ACCESSION: MSBNK-UoB-XB000108
RECORD_TITLE: sunitinib_BTP_M2; LC-ESI-FT; MS2; CE: 25,60,100%; R=17500; [M+H]+
DATE: 2023.04.20
AUTHORS: Tara J. Bowen, University of Birmingham
LICENSE: CC BY
PUBLICATION: Bowen, T.J.; Southam, A.D.; Hall, A.R.; Weber, R.J.M.; Lloyd, G.R.; Macdonald, R.; Wilson, A.; Pointon, A.; Viant, M.R. Simultaneously discovering the fate and biochemical effects of xenobiotics through untargeted metabolomics. Nat. Commun. (under review)
COMMENT: CONFIDENCE Probable structure via diagnostic evidence (Level 2b)
COMMENT: INTERNAL_ID 17993

CH$NAME: sunitinib_BTP_M2
CH$NAME: N,N-diethyl-2-[[5-[(5-fluoro-2-oxo-1H-indol-3-ylidene)methyl]-2,4-dimethyl-1H-pyrrole-3-carbonyl]amino]ethanamine oxide
CH$COMPOUND_CLASS: N/A; Biotransformation product
CH$FORMULA: C₂₂H₂₇FN₄O₃
CH$EXACT_MASS: 414.2067
CH$SMILES: CC[N+](CC)(CCNC(=O)C1=C(NC(=C1C)C=C2C3=C(C=CC(=C3)F)NC2=O)C)[O-]
CH$IUPAC: InChI=1S/C22H27FN4O3/c1-5-27(30,6-2)10-9-24-22(29)20-13(3)19(25-14(20)4)12-17-16-11-15(23)7-8-18(16)26-21(17)28/h7-8,11-12,25H,5-6,9-10H2,1-4H3,(H,24,29)(H,26,28)
CH$LINK: CAS 356068-99-0
CH$LINK: PUBCHEM CID:91064940
CH$LINK: INCHIKEY DNCVCKYIYMUMFC-UHFFFAOYSA-N

AC$INSTRUMENT: Dionex Ultimate 3000 UHPLC Thermo Scientific; Q Exactive Focus Orbitrap MS Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-FT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 25,60,100% (stepped)
AC$MASS_SPECTROMETRY: RESOLUTION 17500
AC$CHROMATOGRAPHY: COLUMN_NAME Accucore 150 Amide, 2.6um, 2.1x100mm, Thermo Scientific
AC$CHROMATOGRAPHY: FLOW_GRADIENT 99/1 at 0 min, 99/1 at 1 min, 85:15 at 3 min, 50/50 at 6 min, 5/95 at 9 min, 5/95 at 10 min, 99/1 at 10.5 min, 99/1 at 15 min
AC$CHROMATOGRAPHY: FLOW_RATE 0.5 mL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 0.058 min

MS$FOCUSED_ION: BASE_PEAK 415.2138
MS$FOCUSED_ION: PRECURSOR_M/Z 415.214
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: RECALIBRATE loess on assigned fragments and MS1
MS$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 3.4.0

PK$SPLASH: splash10-004i-0294000000-628de4a6f1de103de3b7
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  86.0961 FH11N4+ 2 86.0962 -0.93
  86.0964 C5H12N+ 2 86.0964 -0.68
  100.1118 CH13FN4+ 2 100.1119 -0.64
  157.0448 C11H6F+ 1 157.0448 -0.24
  183.0602 C13H8F+ 1 183.0605 -1.64
  183.0606 C13H8F+ 1 183.0605 0.69
  184.0552 C12H7FN+ 1 184.0557 -2.82
  184.0558 C12H7FN+ 1 184.0557 0.62
  185.0637 C12H8FN+ 1 185.0635 0.7
  185.0639 C12H8FN+ 1 185.0635 1.86
  186.0708 C12H9FN+ 1 186.0714 -2.82
  189.0456 C10H6FN2O+ 2 189.0459 -1.45
  189.0461 C10H6FN2O+ 1 189.0459 1.14
  198.0715 C13H9FN+ 1 198.0714 0.82
  208.0552 C14H7FN+ 1 208.0557 -2.24
  208.0559 C14H7FN+ 1 208.0557 1.09
  209.0633 C14H8FN+ 1 209.0635 -1.24
  209.0637 C14H8FN+ 1 209.0635 0.91
  210.0719 C14H9FN+ 1 210.0714 2.46
  210.0723 C14H9FN+ 1 210.0714 4.46
  211.0661 C13H8FN2+ 1 211.0666 -2.39
  214.0658 C13H9FNO+ 3 214.0663 -2.08
  214.0662 C13H9FNO+ 1 214.0663 -0.12
  214.067 C13H9FNO+ 1 214.0663 3.58
  227.0971 C14H12FN2+ 1 227.0979 -3.68
  227.0978 C14H12FN2+ 1 227.0979 -0.59
  227.0986 C14H12FN2+ 1 227.0979 2.97
  237.0817 C15H10FN2+ 1 237.0823 -2.16
  237.0826 C15H10FN2+ 1 237.0823 1.32
  238.0649 C13H7FN4+ 2 238.0649 0.02
  238.0657 C18H8N+ 3 238.0651 2.51
  239.0855 C19H11+ 3 239.0855 0.03
  240.0677 C17H8N2+ 1 240.0682 -2.08
  240.0686 C17H8N2+ 2 240.0682 1.73
  253.0755 C18H9N2+ 1 253.076 -2.16
  253.0774 C15H10FN2O+ 1 253.0772 1.04
  254.109 C20H14+ 3 254.109 -0.05
  255.0923 C15H12FN2O+ 2 255.0928 -2.14
  282.1057 C18H15FO2+ 1 282.1051 2.31
  283.0876 C16H12FN2O2+ 2 283.0877 -0.41
  284.0905 C14H12N4O3+ 1 284.0904 0.33
  284.0913 C14H12N4O3+ 1 284.0904 3.07
  299.0819 C19H11N2O2+ 2 299.0815 1.34
  299.0828 C16H12FN2O3+ 2 299.0826 0.43
  324.1142 C18H15FN3O2+ 3 324.1143 -0.24
  326.1298 C18H17FN3O2+ 3 326.1299 -0.31
  342.1239 C21H16N3O2+ 2 342.1237 0.57
  342.1251 C18H17FN3O3+ 2 342.1248 0.89
PK$NUM_PEAK: 48
PK$PEAK: m/z int. rel.int.
  86.0961 60703.8 60
  86.0964 47060.3 47
  100.1118 26711.3 26
  157.0448 17892.3 17
  183.0602 49490.6 49
  183.0606 52867.5 53
  184.0552 62417.1 62
  184.0558 22503.4 22
  185.0637 129346.3 129
  185.0639 76851.8 77
  186.0708 34316.4 34
  189.0456 34454.4 34
  189.0461 63370.8 63
  198.0715 30077.3 30
  208.0552 21840.9 21
  208.0559 43205.9 43
  209.0633 131741.9 132
  209.0637 74898.3 75
  210.0719 81014.8 81
  210.0723 74630.4 74
  211.0661 57262.4 57
  214.0658 62746.9 63
  214.0662 57596.9 57
  214.067 40615.7 40
  227.0971 74666.4 74
  227.0978 45874 46
  227.0986 64257.2 64
  237.0817 71163.9 71
  237.0826 45607.3 45
  238.0649 168412.4 169
  238.0657 78099.6 78
  239.0855 66174.2 66
  240.0677 17051.9 17
  240.0686 45428.7 45
  253.0755 29128.5 29
  253.0774 32477.3 32
  254.109 72612.9 72
  255.0923 85688 86
  282.1057 71427.9 71
  283.0876 370124.6 371
  284.0905 68291.8 68
  284.0913 50076.5 50
  299.0819 65752.3 66
  299.0828 72320.4 72
  324.1142 56791.8 57
  326.1298 994702.8 999
  342.1239 44742.8 44
  342.1251 23875.4 23
//