CHEBI:140166 - cyclosporin A metabolite M13

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ChEBI Name cyclosporin A metabolite M13 ChEBI ID CHEBI:140166 Definition A cyclosporin A derivative that is cyclosporin A in which the residue-9 N-methylleucine moiety has undergone oxidation so as to introduce a hydroxy group at the carbon bearing the two methyl groups, while the residue-4 N-methylleucine moiety has undergone N-demethylation. Stars This entity has been manually annotated by the ChEBI Team. Supplier Information Download Molfile XML SDF Find compounds which contain this structure Find compounds which resemble this structure Take structure to the Advanced Search Formula C61H109N11O13 Net Charge 0 Average Mass 1204.586 Monoisotopic Mass 1203.82063 InChI InChI=1S/C61H109N11O13/c1-24-26-27-38(13)50(74)49-54(78)65-41(25-2)56(80)67(18)32-46(73)64-42(28-33(3)4)52(76)66-47(36(9)10)59(83)68(19)43(29-34(5)6)53(77)62-39(14)51(75)63-40(15)55(79)70(21)45(31-61(16,17)85)58(82)69(20)44(30-35(7)8)57(81)71(22)48(37(11)12)60(84)72(49)23/h24,26,33-45,47-50,74,85H,25,27-32H2,1-23H3,(H,62,77)(H,63,75)(H,64,73)(H,65,78)(H,66,76)/b26-24+/t38-,39+,40-,41+,42+,43+,44+,45+,47+,48+,49+,50-/m1/s1 InChIKey MKDBJZSSZKCAQL-AKQVMVHGSA-N SMILES [C@H]1(N(C([C@@H](N(C([C@@H](N(C)C([C@@H](N(C([C@H](NC([C@@H](NC([C@@H](N(C([C@@H](NC([C@@H](NC(CN(C([C@@H](NC1=O)CC)=O)C)=O)CC(C)C)=O)C(C)C)=O)C)CC(C)C)=O)C)=O)C)=O)C)CC(O)(C)C)=O)CC(C)C)=O)C)C(C)C)=O)C)[C@@H]([C@@H](C/C=C/C)C)O Metabolite of Species Details Homo sapiens (NCBI:txid960) Found in liver (BTO:0000759). See: PubMed Homo sapiens (NCBI:txid960) Found in bile (UBERON:0001970). See: PubMed Roles Classification Chemical Role(s): Bronsted base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound ) Biological Role(s): drug metabolite View more via ChEBI Ontology ChEBI Ontology Outgoing cyclosporin A metabolite M13 (CHEBI:140166) has functional parent cyclosporin A metabolite M1 (CHEBI:140152) cyclosporin A metabolite M13 (CHEBI:140166) has functional parent cyclosporin A metabolite M21 (CHEBI:140171) cyclosporin A metabolite M13 (CHEBI:140166) has role drug metabolite (CHEBI:49103) cyclosporin A metabolite M13 (CHEBI:140166) is a cyclosporin A derivative (CHEBI:140151) cyclosporin A metabolite M13 (CHEBI:140166) is a tertiary alcohol (CHEBI:26878) IUPAC Name (3S,6S,9S,12R,15S,18S,21S,24S,30S,33S)-30-ethyl-33-[(1R,2R,4E)-1-hydroxy-2-methylhex-4-en-1-yl]-9-(2-hydroxy-2-methylpropyl)-6,18,24-triisobutyl-3,21-diisopropyl-1,4,7,10,12,15,19,28-octamethyl-1,4,7,10,13,16,19,22,25,28,31-undecaazacyclotritriacontane-2,5,8,11,14,17,20,23,26,29,32-undecone Synonyms Sources AM4N9 ChEBI cyclosporin A metabolite AM4N9 ChEBI cyclosporin metabolite AM4N9 ChEBI cyclosporin metabolite M13 ChEBI cyclosporine A metabolite AM4N9 ChEBI cyclosporine A metabolite M13 ChEBI cyclosporine metabolite AM4N9 ChEBI cyclosporine metabolite M13 ChEBI M13 ChEBI Citations Types Sources 1362930 PubMed citation Europe PMC 14749552 PubMed citation Europe PMC 1521927 PubMed citation Europe PMC 3538573 PubMed citation Europe PMC 8745344 PubMed citation Europe PMC 9263386 PubMed citation Europe PMC 9629489 PubMed citation Europe PMC Last Modified 16 February 2018