ACCESSION: MSBNK-Eawag-EA033813
RECORD_TITLE: Antipyrine; LC-ESI-ITFT; MS2; CE: 90%; R=30000; [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$MASS_SPECTROMETRY: RESOLUTION 30000
AC$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$SPLASH: splash10-0a4i-4900000000-80478740d36be900a6e7
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
53.0385 C4H5+ 1 53.0386 -0.69
55.0178 C3H3O+ 1 55.0178 -0.02
56.0495 C3H6N+ 1 56.0495 0.08
58.0651 C3H8N+ 1 58.0651 -0.1
65.0386 C5H5+ 1 65.0386 -0.1
68.0495 C4H6N+ 1 68.0495 -0.08
69.0573 C4H7N+ 1 69.0573 0.57
70.0651 C4H8N+ 1 70.0651 0.06
77.0386 C6H5+ 1 77.0386 0.3
78.0463 C6H6+ 1 78.0464 -0.79
79.0542 C6H7+ 1 79.0542 -0.08
81.0447 C4H5N2+ 1 81.0447 0.31
91.0542 C7H7+ 1 91.0542 0.15
92.0495 C6H6N+ 1 92.0495 0.16
93.0336 C6H5O+ 1 93.0335 1.17
93.0572 C6H7N+ 1 93.0573 -0.76
94.0651 C6H8N+ 1 94.0651 0.15
95.0491 C6H7O+ 1 95.0491 0.09
95.0604 C5H7N2+ 1 95.0604 0.06
96.0444 C5H6NO+ 1 96.0444 0.1
96.0682 C5H8N2+ 1 96.0682 -0.1
98.0601 C5H8NO+ 1 98.06 0.1
103.0543 C8H7+ 1 103.0542 0.32
104.0495 C7H6N+ 1 104.0495 0.33
105.0336 C7H5O+ 1 105.0335 0.56
105.0447 C6H5N2+ 1 105.0447 -0.14
105.0573 C7H7N+ 1 105.0573 -0.1
105.0698 C8H9+ 1 105.0699 -0.35
106.0652 C7H8N+ 1 106.0651 0.32
115.0542 C9H7+ 1 115.0542 -0.32
117.0573 C8H7N+ 1 117.0573 0.25
117.0699 C9H9+ 1 117.0699 -0.06
118.0651 C8H8N+ 1 118.0651 0.04
120.0443 C7H6NO+ 1 120.0444 -0.92
120.0808 C8H10N+ 1 120.0808 0.04
129.0573 C9H7N+ 1 129.0573 0.23
130.0651 C9H8N+ 1 130.0651 0.03
131.0604 C8H7N2+ 1 131.0604 -0.04
131.0729 C9H9N+ 1 131.073 -0.16
132.0443 C8H6NO+ 1 132.0444 -0.53
132.0682 C8H8N2+ 1 132.0682 -0.15
132.0807 C9H10N+ 1 132.0808 -0.27
133.0522 C8H7NO+ 1 133.0522 -0.19
133.076 C8H9N2+ 1 133.076 0.11
134.0964 C9H12N+ 1 134.0964 -0.49
135.0553 C7H7N2O+ 1 135.0553 -0.14
143.073 C10H9N+ 1 143.073 0.06
144.0808 C10H10N+ 1 144.0808 0.03
145.0648 C10H9O+ 1 145.0648 -0.15
145.076 C9H9N2+ 1 145.076 -0.03
146.0839 C9H10N2+ 1 146.0838 0
146.0962 C10H12N+ 1 146.0964 -1.48
147.0917 C9H11N2+ 1 147.0917 -0.03
148.0758 C9H10NO+ 1 148.0757 1.01
149.0709 C8H9N2O+ 1 149.0709 0
155.0603 C10H7N2+ 1 155.0604 -0.16
157.0522 C10H7NO+ 1 157.0522 -0.35
158.0605 C10H8NO+ 1 158.06 2.85
159.0552 C9H7N2O+ 1 159.0553 -0.44
159.0916 C10H11N2+ 1 159.0917 -0.22
161.1073 C10H13N2+ 1 161.1073 -0.15
173.0709 C10H9N2O+ 1 173.0709 -0.4
174.0788 C10H10N2O+ 1 174.0788 0.03
189.1023 C11H13N2O+ 1 189.1022 0.53
PK$NUM_PEAK: 64
PK$PEAK: m/z int. rel.int.
53.0385 29669.1 31
55.0178 14946.4 15
56.0495 837998.4 892
58.0651 360438.6 384
65.0386 187211.5 199
68.0495 21475.2 22
69.0573 30632.1 32
70.0651 12349.5 13
77.0386 394358.5 420
78.0463 13017.5 13
79.0542 75833.9 80
81.0447 86215.4 91
91.0542 195577.1 208
92.0495 57129.7 60
93.0336 16640.8 17
93.0572 23521.8 25
94.0651 45558.4 48
95.0491 50676.4 53
95.0604 126642.9 134
96.0444 18788.6 20
96.0682 148104.9 157
98.0601 171561.3 182
103.0543 142527.8 151
104.0495 839072.9 894
105.0336 21041.5 22
105.0447 129951.4 138
105.0573 24699.1 26
105.0698 40107.1 42
106.0652 937532.9 999
115.0542 133541.3 142
117.0573 164997.4 175
117.0699 263789 281
118.0651 295923 315
120.0443 13007 13
120.0808 178689 190
129.0573 100958.7 107
130.0651 468308.9 499
131.0604 167680.3 178
131.0729 275678.3 293
132.0443 31579.5 33
132.0682 154092.1 164
132.0807 128907.4 137
133.0522 74968 79
133.076 33481.1 35
134.0964 36084.7 38
135.0553 9676.8 10
143.073 47735.5 50
144.0808 185986.6 198
145.0648 74517.1 79
145.076 241707.9 257
146.0839 211846.9 225
146.0962 23500.5 25
147.0917 420296.1 447
148.0758 17697.7 18
149.0709 18336.2 19
155.0603 21716.9 23
157.0522 45597.4 48
158.0605 12549.7 13
159.0552 35968.9 38
159.0916 13754.6 14
161.1073 70028.4 74
173.0709 46718.2 49
174.0788 113179.4 120
189.1023 264174 281
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