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CHEBI:140152 - cyclosporin A metabolite M1

ChEBI IDCHEBI:140152
ChEBI Namecyclosporin A metabolite M1
Stars
DefinitionA cyclosporin A derivative that is cyclosporin A in which residue 9 (N-methylleucine) has undergone oxidation so a to introduce a hydroxy group at the carbon bearing the two methyl groups.
Last Modified16 February 2018
SubmitterGareth Owen
DownloadsMolfile
FormulaC62H111N11O13
Net Charge0
Average Mass1218.634
Monoisotopic Mass1217.83628
SMILESC/C=C/C[C@@H](C)[C@@H](O)[C@H]1C(=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)N1C
InChIInChI=1S/C62H111N11O13/c1-25-27-28-39(13)51(75)50-55(79)65-42(26-2)57(81)67(18)33-47(74)68(19)43(29-34(3)4)54(78)66-48(37(9)10)60(84)69(20)44(30-35(5)6)53(77)63-40(14)52(76)64-41(15)56(80)71(22)46(32-62(16,17)86)59(83)70(21)45(31-36(7)8)58(82)72(23)49(38(11)12)61(85)73(50)24/h25,27,34-46,48-51,75,86H,26,28-33H2,1-24H3,(H,63,77)(H,64,76)(H,65,79)(H,66,78)/b27-25+/t39-,40+,41-,42+,43+,44+,45+,46+,48+,49+,50+,51-/m1/s1
InChIKeyODPRYBDBGFBROY-ANCDGSCPSA-N
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:960)
bile (UBERON:0001970) PubMed (2568911)
bile (UBERON:0001970) PubMed (3538573)
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 M1 (CHEBI:140152) has role drug metabolite (CHEBI:49103)
cyclosporin A metabolite M1 (CHEBI:140152) is a cyclosporin A derivative (CHEBI:140151)
cyclosporin A metabolite M1 (CHEBI:140152) is a tertiary alcohol (CHEBI:26878)
Incoming Relation(s)
cyclosporin A metabolite M10 (CHEBI:140167) has functional parent cyclosporin A metabolite M1 (CHEBI:140152)
cyclosporin A metabolite M13 (CHEBI:140166) has functional parent cyclosporin A metabolite M1 (CHEBI:140152)
cyclosporin A metabolite M16 (CHEBI:140163) has functional parent cyclosporin A metabolite M1 (CHEBI:140152)
cyclosporin A metabolite M8 (CHEBI:140158) has functional parent cyclosporin A metabolite M1 (CHEBI:140152)
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-1,4,7,10,12,15,19,25,28-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 M1ChEBI
cyclosporin metabolite AM9ChEBI
(γ-OH)MeLeu-9-cyclosporineChEBI
cyclosporine metabolite AM9ChEBI
AM9ChEBI
(γ-OH)MeLeu-9-cyclosporinChEBI
Registry NumbersSources
CAS:89270-25-7ChemIDplus
Citations