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CHEBI ONTOLOGY - ANNOTATIONS

The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/. The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/by/3.0/). For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.

Term:cyclosporin A
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Accession:CHEBI:4031 term browser browse the term
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.
Synonyms:exact_synonym: 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
 related_synonym: (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);   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];   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;   Antibiotic S 7481F1;   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);   Cyclosporine;   Formula=C62H111N11O12;   Gengraf;   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;   Neoral;   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;   Sandimmune;   ciclosporin;   ciclosporina;   ciclosporine;   ciclosporinum
 alt_id: CHEBI:63586;   CHEBI:91802
 xref: Beilstein:3647785;   CAS:59865-13-3;   Chemspider:4447449;   DrugBank:DB00091;   Drug_Central:760;   HMDB:HMDB0250682;   KEGG:C05086;   KEGG:D00184;   KNApSAcK:C00001517;   LINCS:LSM-1703;   LIPID_MAPS_instance:LMPK14000003
 xref_mesh: MESH:D016572
 xref: MetaCyc:CPD-20532;   PMID:11058832;   PMID:11069928;   PMID:11079273;   PMID:11080188;   PMID:11238591;   PMID:11256490;   PMID:11278005;   PMID:11315347;   PMID:11370709;   PMID:11406057;   PMID:11426833;   PMID:11442023;   PMID:11481617;   PMID:11493684;   PMID:11529914;   PMID:11557554;   PMID:11564166;   PMID:11676831;   PMID:11870366;   PMID:12021257;   PMID:12050171;   PMID:12603598;   PMID:12761440;   PMID:12929192;   PMID:12950728;   PMID:14521916;   PMID:14621732;   PMID:14638917;   PMID:14672695;   PMID:14682659;   PMID:14743390;   PMID:15030555;   PMID:15175101;   PMID:15210365;   PMID:15306697;   PMID:15383526;   PMID:15541012;   PMID:15613074;   PMID:15626898;   PMID:15657176;   PMID:1566062;   PMID:15711594;   PMID:15811524;   PMID:15962181;   PMID:16372476;   PMID:16404634;   PMID:16724420;   PMID:16801218;   PMID:16898534;   PMID:17032751;   PMID:17083576;   PMID:17117422;   PMID:17192032;   PMID:17220244;   PMID:17229932;   PMID:17265451;   PMID:17446460;   PMID:17603747;   PMID:18076075;   PMID:18171316;   PMID:18191430;   PMID:18217899;   PMID:18259730;   PMID:18299432;   PMID:18359899;   PMID:18583716;   PMID:18597363;   PMID:18790203;   PMID:18818682;   PMID:18931077;   PMID:18975184;   PMID:19282398;   PMID:19589783;   PMID:21752960;   PMID:23620378;   PMID:24134630;   PMID:31144214;   PMID:34561200;   PMID:34561814;   Patent:US4117118;   Reaxys:3647785;   VSDB:1765;   Wikipedia:Ciclosporin



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      CHEBI ontology 19918
        role 19894
          biological role 19892
            biochemical role 19588
              metabolite 19574
                cyclosporin A 8366
                  cyclosporin A derivative + 0
    Path 2
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      CHEBI ontology 19918
        subatomic particle 19916
          composite particle 19916
            hadron 19916
              baryon 19916
                nucleon 19916
                  atomic nucleus 19916
                    atom 19916
                      main group element atom 19866
                        p-block element atom 19866
                          carbon group element atom 19811
                            carbon atom 19806
                              organic molecular entity 19806
                                organic group 18995
                                  organic divalent group 18969
                                    organodiyl group 18969
                                      carbonyl group 18922
                                        carbonyl compound 18922
                                          carboxylic acid 18646
                                            carboacyl group 17727
                                              univalent carboacyl group 17727
                                                carbamoyl group 17575
                                                  carboxamide 17575
                                                    peptide 11133
                                                      cyclic peptide 8881
                                                        homodetic cyclic peptide 8403
                                                          cyclosporin A 8366
                                                            cyclosporin A derivative + 0
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