CHEBI:140158 - cyclosporin A metabolite M8

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ChEBI Name cyclosporin A metabolite M8 ChEBI ID CHEBI:140158 Definition A cyclosporin A derivative that is cyclosporin A in which residue 1 [(2S,3R,4R,6E)-3-hydroxy-4-methyl-2-(methylamino)oct-6-enoic acid] has undergone allylic oxidation to give the corresponding primary allylic alcohol, and in which residue 9 (N-methylleucine) has undergone oxidation so as to introduce a hydroxy group at the carbon bearing the two methyl groups. 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 C62H111N11O14 Net Charge 0 Average Mass 1234.612 Monoisotopic Mass 1233.83120 InChI InChI=1S/C62H111N11O14/c1-24-42-57(82)67(17)33-47(75)68(18)43(29-34(2)3)54(79)66-48(37(8)9)60(85)69(19)44(30-35(4)5)53(78)63-40(13)52(77)64-41(14)56(81)71(21)46(32-62(15,16)87)59(84)70(20)45(31-36(6)7)58(83)72(22)49(38(10)11)61(86)73(23)50(55(80)65-42)51(76)39(12)27-25-26-28-74/h25-26,34-46,48-51,74,76,87H,24,27-33H2,1-23H3,(H,63,78)(H,64,77)(H,65,80)(H,66,79)/b26-25+/t39-,40+,41-,42+,43+,44+,45+,46+,48+,49+,50+,51-/m1/s1 InChIKey OQLOXFAEYPRXJG-DQCBHWIGSA-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](N(C)C(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/CO)C)O Metabolite of Species Details Homo sapiens (NCBI:txid960) Found in bile (UBERON:0001970). 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 M8 (CHEBI:140158) has functional parent cyclosporin A metabolite M1 (CHEBI:140152) cyclosporin A metabolite M8 (CHEBI:140158) has functional parent cyclosporin A metabolite M17 (CHEBI:140154) cyclosporin A metabolite M8 (CHEBI:140158) has role drug metabolite (CHEBI:49103) cyclosporin A metabolite M8 (CHEBI:140158) is a cyclosporin A derivative (CHEBI:140151) cyclosporin A metabolite M8 (CHEBI:140158) is a primary allylic alcohol (CHEBI:134394) cyclosporin A metabolite M8 (CHEBI:140158) is a tertiary alcohol (CHEBI:26878) Incoming cyclosporin A metabolite M26 (CHEBI:140177) has functional parent cyclosporin A metabolite M8 (CHEBI:140158) IUPAC Name (3S,6S,9S,12R,15S,18S,21S,24S,30S,33S)-33-[(1R,2R,4E)-1,6-dihydroxy-2-methylhex-4-en-1-yl]-30-ethyl-9-(2-hydroxy-2-methylpropyl)-6,18,24-triisobutyl-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 Synonyms Sources AM19 ChEBI cyclosporin A metabolite AM19 ChEBI cyclosporin metabolite AM19 Note: (2018-02-15) The letter A before the letter M indicates that the compound is a metabolite of cyclosporin A; G would mean it was a metabolite of cyclosporin G, etc. (see Transplant. Proc., 1990, 22/3, 1357). ChEBI cyclosporin metabolite M8 ChEBI M8 ChEBI Citations Types Sources 1362930 PubMed citation Europe PMC 1895678 PubMed citation Europe PMC 1943052 PubMed citation Europe PMC 1971578 PubMed citation Europe PMC 2642763 PubMed citation Europe PMC 2944258 PubMed citation Europe PMC 2948307 PubMed citation Europe PMC 3311467 PubMed citation Europe PMC 3538573 PubMed citation Europe PMC Last Modified 18 February 2018