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CHEBI:140172 - cyclosporin A metabolite M25

ChEBI IDCHEBI:140172
ChEBI Namecyclosporin A metabolite M25
Stars
DefinitionA 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, while residue 4, N-methylleucine, has undergone N-demethylation.
Last Modified16 February 2018
SubmitterGareth Owen
DownloadsMolfile
FormulaC61H109N11O13
Net Charge0
Average Mass1204.607
Monoisotopic Mass1203.82063
SMILESCC[C@@H]1NC(=O)[C@H]([C@H](O)[C@H](C)C/C=C/CO)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](C(C)C)NC(=O)[C@H](CC(C)C)NC(=O)CN(C)C1=O
InChIInChI=1S/C61H109N11O13/c1-23-42-57(81)67(17)32-47(74)64-43(28-33(2)3)53(77)66-48(37(10)11)60(84)68(18)44(29-34(4)5)54(78)62-40(15)52(76)63-41(16)56(80)69(19)45(30-35(6)7)58(82)70(20)46(31-36(8)9)59(83)71(21)49(38(12)13)61(85)72(22)50(55(79)65-42)51(75)39(14)26-24-25-27-73/h24-25,33-46,48-51,73,75H,23,26-32H2,1-22H3,(H,62,78)(H,63,76)(H,64,74)(H,65,79)(H,66,77)/b25-24+/t39-,40+,41-,42+,43+,44+,45+,46+,48+,49+,50+,51-/m1/s1
InChIKeyYIRMXRJTZYYXFH-DCMUSGNWSA-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 M25 (CHEBI:140172) has functional parent cyclosporin A metabolite M17 (CHEBI:140154)
cyclosporin A metabolite M25 (CHEBI:140172) has functional parent cyclosporin A metabolite M21 (CHEBI:140171)
cyclosporin A metabolite M25 (CHEBI:140172) has role drug metabolite (CHEBI:49103)
cyclosporin A metabolite M25 (CHEBI:140172) is a cyclosporin A derivative (CHEBI:140151)
cyclosporin A metabolite M25 (CHEBI:140172) is a primary allylic alcohol (CHEBI:134394)
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-6,9,18,24-tetraisobutyl-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  Source
cyclosporin A metabolite AM14NChEBI
cyclosporine metabolite AM14NChEBI
cyclosporin metabolite M25ChEBI
cyclosporine A metabolite AM14NChEBI
cyclosporine metabolite M25ChEBI
cyclosporine A metabolite M25ChEBI
Citations