ACCESSION: MSBNK-Eawag-EQ01154407
RECORD_TITLE: 4-Desmethyltrimethoprim; LC-ESI-QFT; MS2; CE: 120%; 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 11544

CH$NAME: 4-Desmethyltrimethoprim
CH$NAME: 4-((2,4-Diaminopyrimidin-5-yl)methyl)-2,6-dimethoxyphenol
CH$NAME: 4-[(2,4-diaminopyrimidin-5-yl)methyl]-2,6-dimethoxyphenol
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₁₃H₁₆N₄O₃
CH$EXACT_MASS: 276.1222404
CH$SMILES: COC1=CC(=CC(=C1O)OC)CC2=CN=C(N=C2N)N
CH$IUPAC: InChI=1S/C13H16N4O3/c1-19-9-4-7(5-10(20-2)11(9)18)3-8-6-16-13(15)17-12(8)14/h4-6,18H,3H2,1-2H3,(H4,14,15,16,17)
CH$LINK: PUBCHEM CID:10423570
CH$LINK: INCHIKEY HPOCGNHBIFZCAN-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER 8598998

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$MASS_SPECTROMETRY: COLLISION_ENERGY 120 % (nominal)
AC$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 2.197 min

MS$FOCUSED_ION: BASE_PEAK 277.1293
MS$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$SPLASH: splash10-001i-8900000000-4501a0b999b1212d5a44
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  52.0181 C3H2N+ 1 52.0182 -0.59
  54.0338 C3H4N+ 1 54.0338 -0.24
  60.0557 CH6N3+ 1 60.0556 1.2
  65.0388 C5H5+ 1 65.0386 3.18
  68.0369 C3H4N2+ 1 68.0369 0.08
  69.045 C3H5N2+ 1 69.0447 3.79
  77.0387 C6H5+ 1 77.0386 1.46
  78.0464 C6H6+ 1 78.0464 -0.07
  79.0291 C4H3N2+ 1 79.0291 0.44
  80.0497 C5H6N+ 1 80.0495 2.64
  81.0447 C4H5N2+ 1 81.0447 -0.24
  83.0479 C3H5N3+ 1 83.0478 0.8
  91.0542 C7H7+ 1 91.0542 0.12
  94.0653 C6H8N+ 1 94.0651 1.82
  95.0494 C6H7O+ 1 95.0491 2.2
  96.056 C4H6N3+ 1 96.0556 3.47
  103.0544 C8H7+ 1 103.0542 2.02
  104.0495 C7H6N+ 1 104.0495 -0.01
  105.0339 C7H5O+ 1 105.0335 4.28
  105.0448 C6H5N2+ 1 105.0447 0.62
  106.04 C5H4N3+ 1 106.04 0.3
  107.0487 C7H7O+ 1 107.0491 -4.39
  109.0512 C4H5N4+ 1 109.0509 3.24
  110.0587 C4H6N4+ 1 110.0587 0.39
  111.0662 C4H7N4+ 1 111.0665 -2.47
  116.0497 C8H6N+ 1 116.0495 1.88
  119.0605 C7H7N2+ 1 119.0604 1.41
  121.0762 C7H9N2+ 1 121.076 1.56
  123.0443 C7H7O2+ 1 123.0441 2.11
  123.0665 C5H7N4+ 1 123.0665 -0.17
  124.0744 C5H8N4+ 1 124.0743 0.16
  128.0496 C9H6N+ 1 128.0495 0.87
  129.045 C8H5N2+ 1 129.0447 2.44
  132.0448 C8H6NO+ 1 132.0444 3.3
  145.0763 C9H9N2+ 1 145.076 1.58
  146.0714 C8H8N3+ 1 146.0713 0.87
  147.0668 C7H7N4+ 1 147.0665 1.83
  148.0743 C7H8N4+ 1 148.0743 -0.44
  149.0829 C7H9N4+ 2 149.0822 4.7
  151.0392 C8H7O3+ 1 151.039 1.63
  156.0437 C8H4N4+ 2 156.043 4.09
  161.0823 C8H9N4+ 1 161.0822 0.73
  170.0714 C10H8N3+ 1 170.0713 0.88
  173.0822 C9H9N4+ 1 173.0822 0.39
  187.0983 C10H11N4+ 2 187.0978 2.8
  219.0884 C10H11N4O2+ 2 219.0877 3.23
  231.0886 C11H11N4O2+ 2 231.0877 4.29
PK$NUM_PEAK: 47
PK$PEAK: m/z int. rel.int.
  52.0181 344062.3 28
  54.0338 2847317.2 237
  60.0557 201664.5 16
  65.0388 238998.2 19
  68.0369 1194913.6 99
  69.045 174678.7 14
  77.0387 447200.7 37
  78.0464 311309.5 25
  79.0291 345209.7 28
  80.0497 147394.6 12
  81.0447 11996151 999
  83.0479 521412.3 43
  91.0542 239400.9 19
  94.0653 360676.3 30
  95.0494 137917.2 11
  96.056 114286.8 9
  103.0544 406359.2 33
  104.0495 753954.3 62
  105.0339 137557.6 11
  105.0448 350652.9 29
  106.04 751117 62
  107.0487 232788.2 19
  109.0512 423250.6 35
  110.0587 1259787 104
  111.0662 179438.9 14
  116.0497 389941.5 32
  119.0605 719930.8 59
  121.0762 302319.8 25
  123.0443 408769.3 34
  123.0665 5155964 429
  124.0744 517836.3 43
  128.0496 929659 77
  129.045 362624.7 30
  132.0448 283296.1 23
  145.0763 384687 32
  146.0714 796116.6 66
  147.0668 1047756.3 87
  148.0743 2181601.8 181
  149.0829 379875.8 31
  151.0392 281393.5 23
  156.0437 210435 17
  161.0823 382512.1 31
  170.0714 572287.1 47
  173.0822 349471.2 29
  187.0983 750019.6 62
  219.0884 457255.1 38
  231.0886 146797 12
//