ACCESSION: MSBNK-CASMI_2016-SM818851
RECORD_TITLE: Labetalol; 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 8188

CH$NAME: Labetalol
CH$NAME: 2-hydroxy-5-[1-hydroxy-2-(4-phenylbutan-2-ylamino)ethyl]benzamide
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₁₉H₂₄N₂O₃
CH$EXACT_MASS: 328.17869
CH$SMILES: CC(CCC1=CC=CC=C1)NCC(O)C1=CC(C(N)=O)=C(O)C=C1
CH$IUPAC: InChI=1S/C19H24N2O3/c1-13(7-8-14-5-3-2-4-6-14)21-12-18(23)15-9-10-17(22)16(11-15)19(20)24/h2-6,9-11,13,18,21-23H,7-8,12H2,1H3,(H2,20,24)
CH$LINK: CAS 83167-24-2
CH$LINK: CHEBI 6343
CH$LINK: KEGG C07063
CH$LINK: PUBCHEM CID:3869
CH$LINK: INCHIKEY SGUAFYQXFOLMHL-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER 3734
CH$LINK: COMPTOX DTXSID2023191

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 7.247 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 327.1715
MS$FOCUSED_ION: PRECURSOR_M/Z 327.1714
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$SPLASH: splash10-004i-0319000000-cd3fa186952809ae3558
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  106.0413 C5H4N3- 1 106.0411 1.87
  118.029 C5H2N4- 1 118.0285 4.49
  131.0376 C8H5NO- 1 131.0377 -0.64
  132.0453 C8H6NO- 1 132.0455 -1.1
  133.0531 C8H7NO- 1 133.0533 -1.35
  146.0247 C8H4NO2- 1 146.0248 -0.4
  149.0482 C8H7NO2- 1 149.0482 -0.15
  157.0408 C9H5N2O- 1 157.0407 0.56
  158.0488 C9H6N2O- 1 158.0486 1.58
  159.0562 C9H7N2O- 1 159.0564 -1.15
  175.0513 C9H7N2O2- 1 175.0513 -0.01
  176.0591 C9H8N2O2- 1 176.0591 0.13
  177.0669 C9H9N2O2- 1 177.067 -0.07
  185.0719 C11H9N2O- 1 185.072 -0.93
  187.0877 C11H11N2O- 1 187.0877 0.24
  199.0878 C12H11N2O- 1 199.0877 0.4
  266.1554 C18H20NO- 1 266.155 1.45
  291.1503 C19H19N2O- 1 291.1503 -0.05
  309.1608 C19H21N2O2- 1 309.1609 -0.01
  327.1714 C19H23N2O3- 1 327.1714 0.08
PK$NUM_PEAK: 20
PK$PEAK: m/z int. rel.int.
  106.0413 22998.7 22
  118.029 11839.7 11
  131.0376 50587.9 49
  132.0453 52431.4 50
  133.0531 15572.6 15
  146.0247 5693.7 5
  149.0482 62203.1 60
  157.0408 42047.6 40
  158.0488 3108.8 3
  159.0562 6591.4 6
  175.0513 91802.7 89
  176.0591 153983.2 149
  177.0669 7077.3 6
  185.0719 4520 4
  187.0877 13394 13
  199.0878 3317.7 3
  266.1554 63463.8 61
  291.1503 124443.9 120
  309.1608 474030.7 460
  327.1714 1028868.4 999
//