ACCESSION: MSBNK-CASMI_2016-SM851101
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 POSITIVE
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 12.241 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 494.151
MS$FOCUSED_ION: PRECURSOR_M/Z 494.1511
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$SPLASH: splash10-014i-0906000000-4ed189ce2c190cc04470
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  53.0388 C4H5+ 1 53.0386 3.62
  55.0544 C4H7+ 1 55.0542 4.02
  77.0387 C6H5+ 1 77.0386 1.01
  79.0543 C6H7+ 1 79.0542 0.63
  83.0856 C6H11+ 1 83.0855 0.79
  91.0542 C7H7+ 1 91.0542 0.08
  95.0491 C6H7O+ 1 95.0491 -0.21
  100.1121 C6H14N+ 1 100.1121 0.12
  103.0542 C8H7+ 1 103.0542 0.12
  105.0699 C8H9+ 1 105.0699 0.12
  107.0491 C7H7O+ 2 107.0491 -0.01
  113.0152 C6H6Cl+ 1 113.0153 -0.49
  119.0492 C8H7O+ 2 119.0491 0.61
  120.0571 C8H8O+ 2 120.057 1.12
  121.0648 C8H9O+ 2 121.0648 -0.21
  125.9866 C6H3ClO+ 1 125.9867 -0.44
  129.0101 C6H6ClO+ 1 129.0102 -0.9
  131.0604 C8H7N2+ 1 131.0604 0.06
  134.0361 C8H6O2+ 3 134.0362 -0.8
  134.0964 C9H12N+ 2 134.0964 -0.34
  138.023 C8H7Cl+ 2 138.0231 -0.32
  139.0056 C6H4ClN2+ 3 139.0058 -0.75
  139.0309 C8H8Cl+ 2 139.0309 -0.02
  141.0101 C7H6ClO+ 1 141.0102 -0.38
  153.9815 C7H3ClO2+ 1 153.9816 -0.48
  154.9897 C7H4ClO2+ 1 154.9894 1.81
  165.07 C13H9+ 3 165.0699 0.47
  166.026 C8H6O4+ 2 166.0261 -0.4
  166.0323 C8H8NOS+ 2 166.0321 1.02
  167.0161 C8H7O2S+ 2 167.0161 0.06
  168.021 C8H7ClNO+ 4 168.0211 -0.37
  169.0051 C8H6ClO2+ 2 169.0051 0.05
  171.9921 C7H5ClO3+ 1 171.9922 -0.63
  195.0805 C14H11O+ 4 195.0804 0.13
  196.0885 C14H12O+ 5 196.0883 1.16
  198.032 C9H9ClNO2+ 4 198.0316 1.67
  208.0883 C15H12O+ 4 208.0883 0.17
  209.0962 C15H13O+ 4 209.0961 0.63
  210.1038 C4H21ClN3O2S+ 4 210.1038 0.34
  217.0411 C13H10ClO+ 4 217.0415 -1.5
  224.0829 C4H19ClN3O3S+ 5 224.083 -0.48
  244.0526 C14H11ClNO+ 4 244.0524 0.9
  245.0361 C14H10ClO2+ 4 245.0364 -1.04
  245.0735 C15H14ClO+ 2 245.0728 2.84
  245.9987 C9H9ClNO3S+ 3 245.9986 0.52
  259.0521 C15H12ClO2+ 3 259.052 0.43
  262.063 C14H13ClNO2+ 5 262.0629 0.44
  271.0522 C16H12ClO2+ 3 271.052 0.65
  288.0786 C16H15ClNO2+ 5 288.0786 0.14
  303.0656 C16H14ClNO3+ 3 303.0657 -0.16
  304.0736 C16H15ClNO3+ 4 304.0735 0.41
  352.0416 C22H10NO2S+ 4 352.0427 -2.96
  369.0673 C16H18ClN2O4S+ 3 369.067 0.63
  370.0511 C16H17ClNO5S+ 3 370.051 0.04
  395.0465 C17H16ClN2O5S+ 3 395.0463 0.62
  494.1522 C23H29ClN3O5S+ 1 494.1511 2.21
PK$NUM_PEAK: 56
PK$PEAK: m/z int. rel.int.
  53.0388 38327.4 1
  55.0544 82024.4 2
  77.0387 79265.4 2
  79.0543 29735.8 1
  83.0856 229041.8 8
  91.0542 141295.3 5
  95.0491 115103.5 4
  100.1121 944146.4 33
  103.0542 512128.4 18
  105.0699 449198.8 16
  107.0491 302940.7 10
  113.0152 226906.4 8
  119.0492 397442.1 14
  120.0571 40454.2 1
  121.0648 212167.3 7
  125.9866 206452.1 7
  129.0101 82817.1 2
  131.0604 473611.3 16
  134.0361 129398.8 4
  134.0964 234689.8 8
  138.023 97850.6 3
  139.0056 155202.5 5
  139.0309 30897.8 1
  141.0101 114515.8 4
  153.9815 32821.6 1
  154.9897 91595.6 3
  165.07 40054.9 1
  166.026 34019.7 1
  166.0323 36489.6 1
  167.0161 548787.8 19
  168.021 207521.2 7
  169.0051 27879938 999
  171.9921 93613.6 3
  195.0805 109820.7 3
  196.0885 36296.6 1
  198.032 405757.2 14
  208.0883 124073.3 4
  209.0962 88054.6 3
  210.1038 282312.1 10
  217.0411 65797.4 2
  224.0829 66871.2 2
  244.0526 83806.9 3
  245.0361 66424.6 2
  245.0735 93256.8 3
  245.9987 71274.4 2
  259.0521 1250251.4 44
  262.063 313586.4 11
  271.0522 28346.2 1
  288.0786 587376.2 21
  303.0656 38598.3 1
  304.0736 2927882.2 104
  352.0416 137838.3 4
  369.0673 18364930 658
  370.0511 140984.3 5
  395.0465 1174510 42
  494.1522 231787.8 8
//