ACCESSION: MSBNK-Eawag-EQ01151804
RECORD_TITLE: Theobromine; LC-ESI-QFT; MS2; CE: 60%; 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 11518

CH$NAME: Theobromine
CH$NAME: 3,7-dimethylpurine-2,6-dione
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₇H₈N₄O₂
CH$EXACT_MASS: 180.0647255
CH$SMILES: CN1C=NC2=C1C(=O)NC(=O)N2C
CH$IUPAC: InChI=1S/C7H8N4O2/c1-10-3-8-5-4(10)6(12)9-7(13)11(5)2/h3H,1-2H3,(H,9,12,13)
CH$LINK: CHEBI 28946
CH$LINK: PUBCHEM CID:5429
CH$LINK: INCHIKEY YAPQBXQYLJRXSA-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER 5236

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$MASS_SPECTROMETRY: COLLISION_ENERGY 60 % (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 17500
AC$MASS_SPECTROMETRY: MASS_RANGE_M/Z 41-206
AC$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 2.049 min

MS$FOCUSED_ION: BASE_PEAK 256.9599
MS$FOCUSED_ION: PRECURSOR_M/Z 181.072
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$SPLASH: splash10-01qi-1900000000-50c0e75d9798ad10c836
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  42.0338 C2H4N+ 1 42.0338 -0.8
  67.0291 C3H3N2+ 1 67.0291 -0.09
  69.0448 C3H5N2+ 1 69.0447 1.47
  83.0604 C4H7N2+ 1 83.0604 0.58
  94.04 C4H4N3+ 1 94.04 -0.14
  96.0557 C4H6N3+ 1 96.0556 0.92
  108.0556 C5H6N3+ 1 108.0556 -0.17
  110.0713 C5H8N3+ 1 110.0713 0.44
  113.0344 C4H5N2O2+ 1 113.0346 -1.59
  122.0588 C5H6N4+ 1 122.0587 0.8
  135.0666 C6H7N4+ 1 135.0665 0.34
  137.0822 C6H9N4+ 1 137.0822 0.15
  138.0662 C6H8N3O+ 1 138.0662 0.32
  163.0614 C7H7N4O+ 1 163.0614 -0.04
  181.0721 C7H9N4O2+ 1 181.072 0.65
PK$NUM_PEAK: 15
PK$PEAK: m/z int. rel.int.
  42.0338 87197.3 31
  67.0291 224247.9 80
  69.0448 282448.1 101
  83.0604 89348.4 32
  94.04 33656.8 12
  96.0557 164784.1 59
  108.0556 483283.8 173
  110.0713 614864.8 220
  113.0344 59427.6 21
  122.0588 189348.5 67
  135.0666 533472.7 191
  137.0822 620985.6 222
  138.0662 1311854.4 470
  163.0614 827498.4 296
  181.0721 2784675.8 999
//