ACCESSION: MSBNK-Eawag-EQ01153108
RECORD_TITLE: Valeryl-4-hydroxyvalsartan; 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 11531

CH$NAME: Valeryl-4-hydroxyvalsartan
CH$NAME: 2-[4-hydroxypentanoyl-[[4-[2-(2H-tetrazol-5-yl)phenyl]phenyl]methyl]amino]-3-methylbutanoic acid
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₂₄H₂₉N₅O₄
CH$EXACT_MASS: 451.2219544
CH$SMILES: CC(C)C(C(=O)O)N(CC1=CC=C(C=C1)C2=CC=CC=C2C3=NNN=N3)C(=O)CCC(C)O
CH$IUPAC: InChI=1S/C24H29N5O4/c1-15(2)22(24(32)33)29(21(31)13-8-16(3)30)14-17-9-11-18(12-10-17)19-6-4-5-7-20(19)23-25-27-28-26-23/h4-7,9-12,15-16,22,30H,8,13-14H2,1-3H3,(H,32,33)(H,25,26,27,28)
CH$LINK: PUBCHEM CID:17974863
CH$LINK: INCHIKEY ICSQZMPILLPFKC-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER 16463911

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$MASS_SPECTROMETRY: MASS_RANGE_M/Z 50-482
AC$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 6.688 min

MS$FOCUSED_ION: BASE_PEAK 452.2288
MS$FOCUSED_ION: PRECURSOR_M/Z 452.2292
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$SPLASH: splash10-0udi-1900000000-1ba09a431d5d08062579
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  50.0152 C4H2+ 1 50.0151 1.5
  51.0228 C4H3+ 1 51.0229 -1.76
  55.0543 C4H7+ 1 55.0542 1.3
  63.0231 C5H3+ 1 63.0229 2.59
  75.023 C6H3+ 1 75.0229 0.87
  77.0386 C6H5+ 1 77.0386 0.07
  78.0466 C6H6+ 1 78.0464 2.18
  87.0231 C7H3+ 1 87.0229 2.27
  89.0385 C7H5+ 1 89.0386 -1.31
  95.0493 C6H7O+ 1 95.0491 1.32
  101.039 C8H5+ 1 101.0386 3.98
  105.045 C6H5N2+ 1 105.0447 2.87
  113.0386 C9H5+ 1 113.0386 0.08
  114.0343 C8H4N+ 1 114.0338 4.54
  114.0466 C9H6+ 1 114.0464 1.98
  115.0542 C9H7+ 1 115.0542 0.19
  125.0389 C10H5+ 1 125.0386 2.88
  126.0462 C10H6+ 1 126.0464 -1.36
  127.0542 C10H7+ 1 127.0542 -0.25
  128.0623 C10H8+ 1 128.0621 1.68
  129.0449 C8H5N2+ 1 129.0447 1.61
  137.0386 C11H5+ 1 137.0386 0.05
  138.0469 C11H6+ 1 138.0464 3.5
  139.0541 C11H7+ 1 139.0542 -0.9
  140.0497 C10H6N+ 1 140.0495 1.65
  145.0652 C10H9O+ 1 145.0648 2.75
  150.0463 C12H6+ 1 150.0464 -0.39
  151.0543 C12H7+ 1 151.0542 0.34
  152.0621 C12H8+ 1 152.0621 0.55
  153.0574 C11H7N+ 1 153.0573 0.88
  155.0604 C10H7N2+ 1 155.0604 0.03
  162.0467 C13H6+ 1 162.0464 1.98
  163.0544 C13H7+ 1 163.0542 1.14
  169.0646 C12H9O+ 1 169.0648 -1.38
  176.0623 C14H8+ 1 176.0621 1.56
  179.0599 C12H7N2+ 1 179.0604 -2.49
  188.0492 C14H6N+ 1 188.0495 -1.4
  189.0574 C14H7N+ 1 189.0573 0.32
  190.0654 C14H8N+ 1 190.0651 1.21
  205.0765 C14H9N2+ 1 205.076 2.3
PK$NUM_PEAK: 40
PK$PEAK: m/z int. rel.int.
  50.0152 139544.2 15
  51.0228 1116302.8 127
  55.0543 545244.1 62
  63.0231 680598.1 77
  75.023 603442.1 69
  77.0386 1882984 215
  78.0466 315644.3 36
  87.0231 200536.5 22
  89.0385 903171.7 103
  95.0493 391017.5 44
  101.039 242782.6 27
  105.045 493635.8 56
  113.0386 1053610.1 120
  114.0343 288756.7 33
  114.0466 393681.8 45
  115.0542 1129770.4 129
  125.0389 544794.9 62
  126.0462 988832.1 113
  127.0542 1210931.9 138
  128.0623 540562.1 61
  129.0449 292540.2 33
  137.0386 878996.5 100
  138.0469 503213.6 57
  139.0541 1673974.5 191
  140.0497 1591536.1 182
  145.0652 261226.6 29
  150.0463 2178048.8 249
  151.0543 4295507.5 491
  152.0621 8726036 999
  153.0574 399029.1 45
  155.0604 707413.9 80
  162.0467 599712.8 68
  163.0544 3635051.5 416
  169.0646 1555074.2 178
  176.0623 2650090.8 303
  179.0599 1455839 166
  188.0492 822965.8 94
  189.0574 441166.1 50
  190.0654 1825035.2 208
  205.0765 924605.3 105
//