ACCESSION: MSBNK-Eawag-EQ338105
RECORD_TITLE: Cetirizine N-Oxide; LC-ESI-QFT; MS2; CE: 75; 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 75 (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: splash10-014i-1920000000-44b2d812ba4dadcbecaf
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
56.0495 C3H6N+ 1 56.0495 0.08
58.0651 C3H8N+ 1 58.0651 0.07
68.0494 C4H6N+ 1 68.0495 -0.52
70.0651 C4H8N+ 1 70.0651 -0.08
71.0604 C3H7N2+ 1 71.0604 -0.07
72.0808 C4H10N+ 1 72.0808 0.06
78.0464 C6H6+ 1 78.0464 -0.02
79.0541 C6H7+ 1 79.0542 -1.22
82.0651 C5H8N+ 1 82.0651 -0.43
83.0603 C4H7N2+ 1 83.0604 -0.54
84.0682 C4H8N2+ 1 84.0682 0.12
84.0807 C5H10N+ 1 84.0808 -0.31
85.0759 C4H9N2+ 1 85.076 -1.23
86.06 C4H8NO+ 1 86.06 -0.35
86.0964 C5H12N+ 1 86.0964 -0.42
91.0542 C7H7+ 1 91.0542 0.04
95.0492 C6H7O+ 2 95.0491 0.3
97.0761 C5H9N2+ 1 97.076 0.47
98.0601 C5H8NO+ 2 98.06 1.02
98.0839 C5H10N2+ 1 98.0838 0.41
99.0917 C5H11N2+ 1 99.0917 -0.05
100.0757 C5H10NO+ 1 100.0757 0.3
102.0464 C8H6+ 1 102.0464 -0.21
103.0389 C4H7O3+ 1 103.039 -0.2
103.0542 C8H7+ 1 103.0542 0.13
104.0494 C7H6N+ 1 104.0495 -0.63
104.062 C8H8+ 1 104.0621 -0.11
105.0699 C8H9+ 1 105.0699 -0.16
111.0916 C6H11N2+ 1 111.0917 -0.31
116.0495 C8H6N+ 1 116.0495 0.38
125.0153 C7H6Cl+ 1 125.0153 0.05
128.0494 C9H6N+ 1 128.0495 -0.51
130.0652 C9H8N+ 1 130.0651 0.49
132.0656 C5H10NO3+ 1 132.0655 0.61
137.0153 C8H6Cl+ 1 137.0153 0.19
138.0105 C7H5ClN+ 2 138.0105 -0.31
138.0231 C8H7Cl+ 1 138.0231 -0.14
139.0308 C8H8Cl+ 1 139.0309 -0.75
139.054 C11H7+ 1 139.0542 -1.34
144.0654 C6H10NO3+ 2 144.0655 -0.9
146.0599 C9H8NO+ 2 146.06 -0.76
146.0813 C6H12NO3+ 1 146.0812 0.55
152.0619 C12H8+ 1 152.0621 -0.73
153.0699 C12H9+ 1 153.0699 -0.04
154.0776 C12H10+ 1 154.0777 -0.47
158.0811 C7H12NO3+ 2 158.0812 -0.76
160.0968 C7H14NO3+ 1 160.0968 -0.31
163.0537 C13H7+ 1 163.0542 -3.05
164.0262 C9H7ClN+ 2 164.0262 0.16
164.0616 C13H8+ 1 164.0621 -2.87
165.0699 C13H9+ 1 165.0699 0.32
166.0777 C13H10+ 1 166.0777 -0.01
178.0777 C14H10+ 1 178.0777 -0.01
179.0855 C14H11+ 1 179.0855 -0.04
180.0934 C14H12+ 1 180.0934 0.38
181.0648 C13H9O+ 2 181.0648 -0.17
183.0804 C13H11O+ 2 183.0804 -0.01
187.1077 C8H15N2O3+ 1 187.1077 -0.1
193.0761 C13H9N2+ 1 193.076 0.13
193.0886 C14H11N+ 1 193.0886 0.05
194.0964 C14H12N+ 1 194.0964 0.07
199.0309 C13H8Cl+ 1 199.0309 0.23
201.0466 C13H10Cl+ 1 201.0466 0.13
205.0888 C15H11N+ 1 205.0886 1.17
206.0965 C15H12N+ 1 206.0964 0.41
207.1044 C15H13N+ 1 207.1043 0.67
215.0624 C14H12Cl+ 1 215.0622 0.96
216.0574 C13H11ClN+ 2 216.0575 -0.02
227.0497 C14H10ClN+ 2 227.0496 0.14
228.0575 C14H11ClN+ 2 228.0575 0.07
240.0574 C15H11ClN+ 2 240.0575 -0.01
242.0731 C15H13ClN+ 2 242.0731 -0.01
283.0997 C17H16ClN2+ 2 283.0997 0.13
PK$NUM_PEAK: 73
PK$PEAK: m/z int. rel.int.
56.0495 5818244 40
58.0651 3594239.5 24
68.0494 724500.3 4
70.0651 3796164.5 26
71.0604 321313.4 2
72.0808 554295.4 3
78.0464 814317.9 5
79.0541 172993.8 1
82.0651 631979.2 4
83.0603 918966.6 6
84.0682 2630202.8 18
84.0807 820744.3 5
85.0759 200893.1 1
86.06 5939808 40
86.0964 655361.4 4
91.0542 1307118 9
95.0492 164557.7 1
97.0761 767067.8 5
98.0601 359110.2 2
98.0839 1180351.5 8
99.0917 6316680 43
100.0757 308214.7 2
102.0464 190802.6 1
103.0389 1077250.2 7
103.0542 3129055.2 21
104.0494 336411.4 2
104.062 2418301.8 16
105.0699 1575688.4 10
111.0916 620724.8 4
116.0495 1149189.9 7
125.0153 1051597.5 7
128.0494 1227652.9 8
130.0652 889236.6 6
132.0656 1464796 10
137.0153 1295990.2 8
138.0105 413901.5 2
138.0231 1334185.2 9
139.0308 668070.9 4
139.054 214786.2 1
144.0654 381457.8 2
146.0599 723500 4
146.0813 365078.7 2
152.0619 598362.1 4
153.0699 544372.7 3
154.0776 342214.8 2
158.0811 303837.4 2
160.0968 172271.1 1
163.0537 203201.9 1
164.0262 585880.5 4
164.0616 393660.1 2
165.0699 76349448 525
166.0777 145070608 999
178.0777 980308.4 6
179.0855 3885722.8 26
180.0934 262030.8 1
181.0648 198439.3 1
183.0804 3663982.8 25
187.1077 430470.4 2
193.0761 4990080.5 34
193.0886 2220846 15
194.0964 155777.8 1
199.0309 2396469 16
201.0466 44825960 308
205.0888 271288.9 1
206.0965 2589966 17
207.1044 272083.3 1
215.0624 194589.9 1
216.0574 873611.6 6
227.0497 624701.2 4
228.0575 14266214 98
240.0574 6662097.5 45
242.0731 2342705.5 16
283.0997 236277.1 1
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