ACCESSION: MSBNK-CASMI_2016-SM851151
RECORD_TITLE: Glibenclamide; LC-ESI-QFT; MS2; CE: 35 NCE; R=35000; [M-H]-
DATE: 2016.12.12
AUTHORS: Krauss M, Schymanski EL, Weidauer C, Schupke H, UFZ and Eawag
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2016 UFZ/Eawag
PUBLICATION: Schymanski, E. L.; Ruttkies, C.; Krauss, M.; Brouard, C.; Kind, T.; Dührkop, K.; Allen, F.; Vaniya, A.; Verdegem, D.; Böcker, S.; et al. Critical Assessment of Small Molecule Identification 2016: Automated Methods. Journal of Cheminformatics 2017, 9 (1). DOI:10.1186/s13321-017-0207-1
COMMENT: CONFIDENCE standard compound
COMMENT: INTERNAL_ID 8511

CH$NAME: Glibenclamide
CH$NAME: Glyburide
CH$NAME: 5-chloro-N-[2-[4-(cyclohexylcarbamoylsulfamoyl)phenyl]ethyl]-2-methoxybenzamide
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₂₃H₂₈ClN₃O₅S
CH$EXACT_MASS: 493.14382
CH$SMILES: COC1=C(C=C(Cl)C=C1)C(=O)NCCC1=CC=C(C=C1)S(=O)(=O)NC(=O)NC1CCCCC1
CH$IUPAC: InChI=1S/C23H28ClN3O5S/c1-32-21-12-9-17(24)15-20(21)22(28)25-14-13-16-7-10-19(11-8-16)33(30,31)27-23(29)26-18-5-3-2-4-6-18/h7-12,15,18H,2-6,13-14H2,1H3,(H,25,28)(H2,26,27,29)
CH$LINK: CAS 10238-21-8
CH$LINK: CHEBI 5441
CH$LINK: KEGG C07022
CH$LINK: PUBCHEM CID:3488
CH$LINK: INCHIKEY ZNNLBTZKUZBEKO-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER 3368
CH$LINK: COMPTOX DTXSID0037237

AC$INSTRUMENT: Q Exactive Plus Orbitrap Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-QFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE NEGATIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 35 (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 35000
AC$CHROMATOGRAPHY: COLUMN_NAME Kinetex C18 EVO 2.6 um, 2.1x50 mm, precolumn 2.1x5 mm, Phenomenex
AC$CHROMATOGRAPHY: FLOW_GRADIENT 95/5 at 0 min, 95/5 at 1 min, 0/100 at 13 min, 0/100 at 24 min
AC$CHROMATOGRAPHY: FLOW_RATE 300 uL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 12.236 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 492.1366
MS$FOCUSED_ION: PRECURSOR_M/Z 492.1365
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 2.3.1

PK$SPLASH: splash10-00dl-0901300000-a19ba3565aec1b9acb36
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  116.0134 C5N4- 1 116.0128 4.4
  126.9953 C6H4ClO- 1 126.9956 -2.75
  132.0816 C9H10N- 2 132.0819 -1.85
  151.9909 C7H3ClNO- 3 151.9909 -0.04
  154.0094 C7H6O2S- 2 154.0094 -0.1
  169.0205 C7H7NO2S- 2 169.0203 1.16
  170.0014 C7H5ClNO2- 3 170.0014 -0.1
  182.0014 C8H5ClNO2- 4 182.0014 0.06
  184.0438 C8H10NO2S- 2 184.0438 -0.12
  194.0157 C8H6N2O2S- 3 194.0155 0.8
  196.0075 C8H6NO3S- 3 196.0074 0.75
  196.0439 C9H10NO2S- 2 196.0438 0.7
  207.0235 C9H7N2O2S- 3 207.0234 0.4
  224.0498 C9H10N3O2S- 3 224.0499 -0.38
  225.0339 C9H9N2O3S- 4 225.0339 0.03
  250.0294 C10H8N3O3S- 4 250.0292 0.78
  273.0572 C9H18ClO5S- 4 273.0569 1.28
  367.0523 C16H16ClN2O4S- 3 367.0525 -0.43
  378.0321 C16H13ClN3O4S- 3 378.0321 0.03
  460.1104 C22H23ClN3O4S- 1 460.1103 0.2
  492.1365 C23H27ClN3O5S- 1 492.1365 -0.14
PK$NUM_PEAK: 21
PK$PEAK: m/z int. rel.int.
  116.0134 82553.1 12
  126.9953 1402737.6 220
  132.0816 21460.2 3
  151.9909 356289.5 56
  154.0094 108646.2 17
  169.0205 34796.9 5
  170.0014 6349830 999
  182.0014 32426.9 5
  184.0438 69679.9 10
  194.0157 8331.2 1
  196.0075 19522.3 3
  196.0439 48415.8 7
  207.0235 19297.2 3
  224.0498 170826.8 26
  225.0339 53362 8
  250.0294 16994.1 2
  273.0572 7002.6 1
  367.0523 1327783 208
  378.0321 300405.5 47
  460.1104 314371.3 49
  492.1365 3468285.8 545
//