ACCESSION: MSBNK-Athens_Univ-AU227705
RECORD_TITLE: alpha-Hydroxymidazolam; LC-ESI-QTOF; MS2; CE: 50 eV; R=35000; [M+H]+
DATE: 2018.12.19
AUTHORS: Nikiforos Alygizakis, Katerina Galani, Nikolaos Thomaidis, University of Athens
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2018 Department of Chemistry, University of Athens
COMMENT: CONFIDENCE standard compound
COMMENT: INTERNAL_ID 2277
CH$NAME: alpha-Hydroxymidazolam
CH$NAME: 1-Hydroxymidazolam
CH$NAME: [8-chloro-6-(2-fluorophenyl)-4H-imidazo[1,5-a][1,4]benzodiazepin-1-yl]methanol
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C18H13ClFN3O
CH$EXACT_MASS: 341.0731179
CH$SMILES: C1C2=CN=C(N2C3=C(C=C(C=C3)Cl)C(=N1)C4=CC=CC=C4F)CO
CH$IUPAC: InChI=1S/C18H13ClFN3O/c19-11-5-6-16-14(7-11)18(13-3-1-2-4-15(13)20)22-9-12-8-21-17(10-24)23(12)16/h1-8,24H,9-10H2
CH$LINK: CAS
59468-90-5
CH$LINK: PUBCHEM
CID:107917
CH$LINK: INCHIKEY
QHSMEGADRFZVNE-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER
97043
CH$LINK: COMPTOX
DTXSID50208175
AC$INSTRUMENT: Bruker maXis Impact
AC$INSTRUMENT_TYPE: LC-ESI-QTOF
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE CID
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 50 eV
AC$MASS_SPECTROMETRY: RESOLUTION 35000
AC$CHROMATOGRAPHY: COLUMN_NAME Acclaim RSLC C18 2.2um, 2.1x100mm, Thermo
AC$CHROMATOGRAPHY: FLOW_GRADIENT 99/1 at 0-1 min, 61/39 at 3 min, 0.1/99.9 at 14-16 min, 99/1 at 16.1-20 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 uL/min at 0-3 min, 400 uL/min at 14 min, 480 uL/min at 16-19 min, 200 uL/min at 19.1-20 min
AC$CHROMATOGRAPHY: RETENTION_TIME 8.576 min
AC$CHROMATOGRAPHY: SOLVENT A 90:10 water:methanol with 0.01% formic acid and 5mM ammonium formate
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.01% formic acid and 5mM ammonium formate
MS$FOCUSED_ION: BASE_PEAK 342.0801
MS$FOCUSED_ION: PRECURSOR_M/Z 342.0804
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: RECALIBRATE identity on assigned fragments and MS1
MS$DATA_PROCESSING: WHOLE RMassBank 2.10.0
PK$SPLASH: splash10-014i-0890000000-3df00561a79a25899e64
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
114.046 C4H5FN3+ 4 114.0462 -1.55
117.0565 C8H7N+ 3 117.0573 -7.07
121.0447 C8H6F+ 1 121.0448 -1.08
122.0393 C7H5FN+ 2 122.0401 -5.89
125.0144 C2H5ClFN3+ 5 125.0151 -5.61
127.0114 C2H5[37]ClFN3+ 1 127.0127 -10.11
127.0407 C9H5N+ 3 127.0417 -7.79
128.048 C9H6N+ 3 128.0495 -11.66
133.044 C9H6F+ 3 133.0448 -5.79
134.0399 C8H5FN+ 2 134.0401 -0.97
136.0063 C3H4ClFN3+ 5 136.0072 -6.71
138.0038 C3H4[37]ClFN3+ 1 138.0048 -7.33
140.0485 C10H6N+ 3 140.0495 -7.19
141.0562 C10H7N+ 3 141.0573 -8.11
142.0582 C9[13]CH7N+ 1 142.0612 -20.98
149.0143 C4H5ClFN3+ 5 149.0151 -5.33
150.0102 C8H5ClN+ 5 150.0105 -1.8
151.0113 C4H5[37]ClFN3+ 1 151.0127 -9.1
152.007 C8H5[37]ClN+ 1 152.0081 -7.28
160.055 C10H7FN+ 2 160.0557 -4.22
162.0094 C9H5ClN+ 5 162.0105 -6.85
163.0061 C8H4ClN2+ 3 163.0058 2.02
163.0152 C10HN3+ 4 163.0165 -7.86
164.0058 C9H5[37]ClN+ 1 164.0081 -14.11
166.0518 C11H6N2+ 5 166.0525 -4.52
167.0591 C11H7N2+ 4 167.0604 -7.74
168.0672 C11H8N2+ 5 168.0682 -6
169.0705 C10[13]CH8N2+ 1 169.0721 -9.27
174.0096 C8HFN3O+ 5 174.0098 -0.99
176.0248 C10H7ClN+ 5 176.0262 -7.51
177.0269 C9[13]CH7ClN+ 1 177.0301 -18.04
178.0221 C10H7[37]ClN+ 1 178.0238 -9.06
180.0196 C10H2N3O+ 2 180.0192 2.17
183.0599 C13H8F+ 5 183.0605 -3.3
187.0055 C13HNO+ 3 187.0053 1
187.0654 C11H8FN2+ 3 187.0666 -6.21
193.0619 C12H7N3+ 5 193.0634 -7.78
194.0695 C12H8N3+ 5 194.0713 -9.24
201.0201 C14H3NO+ 3 201.0209 -4.24
201.0564 C15H7N+ 3 201.0573 -4.34
202.0281 C14H4NO+ 3 202.0287 -3.11
203.0363 C11H8ClN2+ 3 203.0371 -3.93
204.0389 C10[13]CH8ClN2+ 1 204.041 -10.08
205.033 C11H8[37]ClN2+ 1 205.0347 -8.2
208.055 C14H7FN+ 3 208.0557 -3.42
209.0621 C14H8FN+ 3 209.0635 -6.65
210.0675 C13[13]CH8FN+ 1 210.0674 0.36
214.063 C16H8N+ 3 214.0651 -9.7
215.0712 C16H9N+ 3 215.073 -8.08
221.0627 C15H8FN+ 3 221.0635 -3.79
222.0701 C15H9FN+ 3 222.0714 -5.68
223.0675 C14H8FN2+ 3 223.0666 4.02
228.0313 C15H4N2O+ 5 228.0318 -2.04
228.0673 C16H8N2+ 5 228.0682 -3.82
229.0746 C16H9N2+ 4 229.076 -6.41
230.029 C14H8ClF+ 3 230.0293 -1.22
234.0708 C16H9FN+ 3 234.0714 -2.57
235.0784 C16H10FN+ 3 235.0792 -3.24
236.0256 C13H3FN3O+ 5 236.0255 0.39
236.0745 C15H9FN2+ 3 236.0744 0.33
237.0783 C14[13]CH9FN2+ 1 237.0783 -0.03
241.0749 C17H9N2+ 4 241.076 -4.6
242.083 C17H10N2+ 3 242.0838 -3.4
243.0898 C17H11N2+ 2 243.0917 -7.6
244.0942 C16[13]CH11N2+ 1 244.0956 -5.71
245.0388 C15H4FN3+ 4 245.0384 1.8
247.067 C16H8FN2+ 3 247.0666 1.73
248.0724 C13H13ClN2O+ 3 248.0711 5.21
249.0817 C16H10FN2+ 2 249.0823 -2.12
250.0397 C17H4N3+ 4 250.04 -0.98
250.085 C15[13]CH10FN2+ 1 250.0862 -4.6
256.0314 C15H8ClFN+ 4 256.0324 -3.91
257.0283 C14H7ClFN2+ 2 257.0276 2.71
258.0313 C15H8[37]ClFN+ 1 258.03 5.23
259.0247 C14H7[37]ClFN2+ 1 259.0252 -2
259.0404 C17H6FNO+ 2 259.0428 -9.14
260.0738 C17H9FN2+ 3 260.0744 -2.52
261.0817 C17H10FN2+ 2 261.0823 -1.98
262.0889 C17H11FN2+ 1 262.0901 -4.68
263.0386 C13H9ClFN2O+ 2 263.0382 1.62
263.0935 C16[13]CH11FN2+ 1 263.094 -1.81
265.0515 C16H10ClN2+ 2 265.0527 -4.37
268.0859 C18H10N3+ 2 268.0869 -3.87
269.0395 C16H9ClFN+ 3 269.0402 -2.49
269.0936 C18H11N3+ 2 269.0947 -4.43
270.047 C16H10ClFN+ 3 270.048 -3.78
270.0999 C17[13]CH11N3+ 1 270.0987 4.66
271.0438 C15H9ClFN2+ 2 271.0433 1.92
272.0445 C16H10[37]ClFN+ 1 272.0456 -4.25
274.0774 C17H9FN3+ 3 274.0775 -0.51
276.0441 C17H9ClN2+ 2 276.0449 -2.94
277.0521 C17H10ClN2+ 2 277.0527 -2.04
277.1007 C17H12FN3+ 1 277.101 -0.97
278.054 C16[13]CH10ClN2+ 1 278.0566 -9.53
279.05 C17H10[37]ClN2+ 1 279.0503 -1.02
283.0427 C16H9ClFN2+ 1 283.0433 -1.91
284.0476 C15[13]CH9ClFN2+ 1 284.0472 1.45
285.0398 C16H9[37]ClFN2+ 1 285.0409 -3.68
286.0446 C16H10ClFNO+ 2 286.0429 5.88
287.0839 C18H10FN3+ 2 287.0853 -5.01
288.0926 C18H11FN3+ 1 288.0932 -1.97
289.0998 C18H12FN3+ 1 289.101 -4.03
290.103 C17[13]CH12FN3+ 1 290.1049 -6.35
295.0427 C17H9ClFN2+ 1 295.0433 -2.07
296.0503 C17H10ClFN2+ 1 296.0511 -2.88
297.0576 C17H11ClFN2+ 1 297.0589 -4.47
298.0515 C17H10[37]ClFN2+ 1 298.0487 9.32
299.055 C17H11[37]ClFN2+ 1 299.0565 -5.05
300.055 C18H7FN3O+ 2 300.0568 -6
303.0544 C18H10ClN3+ 2 303.0558 -4.42
304.0627 C18H11ClN3+ 2 304.0636 -2.91
305.0674 C17[13]CH11ClN3+ 1 305.0675 -0.45
306.0599 C18H11[37]ClN3+ 1 306.0612 -4.34
307.041 C18H9ClFN2+ 1 307.0433 -7.33
308.0375 C17H8ClFN3+ 1 308.0385 -3.43
309.0437 C17H9ClFN3+ 1 309.0464 -8.64
310.0348 C17H8[37]ClFN3+ 1 310.0361 -4.36
322.0533 C18H10ClFN3+ 1 322.0542 -2.58
323.0598 C18H11ClFN3+ 1 323.062 -6.84
324.0686 C18H12ClFN3+ 1 324.0698 -3.81
325.0715 C17[13]CH12ClFN3+ 1 325.0737 -6.97
326.067 C18H12[37]ClFN3+ 1 326.0674 -1.3
PK$NUM_PEAK: 122
PK$PEAK: m/z int. rel.int.
114.046 2548 8
117.0565 2252 7
121.0447 1788 6
122.0393 1472 5
125.0144 12908 45
127.0114 2872 10
127.0407 2172 7
128.048 2720 9
133.044 3832 13
134.0399 2100 7
136.0063 7280 25
138.0038 1960 6
140.0485 40092 141
141.0562 56388 198
142.0582 4772 16
149.0143 25088 88
150.0102 5688 20
151.0113 7556 26
152.007 2576 9
160.055 2116 7
162.0094 12216 43
163.0061 2472 8
163.0152 2844 10
164.0058 3896 13
166.0518 1832 6
167.0591 5788 20
168.0672 283808 999
169.0705 24976 87
174.0096 3664 12
176.0248 54368 191
177.0269 7072 24
178.0221 16544 58
180.0196 4304 15
183.0599 2464 8
187.0055 3300 11
187.0654 1532 5
193.0619 7556 26
194.0695 2444 8
201.0201 1852 6
201.0564 1964 6
202.0281 3756 13
203.0363 56076 197
204.0389 5776 20
205.033 14684 51
208.055 4160 14
209.0621 10020 35
210.0675 2028 7
214.063 2636 9
215.0712 1640 5
221.0627 10704 37
222.0701 6848 24
223.0675 1888 6
228.0313 2512 8
228.0673 1680 5
229.0746 1496 5
230.029 1548 5
234.0708 7256 25
235.0784 27824 97
236.0256 1556 5
236.0745 16768 59
237.0783 2396 8
241.0749 3288 11
242.083 23320 82
243.0898 9476 33
244.0942 1640 5
245.0388 2260 7
247.067 4556 16
248.0724 3560 12
249.0817 23096 81
250.0397 2708 9
250.085 4464 15
256.0314 9420 33
257.0283 7648 26
258.0313 4028 14
259.0247 2260 7
259.0404 1496 5
260.0738 5664 19
261.0817 31008 109
262.0889 39672 139
263.0386 1640 5
263.0935 6172 21
265.0515 2084 7
268.0859 4272 15
269.0395 3196 11
269.0936 6920 24
270.047 8160 28
270.0999 2008 7
271.0438 2888 10
272.0445 2792 9
274.0774 1876 6
276.0441 3616 12
277.0521 22584 79
277.1007 1540 5
278.054 4576 16
279.05 6392 22
283.0427 27664 97
284.0476 7164 25
285.0398 9416 33
286.0446 1748 6
287.0839 1484 5
288.0926 25536 89
289.0998 27604 97
290.103 4624 16
295.0427 9032 31
296.0503 32676 115
297.0576 35552 125
298.0515 11200 39
299.055 10100 35
300.055 1640 5
303.0544 2500 8
304.0627 16796 59
305.0674 3720 13
306.0599 4828 16
307.041 2212 7
308.0375 6284 22
309.0437 2460 8
310.0348 1772 6
322.0533 7340 25
323.0598 3356 11
324.0686 11144 39
325.0715 2172 7
326.067 3604 12
//
