ACCESSION: MSBNK-Eawag-EA033812
RECORD_TITLE: Antipyrine; LC-ESI-ITFT; MS2; CE: 75%; R=15000; [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 15000
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$SPLASH: splash10-0a4s-2900000000-eea7fbb638b6e5146e90
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  53.0384 C4H5+ 1 53.0386 -2.39
  56.0495 C3H6N+ 1 56.0495 -0.28
  58.0651 C3H8N+ 1 58.0651 -0.27
  65.0386 C5H5+ 1 65.0386 -0.41
  68.0495 C4H6N+ 1 68.0495 0.21
  69.0573 C4H7N+ 1 69.0573 0.28
  70.0651 C4H8N+ 1 70.0651 0.2
  77.0385 C6H5+ 1 77.0386 -0.47
  79.0542 C6H7+ 1 79.0542 -0.08
  81.0447 C4H5N2+ 1 81.0447 0.07
  91.0542 C7H7+ 1 91.0542 -0.07
  92.0495 C6H6N+ 1 92.0495 0.48
  94.0651 C6H8N+ 1 94.0651 -0.06
  95.0491 C6H7O+ 1 95.0491 -0.43
  95.0604 C5H7N2+ 1 95.0604 0.27
  96.0445 C5H6NO+ 1 96.0444 0.73
  96.0682 C5H8N2+ 1 96.0682 -0.2
  98.06 C5H8NO+ 1 98.06 -0.1
  103.0542 C8H7+ 1 103.0542 -0.26
  104.0495 C7H6N+ 1 104.0495 0.14
  105.0335 C7H5O+ 1 105.0335 0.18
  105.0447 C6H5N2+ 1 105.0447 0.24
  105.0573 C7H7N+ 1 105.0573 -0.01
  105.0698 C8H9+ 1 105.0699 -0.92
  106.0651 C7H8N+ 1 106.0651 0.14
  111.055 C5H7N2O+ 1 111.0553 -2.33
  115.0542 C9H7+ 1 115.0542 -0.41
  117.0572 C8H7N+ 1 117.0573 -0.69
  117.0699 C9H9+ 1 117.0699 -0.06
  118.0651 C8H8N+ 1 118.0651 -0.22
  120.0445 C7H6NO+ 1 120.0444 0.83
  120.0808 C8H10N+ 1 120.0808 0.04
  129.0573 C9H7N+ 1 129.0573 0.23
  130.0651 C9H8N+ 1 130.0651 0.19
  131.0603 C8H7N2+ 1 131.0604 -0.26
  131.0729 C9H9N+ 1 131.073 -0.23
  132.0682 C8H8N2+ 1 132.0682 0.31
  132.0807 C9H10N+ 1 132.0808 -0.27
  133.0523 C8H7NO+ 1 133.0522 0.41
  133.076 C8H9N2+ 1 133.076 -0.26
  134.0963 C9H12N+ 1 134.0964 -1.16
  143.0729 C10H9N+ 1 143.073 -0.14
  144.0807 C10H10N+ 1 144.0808 -0.25
  145.0647 C10H9O+ 1 145.0648 -0.35
  145.076 C9H9N2+ 1 145.076 -0.17
  145.0884 C10H11N+ 1 145.0886 -1.18
  146.0838 C9H10N2+ 1 146.0838 -0.41
  146.0963 C10H12N+ 1 146.0964 -0.79
  147.0917 C9H11N2+ 1 147.0917 -0.03
  148.0755 C9H10NO+ 1 148.0757 -1.42
  149.0709 C8H9N2O+ 1 149.0709 -0.53
  157.0522 C10H7NO+ 1 157.0522 0.09
  158.0603 C10H8NO+ 1 158.06 1.71
  159.0917 C10H11N2+ 1 159.0917 -0.09
  160.0998 C10H12N2+ 1 160.0995 1.56
  161.1073 C10H13N2+ 1 161.1073 -0.09
  172.0755 C11H10NO+ 1 172.0757 -0.99
  173.0708 C10H9N2O+ 1 173.0709 -0.98
  174.0787 C10H10N2O+ 1 174.0788 -0.31
  189.1022 C11H13N2O+ 1 189.1022 -0.31
PK$NUM_PEAK: 60
PK$PEAK: m/z int. rel.int.
  53.0384 15294.4 7
  56.0495 779646.4 405
  58.0651 533235.9 277
  65.0386 146489.9 76
  68.0495 33977.4 17
  69.0573 27457.2 14
  70.0651 26969.8 14
  77.0385 235682.8 122
  79.0542 34584.6 18
  81.0447 110964.3 57
  91.0542 204882.3 106
  92.0495 55168.4 28
  94.0651 45202.5 23
  95.0491 21108.3 10
  95.0604 118729.5 61
  96.0445 40286.8 20
  96.0682 303934.1 158
  98.06 195810 101
  103.0542 105549.1 54
  104.0495 1037587.5 540
  105.0335 56642.7 29
  105.0447 70643.5 36
  105.0573 25262.2 13
  105.0698 82611 43
  106.0651 819691.8 426
  111.055 18523 9
  115.0542 71385.9 37
  117.0572 127006.2 66
  117.0699 333764.4 173
  118.0651 420461 218
  120.0445 23561.8 12
  120.0808 389765.4 202
  129.0573 32848.6 17
  130.0651 495455.8 257
  131.0603 108064.1 56
  131.0729 545153.9 283
  132.0682 101876.6 53
  132.0807 242821.1 126
  133.0523 94307.8 49
  133.076 50218.1 26
  134.0963 75656.5 39
  143.0729 26239.3 13
  144.0807 465255.9 242
  145.0647 156044.5 81
  145.076 191117.4 99
  145.0884 19827.6 10
  146.0838 482967 251
  146.0963 93672.9 48
  147.0917 862557.5 449
  148.0755 42032.1 21
  149.0709 69542.1 36
  157.0522 106266.2 55
  158.0603 23714.2 12
  159.0917 27830.6 14
  160.0998 26868.3 13
  161.1073 312315.1 162
  172.0755 97964.5 51
  173.0708 35076.3 18
  174.0787 464488.6 241
  189.1022 1918807.3 999
//