ACCESSION: MSBNK-Eawag-EQ338102
RECORD_TITLE: Cetirizine N-Oxide; LC-ESI-QFT; MS2; CE: 30; R=35000; [M+H]+
DATE: 2015.08.25
AUTHORS: Beck B, Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2015 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 3381
CH$NAME: Cetirizine N-Oxide
CH$NAME: (R)-Cetirizine N-Oxide
CH$NAME: 2-[2-[4-[(4-chlorophenyl)-phenylmethyl]-1-oxidopiperazin-1-ium-1-yl]ethoxy]acetic acid
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C21H25ClN2O4
CH$EXACT_MASS: 404.15028
CH$SMILES: C1C[N+](CCN1C(C2=CC=CC=C2)C3=CC=C(C=C3)Cl)(CCOCC(=O)O)[O-]
CH$IUPAC: InChI=1S/C21H25ClN2O4/c22-19-8-6-18(7-9-19)21(17-4-2-1-3-5-17)23-10-12-24(27,13-11-23)14-15-28-16-20(25)26/h1-9,21H,10-16H2,(H,25,26)
CH$LINK: CAS
1076199-80-8
CH$LINK: PUBCHEM
CID:45038602
CH$LINK: INCHIKEY
IVDOUUOLLFEMJQ-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER
21896624
CH$LINK: COMPTOX
DTXSID90891484
AC$INSTRUMENT: Q Exactive Plus Orbitrap Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-QFT
AC$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 30 (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 35000
AC$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$CHROMATOGRAPHY: RETENTION_TIME 9.4 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 405.1573
MS$FOCUSED_ION: PRECURSOR_M/Z 405.1576
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: RECALIBRATE loess on assigned fragments and MS1
MS$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 1.9.6
PK$SPLASH: splash10-0udl-0290100000-c2add745ddfcfde719d4
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
56.0493 C3H6N+ 1 56.0495 -2.95
58.0651 C3H8N+ 1 58.0651 -0.27
68.0494 C4H6N+ 1 68.0495 -0.67
69.0572 C4H7N+ 1 69.0573 -1.31
70.065 C4H8N+ 1 70.0651 -1.65
71.0729 C4H9N+ 1 71.073 -0.85
72.0807 C4H10N+ 1 72.0808 -0.91
73.0885 C4H11N+ 1 73.0886 -0.83
83.0602 C4H7N2+ 1 83.0604 -1.86
84.0682 C4H8N2+ 1 84.0682 -0.35
84.0807 C5H10N+ 1 84.0808 -0.43
85.076 C4H9N2+ 1 85.076 0.18
86.06 C4H8NO+ 1 86.06 -1.05
97.076 C5H9N2+ 1 97.076 -0.05
99.0917 C5H11N2+ 1 99.0917 -0.25
104.0618 C8H8+ 1 104.0621 -2.71
111.0916 C6H11N2+ 1 111.0917 -0.4
112.0995 C6H12N2+ 1 112.0995 -0.36
113.1073 C6H13N2+ 1 113.1073 -0.13
114.0913 C6H12NO+ 1 114.0913 -0.09
130.0651 C9H8N+ 1 130.0651 0.03
132.0655 C5H10NO3+ 1 132.0655 -0.22
138.0232 C8H7Cl+ 1 138.0231 0.73
146.0812 C6H12NO3+ 1 146.0812 -0.07
147.089 C6H13NO3+ 1 147.089 0.04
148.0968 C6H14NO3+ 1 148.0968 0.2
158.0811 C7H12NO3+ 2 158.0812 -0.44
159.0917 C10H11N2+ 1 159.0917 -0.09
160.0968 C7H14NO3+ 1 160.0968 0
164.0263 C9H7ClN+ 2 164.0262 0.77
165.0693 C13H9+ 1 165.0699 -3.49
166.0774 C13H10+ 1 166.0777 -1.58
173.1048 C8H15NO3+ 2 173.1046 0.67
179.0856 C14H11+ 1 179.0855 0.19
185.0921 C8H13N2O3+ 1 185.0921 0.12
186.1 C8H14N2O3+ 1 186.0999 0.57
187.1077 C8H15N2O3+ 1 187.1077 -0.1
188.1159 C8H16N2O3+ 1 188.1155 1.73
189.0464 C12H10Cl+ 1 189.0466 -0.82
189.1234 C8H17N2O3+ 1 189.1234 0.43
201.0465 C13H10Cl+ 1 201.0466 -0.32
206.0964 C15H12N+ 1 206.0964 -0.22
214.0543 C14H11Cl+ 1 214.0544 -0.28
216.0574 C13H11ClN+ 2 216.0575 -0.34
217.0415 C13H10ClO+ 1 217.0415 0.1
228.0574 C14H11ClN+ 2 228.0575 -0.19
229.0653 C14H12ClN+ 2 229.0653 0.22
240.0574 C15H11ClN+ 2 240.0575 -0.14
241.0653 C15H12ClN+ 2 241.0653 -0.04
242.073 C15H13ClN+ 2 242.0731 -0.22
254.0731 C16H13ClN+ 2 254.0731 -0.05
268.0885 C17H15ClN+ 2 268.0888 -0.83
271.0991 C19H13NO+ 2 271.0992 -0.17
283.0996 C17H16ClN2+ 2 283.0997 -0.08
284.1074 C17H17ClN2+ 2 284.1075 -0.31
285.1155 C17H18ClN2+ 2 285.1153 0.62
286.1238 C17H19ClN2+ 2 286.1231 2.28
299.1309 C18H20ClN2+ 2 299.131 -0.04
311.1309 C19H20ClN2+ 1 311.131 -0.07
312.1389 C19H21ClN2+ 1 312.1388 0.3
313.1466 C19H22ClN2+ 1 313.1466 0.05
387.1471 C21H24ClN2O3+ 1 387.147 0.22
388.1549 C21H25ClN2O3+ 1 388.1548 0.1
405.1577 C21H26ClN2O4+ 1 405.1576 0.29
PK$NUM_PEAK: 64
PK$PEAK: m/z int. rel.int.
56.0493 432119.8 2
58.0651 2583956.2 17
68.0494 159733.6 1
69.0572 230844.6 1
70.065 533991.5 3
71.0729 359984.3 2
72.0807 254882.1 1
73.0885 1454298.8 10
83.0602 210879.5 1
84.0682 2237044.5 15
84.0807 1522238.1 10
85.076 153330.1 1
86.06 273824.2 1
97.076 2126623.8 14
99.0917 12571934 87
104.0618 438294 3
111.0916 1456631.9 10
112.0995 13259695 91
113.1073 171269.8 1
114.0913 1573175.6 10
130.0651 175675 1
132.0655 8658062 59
138.0232 260471.2 1
146.0812 26429588 183
147.089 814324.9 5
148.0968 263753.9 1
158.0811 517342.4 3
159.0917 737163.4 5
160.0968 1222919 8
164.0263 185581.9 1
165.0693 908156.9 6
166.0774 837457 5
173.1048 445240.2 3
179.0856 1017765.6 7
185.0921 282312.5 1
186.1 344254.7 2
187.1077 15090500 104
188.1159 171381.2 1
189.0464 328674.6 2
189.1234 316511.9 2
201.0465 144194480 999
206.0964 4684564 32
214.0543 217854.9 1
216.0574 2173680.2 15
217.0415 2594803.2 17
228.0574 5600241 38
229.0653 13537838 93
240.0574 16228370 112
241.0653 31410804 217
242.073 36895708 255
254.0731 258901.8 1
268.0885 367699.5 2
271.0991 254524.9 1
283.0996 2322340.8 16
284.1074 5149014.5 35
285.1155 1545257.2 10
286.1238 343561.8 2
299.1309 25504236 176
311.1309 427585.6 2
312.1389 3523715.2 24
313.1466 3044778.2 21
387.1471 2293939.2 15
388.1549 3260985 22
405.1577 45500924 315
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