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CHEBI:140178 - cyclosporin A metabolite M1A

ChEBI IDCHEBI:140178
ChEBI Namecyclosporin A metabolite M1A
Stars
DefinitionA cyclosporin A derivative that is cyclosporin A in which the allylic methyl group of residue 1 [(2S,3R,4R,6E)-3-hydroxy-4-methyl-2-(methylamino)oct-6-enoic acid] has been oxidised to the corresponding carboxylic acid.
Last Modified18 February 2018
SubmitterGareth Owen
DownloadsMolfile
FormulaC62H109N11O14
Net Charge0
Average Mass1232.617
Monoisotopic Mass1231.81555
SMILESCC[C@@H]1NC(=O)[C@H]([C@H](O)[C@H](C)C/C=C/C(=O)O)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)N(C)C(=O)CN(C)C1=O
InChIInChI=1S/C62H109N11O14/c1-24-42-58(83)67(17)32-47(74)68(18)43(28-33(2)3)55(80)66-49(37(10)11)61(86)69(19)44(29-34(4)5)54(79)63-40(15)53(78)64-41(16)57(82)70(20)45(30-35(6)7)59(84)71(21)46(31-36(8)9)60(85)72(22)50(38(12)13)62(87)73(23)51(56(81)65-42)52(77)39(14)26-25-27-48(75)76/h25,27,33-46,49-52,77H,24,26,28-32H2,1-23H3,(H,63,79)(H,64,78)(H,65,81)(H,66,80)(H,75,76)/b27-25+/t39-,40+,41-,42+,43+,44+,45+,46+,49+,50+,51+,52-/m1/s1
InChIKeyBEDOPNJARNLRIQ-ZGBBRUJZSA-N
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:960)
blood (UBERON:0000178) PubMed (1804641)
blood (UBERON:0000178) PubMed (1679393)
urine (BTO:0001419) PubMed (1679393)
Roles Classification
Chemical Roles:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
ChEBI Ontology
Outgoing Relation(s)
cyclosporin A metabolite M1A (CHEBI:140178) has functional parent cyclosporin A metabolite M17 (CHEBI:140154)
cyclosporin A metabolite M1A (CHEBI:140178) has role drug metabolite (CHEBI:49103)
cyclosporin A metabolite M1A (CHEBI:140178) is a cyclosporin A derivative (CHEBI:140151)
cyclosporin A metabolite M1A (CHEBI:140178) is a α,β-unsaturated monocarboxylic acid (CHEBI:79020)
IUPAC Name 
(2E,5R,6R)-6-[(2S,5S,11S,14S,17S,20S,23R,26S,29S,32S)-5-ethyl-11,17,26,29-tetraisobutyl-14,32-diisopropyl-1,7,10,16,20,23,25,28,31-nonamethyl-3,6,9,12,15,18,21,24,27,30,33-undecaoxo-1,4,7,10,13,16,19,22,25,28,31-undecaazacyclotritriacontan-2-yl]-6-hydroxy-5-methylhex-2-enoic acid
Synonyms  Source
cyclosporin metabolite AM1AChEBI
cyclosporine A metabolite AM1AChEBI
cyclosporin metabolite M1AChEBI
cyclosporine A metabolite M1AChEBI
cyclosporine metabolite AM1AChEBI
cyclosporin A metabolite AM1AChEBI
Citations