecone 1,11-cyclo[L-alanyl-D-alanyl-N-methyl-L-leucyl-N-methyl-L-leucyl-N-methyl-L-valyl-(E)-(2S,3R,4R)-2-amino-3-hydroxy-N,4-dimethyloct-6-enoyl-L-2-aminobutanoyl-N-methylglycyl-N-methyl-L-leucyl-L-valyl-N-methyl-L-leucine] ciclosporin Cyclosporine Gengraf Neoral ciclosporina Antibiotic S 7481F1 Sandimmune ciclosporinum Cyclo(L-alanyl-D-alanyl-N-methyl-L-leucyl-N-methyl-L-leucyl-N-methyl-L-valyl-((3R,4R,6E)-6,7-didehydro-3-hydroxy-N,4-dimethyl-L-2-aminooctanoyl)-L-2-aminobutanoyl-N-methylglycyl-N-methyl-L-leucyl-L-valyl-N-methylleucyl) Ciclosporin ciclosporine (R-[R*,R*-(E)])-Cyclic(L-alanyl-D-alanyl-N-methyl-L-leucyl-N-methyl-L-leucyl-N-methyl-L-valyl-3-hydroxy-N,4-dimethyl-L-2-amino-6-octenoyl-L-alpha-aminobutyryl-N-methylglycyl-N-methyl-L-leucyl-L-valyl-N-methyl-L-leucyl) |
|
| id |
CHEBI:4031 |
|
| in_subset | ||
| inchi |
InChI=1S/C62H111N11O12/c1-25-27-28-40(15)52(75)51-56(79)65-43(26-2)58(81)67(18)33-48(74)68(19)44(29-34(3)4)55(78)66-49(38(11)12)61(84)69(20)45(30-35(5)6)54(77)63-41(16)53(76)64-42(17)57(80)70(21)46(31-36(7)8)59(82)71(22)47(32-37(9)10)60(83)72(23)50(39(13)14)62(85)73(51)24/h25,27,34-47,49-52,75H,26,28-33H2,1-24H3,(H,63,77)(H,64,76)(H,65,79)(H,66,78)/b27-25+/t40-,41+,42-,43+,44+,45+,46+,47+,49+,50+,51+,52-/m1/s1 |
|
| inchikey |
PMATZTZNYRCHOR-CGLBZJNRSA-N |
|
| label |
cyclosporin A |
|
| mass |
1202.61120 |
|
| monoisotopicmass |
1201.84137 |
|
| notation |
CHEBI:4031 |
|
| prefLabel |
cyclosporin A |
|
| smiles |
CC[C@@H]1NC(=O)[C@H]([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)C1=O)C(C)C |
|
| subClassOf |