ACCESSION: MSBNK-Eawag-EA033806
RECORD_TITLE: Antipyrine; LC-ESI-ITFT; MS2; CE: 75%; R=7500; [M+H]+
DATE: 2014.01.14
AUTHORS: Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2012 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 338

CH$NAME: Antipyrine
CH$NAME: Phenazone
CH$NAME: 1,5-dimethyl-2-phenyl-3-pyrazolone
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₁₁H₁₂N₂O
CH$EXACT_MASS: 188.0950
CH$SMILES: CN1N(C(=O)C=C1C)C2=CC=CC=C2
CH$IUPAC: InChI=1S/C11H12N2O/c1-9-8-11(14)13(12(9)2)10-6-4-3-5-7-10/h3-8H,1-2H3
CH$LINK: CAS 60-80-0
CH$LINK: CHEBI 31225
CH$LINK: KEGG D01776
CH$LINK: PUBCHEM CID:2206
CH$LINK: INCHIKEY VEQOALNAAJBPNY-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER 2121
CH$LINK: COMPTOX DTXSID6021117

AC$INSTRUMENT: LTQ Orbitrap XL Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-ITFT
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 7500
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 4.6 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 189.1027
MS$FOCUSED_ION: PRECURSOR_M/Z 189.1022
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: DEPROFILE Spline
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 1.3.1

PK$SPLASH: splash10-052s-2900000000-efb8c895ae384b102f76
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  55.0178 C3H3O+ 1 55.0178 -0.93
  56.0495 C3H6N+ 1 56.0495 0.61
  58.0652 C3H8N+ 1 58.0651 0.59
  65.0386 C5H5+ 1 65.0386 0.05
  68.0495 C4H6N+ 1 68.0495 0.8
  69.0571 C4H7N+ 1 69.0573 -2.33
  70.0653 C4H8N+ 1 70.0651 1.77
  77.0386 C6H5+ 1 77.0386 0.56
  79.0543 C6H7+ 1 79.0542 0.8
  81.0449 C4H5N2+ 1 81.0447 1.67
  91.0542 C7H7+ 1 91.0542 -0.07
  92.0495 C6H6N+ 1 92.0495 0.81
  93.0339 C6H5O+ 1 93.0335 4.5
  94.0652 C6H8N+ 1 94.0651 0.36
  95.0496 C6H7O+ 1 95.0491 4.51
  95.0604 C5H7N2+ 1 95.0604 0.27
  96.0446 C5H6NO+ 1 96.0444 2.6
  96.0683 C5H8N2+ 1 96.0682 0.84
  98.06 C5H8NO+ 1 98.06 0
  103.0541 C8H7+ 1 103.0542 -0.84
  104.0496 C7H6N+ 1 104.0495 0.91
  105.0334 C7H5O+ 1 105.0335 -0.96
  105.0448 C6H5N2+ 1 105.0447 0.81
  105.0577 C7H7N+ 1 105.0573 4.09
  105.0699 C8H9+ 1 105.0699 0.41
  106.0652 C7H8N+ 1 106.0651 1.08
  115.0542 C9H7+ 1 115.0542 0.2
  117.0573 C8H7N+ 1 117.0573 0.25
  117.07 C9H9+ 1 117.0699 0.8
  118.0653 C8H8N+ 1 118.0651 1.22
  120.0808 C8H10N+ 1 120.0808 0.62
  129.0574 C9H7N+ 1 129.0573 0.69
  130.0651 C9H8N+ 1 130.0651 0.19
  131.0604 C8H7N2+ 1 131.0604 0.27
  131.073 C9H9N+ 1 131.073 0.45
  132.0683 C8H8N2+ 1 132.0682 0.53
  132.0807 C9H10N+ 1 132.0808 -0.19
  133.0522 C8H7NO+ 1 133.0522 -0.27
  133.0762 C8H9N2+ 1 133.076 1.69
  134.0966 C9H12N+ 1 134.0964 1.08
  143.0727 C10H9N+ 1 143.073 -1.75
  144.0809 C10H10N+ 1 144.0808 0.93
  145.0648 C10H9O+ 1 145.0648 0.2
  145.0761 C9H9N2+ 1 145.076 0.66
  145.0886 C10H11N+ 1 145.0886 -0.01
  146.084 C9H10N2+ 1 146.0838 0.75
  146.0967 C10H12N+ 1 146.0964 1.88
  147.0918 C9H11N2+ 1 147.0917 0.72
  148.0757 C9H10NO+ 1 148.0757 0.27
  149.0713 C8H9N2O+ 1 149.0709 2.22
  155.0604 C10H7N2+ 1 155.0604 0.36
  157.0523 C10H7NO+ 1 157.0522 0.6
  158.0601 C10H8NO+ 1 158.06 0.44
  159.0922 C10H11N2+ 1 159.0917 3.3
  160.0994 C10H12N2+ 1 160.0995 -0.37
  161.1075 C10H13N2+ 1 161.1073 1.03
  172.0756 C11H10NO+ 1 172.0757 -0.76
  173.0711 C10H9N2O+ 1 173.0709 0.64
  174.0789 C10H10N2O+ 1 174.0788 1.01
  189.1029 C11H13N2O+ 1 189.1022 3.6
PK$NUM_PEAK: 60
PK$PEAK: m/z int. rel.int.
  55.0178 36830.6 10
  56.0495 1123655.5 320
  58.0652 852915.1 243
  65.0386 242409.3 69
  68.0495 34949.5 9
  69.0571 36814.9 10
  70.0653 62871.4 17
  77.0386 331138.7 94
  79.0543 74274.2 21
  81.0449 196761.6 56
  91.0542 245961.1 70
  92.0495 89656.8 25
  93.0339 40523.2 11
  94.0652 37543.7 10
  95.0496 39937.4 11
  95.0604 191075.7 54
  96.0446 44789.2 12
  96.0683 406547.4 115
  98.06 321507.1 91
  103.0541 164895.9 47
  104.0496 1527362 435
  105.0334 80277.8 22
  105.0448 109423.6 31
  105.0577 28443.2 8
  105.0699 88113.1 25
  106.0652 1244515 354
  115.0542 126377.2 36
  117.0573 207929 59
  117.07 508116.4 144
  118.0653 697399.5 198
  120.0808 546773.1 155
  129.0574 58023.3 16
  130.0651 778056.9 221
  131.0604 142799.9 40
  131.073 691947.3 197
  132.0683 82519.5 23
  132.0807 344057.9 98
  133.0522 180310.7 51
  133.0762 93405.1 26
  134.0966 129631.4 36
  143.0727 63938.9 18
  144.0809 602466.4 171
  145.0648 249273.5 71
  145.0761 270972.4 77
  145.0886 48051 13
  146.084 748934.7 213
  146.0967 143444.3 40
  147.0918 1300758.8 370
  148.0757 62450.1 17
  149.0713 100455.6 28
  155.0604 25471.3 7
  157.0523 163877 46
  158.0601 42040.8 11
  159.0922 62689.3 17
  160.0994 66232.8 18
  161.1075 462380.2 131
  172.0756 135059.7 38
  173.0711 72485.2 20
  174.0789 696101.8 198
  189.1029 3503923.5 999
//