ACCESSION: MSBNK-Eawag-EQ01154306
RECORD_TITLE: 3-Desmethyltrimethoprim; LC-ESI-QFT; MS2; CE: 90%; 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 11543

CH$NAME: 3-Desmethyltrimethoprim
CH$NAME: 5-[(2,4-diaminopyrimidin-5-yl)methyl]-2,3-dimethoxyphenol
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₁₃H₁₆N₄O₃
CH$EXACT_MASS: 276.1222404
CH$SMILES: COC1=CC(=CC(=C1OC)O)CC2=CN=C(N=C2N)N
CH$IUPAC: InChI=1S/C13H16N4O3/c1-19-10-5-7(4-9(18)11(10)20-2)3-8-6-16-13(15)17-12(8)14/h4-6,18H,3H2,1-2H3,(H4,14,15,16,17)
CH$LINK: CHEBI 186190
CH$LINK: PUBCHEM CID:12849769
CH$LINK: INCHIKEY HWBPOLWLLFXEJY-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER 11217076

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$MASS_SPECTROMETRY: COLLISION_ENERGY 90 % (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 17500
AC$MASS_SPECTROMETRY: MASS_RANGE_M/Z 50-304
AC$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 2.604 min

MS$FOCUSED_ION: BASE_PEAK 277.1292
MS$FOCUSED_ION: PRECURSOR_M/Z 277.1295
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$SPLASH: splash10-0229-1940000000-f9977de5f65a1dddc9fd
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  60.0557 CH6N3+ 1 60.0556 1.33
  68.0369 C3H4N2+ 1 68.0369 0.42
  81.0447 C4H5N2+ 1 81.0447 0.05
  83.0478 C3H5N3+ 1 83.0478 0.16
  106.0399 C5H4N3+ 1 106.04 -0.35
  110.0587 C4H6N4+ 1 110.0587 0.39
  111.0668 C4H7N4+ 1 111.0665 2.68
  121.0763 C7H9N2+ 1 121.076 2.19
  123.0665 C5H7N4+ 1 123.0665 -0.11
  124.0744 C5H8N4+ 1 124.0743 0.4
  128.0495 C9H6N+ 1 128.0495 0.27
  131.0606 C8H7N2+ 1 131.0604 1.4
  145.0761 C9H9N2+ 1 145.076 0.42
  146.0716 C8H8N3+ 1 146.0713 2.12
  147.0671 C7H7N4+ 1 147.0665 3.7
  148.0744 C7H8N4+ 1 148.0743 0.18
  149.0828 C7H9N4+ 1 149.0822 3.88
  151.0394 C8H7O3+ 1 151.039 2.74
  156.0443 C10H6NO+ 1 156.0444 -0.8
  161.0823 C8H9N4+ 1 161.0822 0.92
  187.0978 C10H11N4+ 1 187.0978 -0.3
  188.1063 C10H12N4+ 2 188.1056 3.29
  191.093 C9H11N4O+ 1 191.0927 1.56
  203.0929 C10H11N4O+ 1 203.0927 0.96
  215.0935 C13H13NO2+ 2 215.0941 -2.8
  216.1012 C11H12N4O+ 2 216.1006 3.08
  219.0877 C10H11N4O2+ 1 219.0877 0.38
  231.0876 C11H11N4O2+ 1 231.0877 -0.33
  232.0956 C11H12N4O2+ 1 232.0955 0.54
  233.1038 C11H13N4O2+ 2 233.1033 1.99
  245.1034 C12H13N4O2+ 1 245.1033 0.58
  261.0986 C12H13N4O3+ 1 261.0982 1.35
PK$NUM_PEAK: 32
PK$PEAK: m/z int. rel.int.
  60.0557 649066.9 18
  68.0369 845725 23
  81.0447 11594579 323
  83.0478 379574.5 10
  106.0399 691818.2 19
  110.0587 4598047.5 128
  111.0668 1372935 38
  121.0763 463133.1 12
  123.0665 35790420 999
  124.0744 2200673.8 61
  128.0495 509777.9 14
  131.0606 531730.2 14
  145.0761 651364.4 18
  146.0716 512765.5 14
  147.0671 972173.7 27
  148.0744 3585114 100
  149.0828 1150596.2 32
  151.0394 1245496.1 34
  156.0443 779477.2 21
  161.0823 1350290.2 37
  187.0978 8823860 246
  188.1063 1098369.2 30
  191.093 826623.8 23
  203.0929 984901.5 27
  215.0935 1829634.2 51
  216.1012 753942.5 21
  219.0877 10604935 296
  231.0876 2987402 83
  232.0956 540501.6 15
  233.1038 1503682.8 41
  245.1034 974523 27
  261.0986 14781222 412
//