ACCESSION: MSBNK-Eawag-EQ01154952
RECORD_TITLE: Sacubitrilat; LC-ESI-QFT; MS2; CE: 30%; R=17500; [M-H]-
DATE: 2024.05.08
AUTHORS: C. Meyer [dtc], B. Beck [dtc,com], J. Hollender [dtc]
LICENSE: CC BY-SA
COPYRIGHT: Copyright (C) Eawag 2023
PUBLICATION: Meyer, C., Stravs, M., Hollender, J.. How Wastewater Reflects Human Metabolism - Suspect Screening of Pharmaceutical Metabolites in Wastewater Influent. doi:10.1021/acs.est.4c00968
COMMENT: CONFIDENCE standard compound
COMMENT: UCHEM_ID 11549

CH$NAME: Sacubitrilat
CH$NAME: (2R,4S)-4-(3-carboxypropanoylamino)-2-methyl-5-(4-phenylphenyl)pentanoic Acid
CH$NAME: 4-(3-carboxypropanoylamino)-2-methyl-5-(4-phenylphenyl)pentanoic acid
CH$NAME: LBQ657
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₂₂H₂₅NO₅
CH$EXACT_MASS: 383.1732729
CH$SMILES: CC(CC(CC1=CC=C(C=C1)C2=CC=CC=C2)NC(=O)CCC(=O)O)C(=O)O
CH$IUPAC: InChI=1S/C22H25NO5/c1-15(22(27)28)13-19(23-20(24)11-12-21(25)26)14-16-7-9-18(10-8-16)17-5-3-2-4-6-17/h2-10,15,19H,11-14H2,1H3,(H,23,24)(H,25,26)(H,27,28)
CH$LINK: PUBCHEM CID:18962645
CH$LINK: INCHIKEY DOBNVUFHFMVMDB-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER 14294670

AC$INSTRUMENT: Exploris 240 Orbitrap Thermo Scientific
AC$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$MASS_SPECTROMETRY: COLLISION_ENERGY 30 % (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 17500
AC$MASS_SPECTROMETRY: MASS_RANGE_M/Z 50-411
AC$CHROMATOGRAPHY: COLUMN_NAME XBridge C18 3.5um, 2.1x50mm, Waters
AC$CHROMATOGRAPHY: FLOW_GRADIENT 90/10 at 0 min, 50/50 at 4 min, 5/95 at 17 min, 5/95 at 25 min, 90/10 at 25.1 min, 90/10 at 30 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 uL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 9.234 min

MS$FOCUSED_ION: BASE_PEAK 382.1658
MS$FOCUSED_ION: PRECURSOR_M/Z 382.166
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 3.15.1

PK$SPLASH: splash10-0002-9250000000-d08cd62415fa25571910
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  55.019 C3H3O- 1 55.0189 0.34
  96.0454 C5H6NO- 1 96.0455 -0.74
  98.0247 C4H4NO2- 1 98.0248 -0.46
  99.0087 C4H3O3- 1 99.0088 -0.39
  114.0561 C5H8NO2- 1 114.0561 0.07
  116.0352 C4H6NO3- 1 116.0353 -1.15
  167.0865 C13H11- 1 167.0866 -0.69
  221.1338 C17H17- 1 221.1336 1.07
  264.1394 C18H18NO- 1 264.1394 0.11
  265.1234 C18H17O2- 1 265.1234 -0.03
  282.1499 C18H20NO2- 1 282.15 -0.24
  364.1568 C22H22NO4- 1 364.1554 3.86
  382.1659 C22H24NO5- 1 382.166 -0.37
PK$NUM_PEAK: 13
PK$PEAK: m/z int. rel.int.
  55.019 266450.3 11
  96.0454 221963.4 9
  98.0247 23331310 999
  99.0087 8909192 381
  114.0561 1646115.2 70
  116.0352 1991181.9 85
  167.0865 5580678 238
  221.1338 971344.7 41
  264.1394 1047134.1 44
  265.1234 5447560 233
  282.1499 11328996 485
  364.1568 372467.3 15
  382.1659 2017495.6 86
//