ACCESSION: MSBNK-UFZ-WANA0162237762PH
RECORD_TITLE: Diazepam; LC-ESI-ITFT; MS2; CE: 80%; R=15000; [M+H]+
DATE: 2023.08.13
AUTHORS: Tobias Schulze, Martin Krauss, Department of Effect-Directed Analysis, Helmholtz Centre for Environmental Research - UFZ, Leipzig, Germany
LICENSE: CC0
COPYRIGHT: Copyright (C) 2023
COMMENT: CONFIDENCE Reference Standard (Level 1)
CH$NAME: Diazepam
CH$NAME: 7-chloro-1-methyl-5-phenyl-3H-1,4-benzodiazepin-2-one
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C16H13ClN2O
CH$EXACT_MASS: 284.071640716
CH$SMILES: CN1C2=C(C=C(Cl)C=C2)C(=NCC1=O)C1=CC=CC=C1
CH$IUPAC: InChI=1S/C16H13ClN2O/c1-19-14-8-7-12(17)9-13(14)16(18-10-15(19)20)11-5-3-2-4-6-11/h2-9H,10H2,1H3
CH$LINK: CAS
439-14-5
CH$LINK: CHEBI
49575
CH$LINK: KEGG
C06948
CH$LINK: PUBCHEM
CID:3016
CH$LINK: INCHIKEY
AAOVKJBEBIDNHE-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER
2908
CH$LINK: COMPTOX
DTXSID4020406
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$MASS_SPECTROMETRY: COLLISION_ENERGY 80 % (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 15000
AC$MASS_SPECTROMETRY: MASS_RANGE_M/Z 50-300
AC$CHROMATOGRAPHY: COLUMN_NAME Kinetex Evo C18 2.6 um 50 x 2.1 mm
AC$CHROMATOGRAPHY: FLOW_GRADIENT 95/5 at 0 min, 95/5 at 1 min, 0/100 at 13 min, 0/100 at 24 min, 95/5 at 24.3 min, 95/5 at 32 min
AC$CHROMATOGRAPHY: FLOW_RATE 300 uL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 10.936 min
MS$FOCUSED_ION: BASE_PEAK 372.2328
MS$FOCUSED_ION: PRECURSOR_M/Z 285.0789
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$FOCUSED_ION: PRECURSOR_INTENSITY 40472192
MS$DATA_PROCESSING: RECALIBRATE loess on assigned fragments and MS1
MS$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 3.11.2
PK$SPLASH: splash10-0f6x-0940000000-bf4e92f0a082dbf5294e
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
58.0285 C2H4NO+ 1 58.0287 -4.36
77.0385 C6H5+ 1 77.0386 -1.2
79.0542 C6H7+ 1 79.0542 0.13
89.0384 C7H5+ 1 89.0386 -1.85
90.0464 C7H6+ 1 90.0464 -0.31
91.0542 C7H7+ 1 91.0542 -0.4
104.0494 C7H6N+ 1 104.0495 -0.34
105.0335 C7H5O+ 2 105.0335 0.15
105.0447 C6H5N2+ 1 105.0447 0.12
113.0152 C6H6Cl+ 1 113.0153 -0.83
114.0103 C5H5ClN+ 2 114.0105 -1.73
116.0494 C8H6N+ 1 116.0495 -0.24
117.0572 C8H7N+ 1 117.0573 -0.43
118.0651 C8H8N+ 1 118.0651 -0.43
119.0606 C7H7N2+ 1 119.0604 1.64
119.0729 C8H9N+ 1 119.073 -0.31
122.9991 C7H4Cl+ 1 122.9996 -4.19
124.0075 C7H5Cl+ 1 124.0074 0.33
125.0152 C7H6Cl+ 1 125.0153 -0.22
126.023 C7H7Cl+ 1 126.0231 -0.52
127.0308 C7H8Cl+ 1 127.0309 -0.64
131.0603 C8H7N2+ 1 131.0604 -0.73
138.0104 C7H5ClN+ 2 138.0105 -0.68
138.9942 C7H4ClO+ 1 138.9945 -2.06
139.0059 C6H4ClN2+ 2 139.0058 0.77
139.0182 C7H6ClN+ 2 139.0183 -0.79
140.0261 C7H7ClN+ 2 140.0262 -0.35
141.0339 C7H8ClN+ 2 141.034 -0.36
143.0604 C9H7N2+ 1 143.0604 0.03
144.0445 C9H6NO+ 2 144.0444 0.92
144.0681 C9H8N2+ 1 144.0682 -0.4
145.076 C9H9N2+ 1 145.076 -0.29
146.0598 C9H8NO+ 2 146.06 -1.61
147.0678 C9H9NO+ 2 147.0679 -0.25
150.0105 C8H5ClN+ 2 150.0105 0.03
151.0183 C8H6ClN+ 2 151.0183 0.02
152.0261 C8H7ClN+ 2 152.0262 -0.09
153.021 C7H6ClN2+ 2 153.0214 -2.37
154.0418 C8H9ClN+ 2 154.0418 -0.1
157.0404 C9H5N2O+ 1 157.0396 4.57
162.0105 C9H5ClN+ 2 162.0105 -0.33
163.0059 C8H4ClN2+ 2 163.0058 1.2
164.026 C9H7ClN+ 2 164.0262 -1.06
165.0216 C8H6ClN2+ 2 165.0214 1.1
165.0699 C13H9+ 1 165.0699 0.38
166.0778 C13H10+ 1 166.0777 0.66
167.0133 C8H6ClNO+ 1 167.0132 0.13
168.0214 C8H7ClNO+ 1 168.0211 2.13
172.0631 C10H8N2O+ 1 172.0631 0.12
177.0213 C9H6ClN2+ 2 177.0214 -0.5
177.0694 C14H9+ 1 177.0699 -2.47
178.0776 C14H10+ 1 178.0777 -0.48
179.0371 C9H8ClN2+ 2 179.0371 0.1
180.021 C9H7ClNO+ 1 180.0211 -0.54
180.0809 C13H10N+ 1 180.0808 0.73
181.0883 C13H11N+ 1 181.0886 -1.8
182.0369 C9H9ClNO+ 1 182.0367 0.73
190.0651 C14H8N+ 1 190.0651 0.09
191.0728 C14H9N+ 1 191.073 -0.55
192.0809 C14H10N+ 1 192.0808 0.81
193.0886 C14H11N+ 1 193.0886 -0.05
194.0968 C14H12N+ 1 194.0964 1.76
195.1038 C14H13N+ 1 195.1043 -2.47
199.0308 C13H8Cl+ 1 199.0309 -0.62
204.0807 C15H10N+ 1 204.0808 -0.36
205.076 C14H9N2+ 1 205.076 -0.11
205.0886 C15H11N+ 1 205.0886 0.1
206.0838 C14H10N2+ 1 206.0838 -0.03
206.0967 C15H12N+ 1 206.0964 1.37
207.0917 C14H11N2+ 1 207.0917 0.13
208.0996 C14H12N2+ 1 208.0995 0.58
213.0341 C16H5O+ 2 213.0335 2.82
214.0419 C13H9ClN+ 2 214.0418 0.4
216.0575 C13H11ClN+ 2 216.0575 0.34
219.0914 C15H11N2+ 1 219.0917 -1.4
220.0996 C15H12N2+ 1 220.0995 0.62
221.0835 C15H11NO+ 2 221.0835 -0.24
221.1073 C15H13N2+ 1 221.1073 -0.34
222.1151 C15H14N2+ 1 222.1151 -0.26
226.0422 C14H9ClN+ 1 226.0418 1.67
227.0496 C14H10ClN+ 1 227.0496 -0.21
228.0574 C14H11ClN+ 1 228.0575 -0.34
230.0734 C14H13ClN+ 1 230.0731 1.47
239.0372 C14H8ClN2+ 1 239.0371 0.45
240.0573 C15H11ClN+ 1 240.0575 -0.45
241.0527 C14H10ClN2+ 1 241.0527 -0.12
242.0608 C14H11ClN2+ 1 242.0605 1.02
249.1026 C16H13N2O+ 1 249.1022 1.27
255.0684 C15H12ClN2+ 1 255.0684 0.17
257.0838 C15H14ClN2+ 1 257.084 -0.89
269.0477 C15H10ClN2O+ 1 269.0476 0.24
285.0785 C16H14ClN2O+ 1 285.0789 -1.53
PK$NUM_PEAK: 92
PK$PEAK: m/z int. rel.int.
58.0285 65260.3 35
77.0385 23865 12
79.0542 10539.6 5
89.0384 21185 11
90.0464 14840.2 8
91.0542 501058.1 271
104.0494 81136.8 43
105.0335 52318.3 28
105.0447 16705.5 9
113.0152 29513 15
114.0103 11484.5 6
116.0494 133916.7 72
117.0572 241790.2 130
118.0651 160381.1 86
119.0606 13040.4 7
119.0729 127779.4 69
122.9991 6132.2 3
124.0075 8533 4
125.0152 277634.5 150
126.023 31528.4 17
127.0308 21503 11
131.0603 38438.4 20
138.0104 49725.5 26
138.9942 19244.2 10
139.0059 19229.6 10
139.0182 58974.6 31
140.0261 52179.8 28
141.0339 44194.8 23
143.0604 150416.3 81
144.0445 7011.3 3
144.0681 93382.6 50
145.076 26517.8 14
146.0598 9535 5
147.0678 75877 41
150.0105 98918.7 53
151.0183 28351.7 15
152.0261 72561 39
153.021 7356.1 3
154.0418 1454030.6 787
157.0404 5691.1 3
162.0105 9864.6 5
163.0059 21740.2 11
164.026 10772.2 5
165.0216 25086.9 13
165.0699 72018.1 39
166.0778 27641 14
167.0133 99499.7 53
168.0214 9670.4 5
172.0631 175923.5 95
177.0213 86095.1 46
177.0694 6462.5 3
178.0776 7139.7 3
179.0371 215135.2 116
180.021 95667.9 51
180.0809 75432.4 40
181.0883 24641.3 13
182.0369 26661.6 14
190.0651 12196.8 6
191.0728 60403.6 32
192.0809 104073.4 56
193.0886 1844066.9 999
194.0968 78920 42
195.1038 11981.2 6
199.0308 16741.2 9
204.0807 116966.8 63
205.076 21655.4 11
205.0886 44744.1 24
206.0838 164150.9 88
206.0967 17941.9 9
207.0917 194255.4 105
208.0996 15449.4 8
213.0341 7248.2 3
214.0419 19670.2 10
216.0575 81901.2 44
219.0914 12996.9 7
220.0996 24238.6 13
221.0835 46542.9 25
221.1073 182135.6 98
222.1151 659702.9 357
226.0422 32738.5 17
227.0496 188654.4 102
228.0574 275038.2 148
230.0734 31565.8 17
239.0372 19029.1 10
240.0573 17722.1 9
241.0527 561904 304
242.0608 51800.1 28
249.1026 7677.1 4
255.0684 149793.1 81
257.0838 59766.8 32
269.0477 24401.8 13
285.0785 28903.4 15
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