ACCESSION: MSBNK-Eawag-EQ01154908
RECORD_TITLE: Sacubitrilat; LC-ESI-QFT; MS2; CE: 150%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 150 % (nominal)
AC$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: splash10-0fvi-1900000000-a782f92212d7368c6c7f
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
51.0231 C4H3+ 1 51.0229 3.55
55.0179 C3H3O+ 1 55.0178 1.52
63.023 C5H3+ 1 63.0229 1.92
65.0386 C5H5+ 1 65.0386 -0.22
72.0444 C3H6NO+ 1 72.0444 0.71
73.0287 C3H5O2+ 1 73.0284 3.55
77.0387 C6H5+ 1 77.0386 1.66
89.0386 C7H5+ 1 89.0386 -0.29
91.0542 C7H7+ 1 91.0542 -0.05
102.0465 C8H6+ 1 102.0464 0.9
115.0542 C9H7+ 1 115.0542 -0.2
127.0547 C10H7+ 1 127.0542 3.89
128.062 C10H8+ 1 128.0621 -0.47
139.0542 C11H7+ 1 139.0542 0.09
141.07 C11H9+ 1 141.0699 0.77
151.0539 C12H7+ 1 151.0542 -2.19
152.0621 C12H8+ 1 152.0621 0.25
163.0544 C13H7+ 1 163.0542 0.77
164.062 C13H8+ 1 164.0621 -0.43
165.0699 C13H9+ 1 165.0699 0.14
166.0772 C13H10+ 1 166.0777 -2.97
169.0648 C12H9O+ 1 169.0648 0.33
176.0622 C14H8+ 1 176.0621 1.04
177.0698 C14H9+ 1 177.0699 -0.16
178.0778 C14H10+ 1 178.0777 0.62
189.0699 C15H9+ 1 189.0699 0.14
190.078 C15H10+ 1 190.0777 1.52
191.0851 C15H11+ 1 191.0855 -2.31
PK$NUM_PEAK: 28
PK$PEAK: m/z int. rel.int.
51.0231 132311.3 18
55.0179 636858.2 90
63.023 181579.5 25
65.0386 784839.5 111
72.0444 222361.3 31
73.0287 266489.9 37
77.0387 293851.8 41
89.0386 633579.2 90
91.0542 1330538.5 189
102.0465 150834.9 21
115.0542 3349804.8 476
127.0547 167577.2 23
128.062 1321380.2 188
139.0542 662627.6 94
141.07 288451.8 41
151.0539 784389.2 111
152.0621 6754516 961
163.0544 437127.8 62
164.062 781875.9 111
165.0699 7016292 999
166.0772 196861.1 28
169.0648 329794 46
176.0622 2761126.5 393
177.0698 2739810.5 390
178.0778 6450857.5 918
189.0699 1013648.5 144
190.078 459540.3 65
191.0851 757037.3 107
//
