ACCESSION: MSBNK-Eawag-EQ01102005
RECORD_TITLE: Entacapone; LC-ESI-QFT; MS2; CE: 75%; R=15000; [M+H]+
DATE: 2024.06.14
AUTHORS: E. Ceppi [dtc], K. Fenner [dtc], A. Dax [com]
LICENSE: CC BY-SA
COPYRIGHT: Copyright (C) Eawag 2024
COMMENT: CONFIDENCE standard compound
COMMENT: UCHEM_ID 11020
CH$NAME: Entacapone
CH$NAME: 2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)-N,N-diethylprop-2-enamide
CH$NAME: (E)-2-cyano-N,N-diethyl-3-[3-nitro-4,5-bis(oxidanyl)phenyl]prop-2-enamide
CH$COMPOUND_CLASS: N/A
CH$FORMULA: C14H15N3O5
CH$EXACT_MASS: 305.1011706
CH$SMILES: CCN(CC)C(=O)C(=CC1=CC(=C(C(=C1)O)O)[N+](=O)[O-])C#N
CH$IUPAC: InChI=1S/C14H15N3O5/c1-3-16(4-2)14(20)10(8-15)5-9-6-11(17(21)22)13(19)12(18)7-9/h5-7,18-19H,3-4H2,1-2H3
CH$LINK: CAS 116314-67-1
CH$LINK: PUBCHEM CID:5281081
CH$LINK: INCHIKEY JRURYQJSLYLRLN-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER 3848681
AC$INSTRUMENT: Q Exactive
AC$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 15000
AC$MASS_SPECTROMETRY: MASS_RANGE_M/Z 50-330
AC$CHROMATOGRAPHY: COLUMN_NAME XBridge C18 3.5um, 2.1x50mm, Waters
AC$CHROMATOGRAPHY: FLOW_GRADIENT 90/10 at 0 min, 50/50 at 4 min, 5/95 at 17 min, 5/95 at 25 min, 90/10 at 25.1 min, 100/0 at 29.5 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 uL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 6.195 min
MS$FOCUSED_ION: BASE_PEAK 306.1085
MS$FOCUSED_ION: PRECURSOR_M/Z 306.1084
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$FOCUSED_ION: PRECURSOR_INTENSITY 547436965.48
MS$DATA_PROCESSING: RECALIBRATE loess on assigned fragments and MS1
MS$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 3.15.1.1
PK$SPLASH: splash10-0udi-5900000000-8d764d2decb852524952
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  52.0181 C3H2N+ 1 52.0182 -0.93
  64.0181 C4H2N+ 1 64.0182 -1.54
  68.0131 C3H2NO+ 1 68.0131 0.74
  71.0604 C3H7N2+ 1 71.0604 0.18
  72.0444 C3H6NO+ 1 72.0444 0.49
  72.0808 C4H10N+ 1 72.0808 0.48
  74.0964 C4H12N+ 1 74.0964 -0.06
  76.0182 C5H2N+ 1 76.0182 -0.11
  76.0306 C6H4+ 1 76.0308 -1.95
  77.0259 C5H3N+ 1 77.026 -0.89
  78.034 C5H4N+ 1 78.0338 1.72
  80.0131 C4H2NO+ 1 80.0131 0.12
  87.0102 C6HN+ 1 87.0104 -1.57
  88.0182 C6H2N+ 1 88.0182 0.47
  90.0338 C6H4N+ 1 90.0338 -0.42
  91.0417 C6H5N+ 1 91.0417 0.44
  99.0917 C5H11N2+ 1 99.0917 0.11
  101.0261 C7H3N+ 1 101.026 0.72
  103.0292 C6H3N2+ 1 103.0291 0.95
  103.0414 C7H5N+ 1 103.0417 -2.56
  104.0131 C6H2NO+ 1 104.0131 0.22
  104.0493 C7H6N+ 1 104.0495 -1.62
  105.021 C6H3NO+ 1 105.0209 0.77
  105.0447 C6H5N2+ 1 105.0447 -0.08
  106.0287 C6H4NO+ 1 106.0287 -0.49
  114.0214 C7H2N2+ 1 114.0212 0.96
  115.0293 C7H3N2+ 1 115.0291 2.19
  116.013 C7H2NO+ 1 116.0131 -0.38
  116.0367 C7H4N2+ 1 116.0369 -1.68
  118.0285 C7H4NO+ 1 118.0287 -2.06
  119.0365 C7H5NO+ 1 119.0366 -0.41
  121.0396 C6H5N2O+ 1 121.0396 0
  122.0364 C7H6O2+ 1 122.0362 1.55
  129.0209 C8H3NO+ 1 129.0209 -0.37
  130.0289 C8H4NO+ 1 130.0287 1.18
  130.0397 C7H4N3+ 1 130.04 -1.9
  131.024 C7H3N2O+ 1 131.024 0.04
  132.0318 C7H4N2O+ 1 132.0318 -0.29
  133.0397 C7H5N2O+ 1 133.0396 0.42
  142.0161 C8H2N2O+ 1 142.0162 -0.39
  144.0558 C8H6N3+ 1 144.0556 1.12
  147.0319 C8H5NO2+ 1 147.0315 2.92
  159.0188 C8H3N2O2+ 1 159.0189 -0.78
  159.0315 C9H5NO2+ 1 159.0315 -0.13
  159.043 C8H5N3O+ 1 159.0427 1.77
  160.0269 C8H4N2O2+ 1 160.0267 0.97
  168.0296 C7H6NO4+ 1 168.0291 2.54
  170.011 C9H2N2O2+ 1 170.0111 -0.52
  171.0193 C9H3N2O2+ 1 171.0189 2.17
  172.0498 C9H6N3O+ 1 172.0505 -4.25
PK$NUM_PEAK: 50
PK$PEAK: m/z int. rel.int.
  52.0181 556073.3 64
  64.0181 877260.4 101
  68.0131 2435809 282
  71.0604 1793115.1 208
  72.0444 3690789.8 428
  72.0808 1380167.9 160
  74.0964 1173654.8 136
  76.0182 8603813 999
  76.0306 747701.8 86
  77.0259 1110674.2 128
  78.034 974262.7 113
  80.0131 2589978.2 300
  87.0102 696091.1 80
  88.0182 7321775 850
  90.0338 902866.7 104
  91.0417 1999444.6 232
  99.0917 798211.8 92
  101.0261 6766037 785
  103.0292 5818764 675
  103.0414 1889555 219
  104.0131 5594753 649
  104.0493 482110.8 55
  105.021 455768.5 52
  105.0447 653585 75
  106.0287 726437.7 84
  114.0214 1550694.1 180
  115.0293 1537028.4 178
  116.013 1064772.2 123
  116.0367 1318725.8 153
  118.0285 1511147.8 175
  119.0365 2464742.8 286
  121.0396 779494.2 90
  122.0364 763785.4 88
  129.0209 2317072.2 269
  130.0289 529379.6 61
  130.0397 564432.2 65
  131.024 2473992.8 287
  132.0318 756824.6 87
  133.0397 625174.7 72
  142.0161 3254222.8 377
  144.0558 237484.7 27
  147.0319 1942128.2 225
  159.0188 1500948 174
  159.0315 5049146 586
  159.043 667031.1 77
  160.0269 1559847 181
  168.0296 391990.4 45
  170.011 5176602.5 601
  171.0193 811626.2 94
  172.0498 321240.6 37
//
