ACCESSION: MSBNK-Eawag-EQ01102004
RECORD_TITLE: Entacapone; LC-ESI-QFT; MS2; CE: 60%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 60 % (nominal)
AC$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$SPLASH: splash10-0kor-3900000000-ba0822a3873f60f7d374
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  63.0229 C5H3+ 1 63.0229 -1.06
  68.0131 C3H2NO+ 1 68.0131 0.74
  71.0604 C3H7N2+ 1 71.0604 0.61
  72.0444 C3H6NO+ 1 72.0444 -0.46
  72.0808 C4H10N+ 1 72.0808 0.06
  74.0964 C4H12N+ 1 74.0964 -0.48
  76.0182 C5H2N+ 1 76.0182 0.09
  77.0259 C5H3N+ 1 77.026 -1.48
  78.0338 C5H4N+ 1 78.0338 -0.23
  80.0131 C4H2NO+ 1 80.0131 0.6
  88.0182 C6H2N+ 1 88.0182 0.47
  96.0447 C5H6NO+ 1 96.0444 3.26
  99.0917 C5H11N2+ 1 99.0917 0.26
  100.0757 C5H10NO+ 1 100.0757 -0.11
  101.026 C7H3N+ 1 101.026 -0.41
  103.0291 C6H3N2+ 1 103.0291 0.51
  103.0414 C7H5N+ 1 103.0417 -2.19
  104.0131 C6H2NO+ 1 104.0131 -0.07
  106.0287 C6H4NO+ 1 106.0287 -0.7
  115.0291 C7H3N2+ 1 115.0291 0.13
  116.013 C7H2NO+ 1 116.0131 -0.45
  118.0287 C7H4NO+ 1 118.0287 -0.44
  119.0367 C7H5NO+ 1 119.0366 1.39
  121.0395 C6H5N2O+ 1 121.0396 -0.95
  129.0209 C8H3NO+ 1 129.0209 -0.37
  130.0395 C7H4N3+ 1 130.04 -3.77
  131.0241 C7H3N2O+ 1 131.024 0.97
  144.0319 C8H4N2O+ 1 144.0318 0.31
  147.0316 C8H5NO2+ 1 147.0315 0.53
  157.016 C9H3NO2+ 1 157.0158 1.26
  158.024 C9H4NO2+ 1 158.0237 2.16
  159.0189 C8H3N2O2+ 1 159.0189 0.08
  159.0317 C9H5NO2+ 1 159.0315 1.12
  160.0269 C8H4N2O2+ 1 160.0267 0.97
  163.0505 C8H7N2O2+ 1 163.0502 1.59
  168.029 C7H6NO4+ 1 168.0291 -0.55
  170.011 C9H2N2O2+ 1 170.0111 -0.25
  171.0188 C9H3N2O2+ 1 171.0189 -0.86
  175.026 C9H5NO3+ 1 175.0264 -2.42
  185.0104 C10H3NO3+ 1 185.0107 -1.9
  186.1022 C11H12N3+ 1 186.1026 -2.07
  187.0136 C9H3N2O3+ 1 187.0138 -1.43
  203.0214 C10H5NO4+ 1 203.0213 0.28
  205.0248 C9H5N2O4+ 1 205.0244 2.19
PK$NUM_PEAK: 44
PK$PEAK: m/z int. rel.int.
  63.0229 408580.3 44
  68.0131 1956351.5 212
  71.0604 1488639.4 161
  72.0444 4186085.2 454
  72.0808 1525026 165
  74.0964 1945357.1 210
  76.0182 3371644.8 365
  77.0259 431600.7 46
  78.0338 745324.9 80
  80.0131 1396931.5 151
  88.0182 4816814 522
  96.0447 405669.2 43
  99.0917 2405665 260
  100.0757 1068319.5 115
  101.026 2028376.9 219
  103.0291 6309444 684
  103.0414 674387.5 73
  104.0131 4666554.5 506
  106.0287 1063958.9 115
  115.0291 1870403.1 202
  116.013 809304.2 87
  118.0287 788948.9 85
  119.0367 1376965 149
  121.0395 1032488 111
  129.0209 3663158.8 397
  130.0395 306408.1 33
  131.0241 3955445.8 428
  144.0319 791869.2 85
  147.0316 2282381.8 247
  157.016 916551.6 99
  158.024 357108.3 38
  159.0189 5868460.5 636
  159.0317 3040267 329
  160.0269 752530.7 81
  163.0505 407759.9 44
  168.029 930773.6 100
  170.011 9211019 999
  171.0188 1591171.9 172
  175.026 958560.7 103
  185.0104 948500.7 102
  186.1022 455030.2 49
  187.0136 702352.5 76
  203.0214 1690490.6 183
  205.0248 1178165.6 127
//
