ACCESSION: MSBNK-UoB-XB000102
RECORD_TITLE: sunitinib_BTP_M9; 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 13463

CH$NAME: sunitinib_BTP_M9
CH$NAME: Sunitinib metabolite M9
CH$NAME: N-[2-(diethylamino)ethyl]-5-[(5-fluoro-2-hydroxy-1H-indol-3-yl)methyl]-2,4-dimethyl-1H-pyrrole-3-carboxamide
CH$COMPOUND_CLASS: N/A; Biotransformation product
CH$FORMULA: C₂₂H₂₉FN₄O₂
CH$EXACT_MASS: 400.2275
CH$SMILES: CCN(CC)CCNC(=O)C1=C(NC(=C1C)CC2=C(NC3=C2C=C(C=C3)F)O)C
CH$IUPAC: InChI=1S/C22H29FN4O2/c1-5-27(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/h7-8,11,25-26,28H,5-6,9-10,12H2,1-4H3,(H,24,29)
CH$LINK: CAS 1415563-17-5
CH$LINK: PUBCHEM CID:156028076
CH$LINK: INCHIKEY BQMKKRSREUVTEB-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 0.050 min

MS$FOCUSED_ION: BASE_PEAK 401.2346
MS$FOCUSED_ION: PRECURSOR_M/Z 401.2347
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$SPLASH: splash10-055r-6951000000-48a57696a8797f6eb5c6
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  65.0384 FH4N3+ 2 65.0384 0.91
  70.0411 C4H6O+ 1 70.0413 -3.32
  79.0541 CH6FN3+ 2 79.054 0.46
  93.0332 CH4FN3O+ 2 93.0333 -1.13
  106.0648 C2H7FN4+ 2 106.0649 -0.81
  107.0729 C7H9N+ 2 107.073 -0.57
  134.0599 C3H7FN4O+ 2 134.0598 0.23
  285.103 C16H14FN2O2+ 2 285.1034 -1.35
  328.1446 C21H18N3O+ 2 328.1444 0.49
PK$NUM_PEAK: 9
PK$PEAK: m/z int. rel.int.
  65.0384 14383.7 350
  70.0411 15137.7 368
  79.0541 7965.6 193
  93.0332 8401.8 204
  106.0648 22861.8 556
  107.0729 12215.1 297
  134.0599 28711.2 698
  285.103 41052.3 999
  328.1446 13614.4 331
//