ACCESSION: MSBNK-Eawag-EQ01154909
RECORD_TITLE: Sacubitrilat; LC-ESI-QFT; MS2; CE: 180%; 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 POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 180 % (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 17500
AC$MASS_SPECTROMETRY: MASS_RANGE_M/Z 50-413
AC$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$CHROMATOGRAPHY: RETENTION_TIME 9.223 min
MS$FOCUSED_ION: BASE_PEAK 384.1802
MS$FOCUSED_ION: PRECURSOR_M/Z 384.1805
MS$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: splash10-0gdi-1900000000-4c09f7219f82662dc21e
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
51.023 C4H3+ 1 51.0229 0.85
55.018 C3H3O+ 1 55.0178 2.29
63.0229 C5H3+ 1 63.0229 0.29
65.0386 C5H5+ 1 65.0386 -0.22
77.0389 C6H5+ 1 77.0386 4.03
78.0466 C6H6+ 1 78.0464 2.47
89.0386 C7H5+ 1 89.0386 -0.11
91.0543 C7H7+ 1 91.0542 0.45
95.0495 C6H7O+ 1 95.0491 3.56
102.0465 C8H6+ 1 102.0464 1.42
115.0543 C9H7+ 1 115.0542 0.39
126.0467 C10H6+ 1 126.0464 2.69
127.0545 C10H7+ 1 127.0542 2.03
128.0621 C10H8+ 1 128.0621 0.13
139.0543 C11H7+ 1 139.0542 0.75
151.0542 C12H7+ 1 151.0542 0.03
152.0621 C12H8+ 1 152.0621 0.15
163.0545 C13H7+ 1 163.0542 1.51
164.0619 C13H8+ 1 164.0621 -1.18
165.0698 C13H9+ 1 165.0699 -0.41
169.0652 C12H9O+ 1 169.0648 2.14
176.0622 C14H8+ 1 176.0621 0.69
177.0702 C14H9+ 1 177.0699 1.91
178.0776 C14H10+ 1 178.0777 -0.32
189.0698 C15H9+ 1 189.0699 -0.42
191.0858 C15H11+ 1 191.0855 1.52
PK$NUM_PEAK: 26
PK$PEAK: m/z int. rel.int.
51.023 312539.5 69
55.018 283789.1 63
63.0229 622021.5 139
65.0386 1433357 320
77.0389 321030.5 71
78.0466 292020.2 65
89.0386 1017214.1 227
91.0543 933073.9 208
95.0495 143367.8 32
102.0465 681775.9 152
115.0543 3529616.2 789
126.0467 544206.9 121
127.0545 175471.2 39
128.0621 1434159.5 320
139.0543 1174914.1 262
151.0542 1556815 348
152.0621 4464443 999
163.0545 1083050.4 242
164.0619 969905.6 217
165.0698 3522975.8 788
169.0652 889346.1 199
176.0622 3233152.5 723
177.0702 1154312.6 258
178.0776 852743.4 190
189.0698 989245.5 221
191.0858 226054.1 50
//
