ACCESSION: MSBNK-Eawag-EA033805
RECORD_TITLE: Antipyrine; LC-ESI-ITFT; MS2; CE: 60%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 60 % (nominal)
AC$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$SPLASH: splash10-000i-0900000000-ad19708445bbe9cd2bff
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  56.0494 C3H6N+ 1 56.0495 -0.64
  58.0651 C3H8N+ 1 58.0651 -0.44
  65.0386 C5H5+ 1 65.0386 0.05
  69.057 C4H7N+ 1 69.0573 -4.21
  77.0383 C6H5+ 1 77.0386 -3.98
  81.0447 C4H5N2+ 1 81.0447 0.19
  91.0543 C7H7+ 1 91.0542 0.59
  92.0494 C6H6N+ 1 92.0495 -1.04
  95.0601 C5H7N2+ 1 95.0604 -2.68
  96.0447 C5H6NO+ 1 96.0444 3.75
  96.0682 C5H8N2+ 1 96.0682 -0.2
  98.0601 C5H8NO+ 1 98.06 0.81
  103.0545 C8H7+ 1 103.0542 2.26
  104.0494 C7H6N+ 1 104.0495 -0.34
  105.0332 C7H5O+ 1 105.0335 -2.58
  105.07 C8H9+ 1 105.0699 0.7
  106.0651 C7H8N+ 1 106.0651 -0.24
  115.0542 C9H7+ 1 115.0542 -0.32
  117.0574 C8H7N+ 1 117.0573 1.11
  117.0699 C9H9+ 1 117.0699 0.11
  118.0652 C8H8N+ 1 118.0651 0.21
  120.0807 C8H10N+ 1 120.0808 -0.8
  130.065 C9H8N+ 1 130.0651 -1.04
  131.0601 C8H7N2+ 1 131.0604 -2.25
  131.0729 C9H9N+ 1 131.073 -0.62
  132.0807 C9H10N+ 1 132.0808 -0.42
  133.052 C8H7NO+ 1 133.0522 -1.47
  133.0759 C8H9N2+ 1 133.076 -0.86
  134.0966 C9H12N+ 1 134.0964 1
  135.0555 C7H7N2O+ 1 135.0553 1.34
  144.0807 C10H10N+ 1 144.0808 -0.8
  145.0648 C10H9O+ 1 145.0648 0.27
  146.0838 C9H10N2+ 1 146.0838 -0.41
  146.0967 C10H12N+ 1 146.0964 1.6
  147.0916 C9H11N2+ 1 147.0917 -0.24
  148.0753 C9H10NO+ 1 148.0757 -2.84
  149.0706 C8H9N2O+ 1 149.0709 -2.01
  157.0522 C10H7NO+ 1 157.0522 0.22
  158.0596 C10H8NO+ 1 158.06 -2.6
  159.0917 C10H11N2+ 1 159.0917 0.28
  160.0997 C10H12N2+ 1 160.0995 1.06
  161.1073 C10H13N2+ 1 161.1073 -0.28
  172.0757 C11H10NO+ 1 172.0757 -0.06
  174.0787 C10H10N2O+ 1 174.0788 -0.48
  189.1025 C11H13N2O+ 1 189.1022 1.32
PK$NUM_PEAK: 45
PK$PEAK: m/z int. rel.int.
  56.0494 690795.6 53
  58.0651 603938.8 46
  65.0386 98898.4 7
  69.057 32657.2 2
  77.0383 131909.8 10
  81.0447 67078.4 5
  91.0543 183202.8 14
  92.0494 49551.6 3
  95.0601 80278.9 6
  96.0447 54159 4
  96.0682 379861.1 29
  98.0601 190941.2 14
  103.0545 56727.8 4
  104.0494 928990 71
  105.0332 57176.9 4
  105.07 59829.1 4
  106.0651 690892.7 53
  115.0542 89017.8 6
  117.0574 115955.2 8
  117.0699 237416.3 18
  118.0652 450914.3 34
  120.0807 421883.7 32
  130.065 588478.6 45
  131.0601 81215 6
  131.0729 883850.8 68
  132.0807 431452 33
  133.052 102456.6 7
  133.0759 106160.4 8
  134.0966 72515.3 5
  135.0555 35045.5 2
  144.0807 755071.9 58
  145.0648 354859.4 27
  146.0838 843296.7 65
  146.0967 183194.8 14
  147.0916 1407068 108
  148.0753 85480 6
  149.0706 115482.3 8
  157.0522 116316.4 8
  158.0596 53841.7 4
  159.0917 37905.3 2
  160.0997 65420.9 5
  161.1073 1145793.9 88
  172.0757 216095.1 16
  174.0787 814735 62
  189.1025 12925864.6 999
//