ACCESSION: MSBNK-Eawag-EQ01151805
RECORD_TITLE: Theobromine; LC-ESI-QFT; MS2; CE: 75%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 75 % (nominal)
AC$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$SPLASH: splash10-029i-4900000000-b3fc2acb9694db6f383b
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  42.0339 C2H4N+ 1 42.0338 0.83
  56.0495 C3H6N+ 1 56.0495 -0.45
  67.0291 C3H3N2+ 1 67.0291 0.93
  69.0448 C3H5N2+ 1 69.0447 0.92
  83.0605 C4H7N2+ 1 83.0604 1.14
  94.04 C4H4N3+ 1 94.04 0.26
  96.0556 C4H6N3+ 1 96.0556 0.05
  108.0557 C5H6N3+ 1 108.0556 0.33
  109.0398 C5H5N2O+ 1 109.0396 1.38
  110.0713 C5H8N3+ 1 110.0713 0.3
  113.035 C4H5N2O2+ 1 113.0346 3.54
  122.0588 C5H6N4+ 1 122.0587 0.62
  123.043 C5H5N3O+ 1 123.0427 1.98
  135.0665 C6H7N4+ 1 135.0665 0.01
  137.0823 C6H9N4+ 1 137.0822 1.04
  138.0662 C6H8N3O+ 1 138.0662 -0.12
  163.0615 C7H7N4O+ 1 163.0614 0.25
  181.0722 C7H9N4O2+ 1 181.072 1.16
PK$NUM_PEAK: 18
PK$PEAK: m/z int. rel.int.
  42.0339 300961.3 338
  56.0495 60485.1 67
  67.0291 889162.9 999
  69.0448 534261.3 600
  83.0605 293211.2 329
  94.04 63760.2 71
  96.0556 200575.2 225
  108.0557 723841.7 813
  109.0398 65387.6 73
  110.0713 670458.6 753
  113.035 104964.7 117
  122.0588 416989.6 468
  123.043 61540.4 69
  135.0665 412616.5 463
  137.0823 342821.8 385
  138.0662 785229.6 882
  163.0615 587544.3 660
  181.0722 759487.2 853
//