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CHEBI:140177 - cyclosporin A metabolite M26

ChEBI IDCHEBI:140177
ChEBI Namecyclosporin A metabolite M26
Stars
DefinitionA cyclosporin A derivative that is cyclosporin A in which residue 9 (N-methylleucine) has been hydroxylated at the carbon bearing the two methyl groups and in which residue 1 [(2S,3R,4R,6E)-3-hydroxy-4-methyl-2-(methylamino)oct-6-enoic acid] has been hydroxylated at position 8 while the hydroxy group at position 3 has undergone addition to the double bond to give the corresponding oxolane.
Last Modified18 February 2018
SubmitterGareth Owen
DownloadsMolfile
FormulaC62H111N11O14
Net Charge0
Average Mass1234.633
Monoisotopic Mass1233.83120
SMILES[H]C1(CCO)C[C@@H](C)[C@]([H])([C@H]2C(=O)N[C@@H](CC)C(=O)N(C)CC(=O)N(C)[C@@H](CC(C)C)C(=O)N[C@@H](C(C)C)C(=O)N(C)[C@@H](CC(C)C)C(=O)N[C@@H](C)C(=O)N[C@H](C)C(=O)N(C)[C@@H](CC(C)(C)O)C(=O)N(C)[C@@H](CC(C)C)C(=O)N(C)[C@@H](C(C)C)C(=O)N2C)O1
InChIInChI=1S/C62H111N11O14/c1-24-42-57(81)67(17)32-47(75)68(18)43(27-33(2)3)54(78)66-48(36(8)9)60(84)69(19)44(28-34(4)5)53(77)63-39(13)52(76)64-40(14)56(80)71(21)46(31-62(15,16)86)59(83)70(20)45(29-35(6)7)58(82)72(22)49(37(10)11)61(85)73(23)50(55(79)65-42)51-38(12)30-41(87-51)25-26-74/h33-46,48-51,74,86H,24-32H2,1-23H3,(H,63,77)(H,64,76)(H,65,79)(H,66,78)/t38-,39+,40-,41?,42+,43+,44+,45+,46+,48+,49+,50+,51-/m1/s1
InChIKeyJAMYKWXSCJFSSX-OKJSGIQHSA-N
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:960) blood (UBERON:0000178) PubMed (2642763)
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
ChEBI Ontology
Outgoing Relation(s)
cyclosporin A metabolite M26 (CHEBI:140177) has functional parent cyclosporin A metabolite M8 (CHEBI:140158)
cyclosporin A metabolite M26 (CHEBI:140177) has role drug metabolite (CHEBI:49103)
cyclosporin A metabolite M26 (CHEBI:140177) is a cyclosporin A derivative (CHEBI:140151)
cyclosporin A metabolite M26 (CHEBI:140177) is a oxolanes (CHEBI:26912)
cyclosporin A metabolite M26 (CHEBI:140177) is a tertiary alcohol (CHEBI:26878)
IUPAC Name 
(3S,6S,9S,12R,15S,18S,21S,24S,30S,33S)-30-ethyl-33-[(2R,3R)-5-(2-hydroxyethyl)-3-methyltetrahydrofuran-2-yl]-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  Source
cyclosporine metabolite M26ChEBI
cyclosporine A metabolite M26ChEBI
cyclosporin A metabolite AM1c9ChEBI
cyclosporin metabolite M26ChEBI
M26ChEBI
cyclosporine A metabolite AM1c9ChEBI
Citations