ACCESSION: MSBNK-Eawag-EA033807
RECORD_TITLE: Antipyrine; LC-ESI-ITFT; MS2; CE: 90%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 90 % (nominal)
AC$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$SPLASH: splash10-0a4i-4900000000-80fc3f4f0ffbc6d8c8bb
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  53.0387 C4H5+ 1 53.0386 2.89
  56.0494 C3H6N+ 1 56.0495 -0.99
  58.0651 C3H8N+ 1 58.0651 -0.27
  65.0386 C5H5+ 1 65.0386 -0.25
  68.0496 C4H6N+ 1 68.0495 2.56
  69.0572 C4H7N+ 1 69.0573 -1.02
  70.0654 C4H8N+ 1 70.0651 3.34
  77.0386 C6H5+ 1 77.0386 -0.35
  78.0466 C6H6+ 1 78.0464 2.16
  79.0542 C6H7+ 1 79.0542 -0.21
  81.0448 C4H5N2+ 1 81.0447 0.44
  91.0543 C7H7+ 1 91.0542 0.37
  92.0493 C6H6N+ 1 92.0495 -1.47
  93.0568 C6H7N+ 1 93.0573 -4.84
  94.0652 C6H8N+ 1 94.0651 0.36
  95.0488 C6H7O+ 1 95.0491 -3.59
  95.0604 C5H7N2+ 1 95.0604 0.27
  96.0681 C5H8N2+ 1 96.0682 -0.73
  98.06 C5H8NO+ 1 98.06 0
  103.0543 C8H7+ 1 103.0542 0.61
  104.0495 C7H6N+ 1 104.0495 -0.15
  105.0336 C7H5O+ 1 105.0335 0.75
  105.0447 C6H5N2+ 1 105.0447 -0.42
  105.0571 C7H7N+ 1 105.0573 -1.81
  105.0697 C8H9+ 1 105.0699 -2.06
  106.0651 C7H8N+ 1 106.0651 0.14
  115.0541 C9H7+ 1 115.0542 -1.36
  117.0574 C8H7N+ 1 117.0573 0.51
  117.0698 C9H9+ 1 117.0699 -0.48
  118.0652 C8H8N+ 1 118.0651 0.29
  120.0807 C8H10N+ 1 120.0808 -0.71
  129.0573 C9H7N+ 1 129.0573 -0.24
  130.065 C9H8N+ 1 130.0651 -0.66
  131.0603 C8H7N2+ 1 131.0604 -0.42
  131.0729 C9H9N+ 1 131.073 -0.23
  132.0439 C8H6NO+ 1 132.0444 -3.49
  132.0684 C8H8N2+ 1 132.0682 1.14
  132.081 C9H10N+ 1 132.0808 1.77
  133.0522 C8H7NO+ 1 133.0522 -0.19
  133.0765 C8H9N2+ 1 133.076 3.65
  134.0963 C9H12N+ 1 134.0964 -0.71
  143.0731 C10H9N+ 1 143.073 0.76
  144.0808 C10H10N+ 1 144.0808 0.17
  145.0644 C10H9O+ 1 145.0648 -2.84
  145.076 C9H9N2+ 1 145.076 -0.38
  145.0884 C10H11N+ 1 145.0886 -1.45
  146.0836 C9H10N2+ 1 146.0838 -1.64
  146.0971 C10H12N+ 1 146.0964 4.68
  147.0916 C9H11N2+ 1 147.0917 -0.44
  149.0711 C8H9N2O+ 1 149.0709 0.88
  155.0602 C10H7N2+ 1 155.0604 -1.19
  157.0516 C10H7NO+ 1 157.0522 -4.04
  159.0554 C9H7N2O+ 1 159.0553 0.82
  159.0915 C10H11N2+ 1 159.0917 -1.41
  161.1075 C10H13N2+ 1 161.1073 1.15
  173.0713 C10H9N2O+ 1 173.0709 2.08
  174.0786 C10H10N2O+ 1 174.0788 -0.77
PK$NUM_PEAK: 57
PK$PEAK: m/z int. rel.int.
  53.0387 37580.8 25
  56.0494 1330739.9 894
  58.0651 669596.1 449
  65.0386 301579.7 202
  68.0496 34710.3 23
  69.0572 51330.2 34
  70.0654 40574.9 27
  77.0386 802927.9 539
  78.0466 36713.2 24
  79.0542 141767.1 95
  81.0448 179259.1 120
  91.0543 372258 250
  92.0493 118112.3 79
  93.0568 49902.9 33
  94.0652 89953.9 60
  95.0488 75621 50
  95.0604 183227.1 123
  96.0681 250875.1 168
  98.06 311473.4 209
  103.0543 243457.7 163
  104.0495 1242833.4 835
  105.0336 47192.4 31
  105.0447 235446.5 158
  105.0571 71654.8 48
  105.0697 92709.7 62
  106.0651 1486884.4 999
  115.0541 235962.2 158
  117.0574 254407.7 170
  117.0698 451253.5 303
  118.0652 486428.6 326
  120.0807 387084.9 260
  129.0573 128309.8 86
  130.065 678096.4 455
  131.0603 308379.2 207
  131.0729 467976.1 314
  132.0439 35630 23
  132.0684 209695.4 140
  132.081 184983.1 124
  133.0522 123424.1 82
  133.0765 27542.2 18
  134.0963 48988.4 32
  143.0731 82808.2 55
  144.0808 360527 242
  145.0644 123033 82
  145.076 309086.9 207
  145.0884 38213.4 25
  146.0836 333807.2 224
  146.0971 32784.1 22
  147.0916 675628.5 453
  149.0711 67575.3 45
  155.0602 26601.5 17
  157.0516 75293.1 50
  159.0554 69327.3 46
  159.0915 41087.2 27
  161.1075 89261.9 59
  173.0713 68704.6 46
  174.0786 270561.4 181
//