ACCESSION: MSBNK-Athens_Univ-AU227704
RECORD_TITLE: alpha-Hydroxymidazolam; LC-ESI-QTOF; MS2; CE: 40 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 40 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$CHROMATOGRAPHY: RETENTION_TIME 8.565 min
AC$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 342.08
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$SPLASH: splash10-0v6s-0492000000-9a61c8db1e85ae93769c
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
121.0439 C8H6F+ 3 121.0448 -7.51
122.0389 C7H5FN+ 2 122.0401 -9.32
125.0144 C2H5ClFN3+ 5 125.0151 -5.13
127.0113 C2H5[37]ClFN3+ 1 127.0127 -10.67
133.0431 C6H10ClO+ 4 133.0415 12.42
134.0384 C8H5FN+ 2 134.0401 -12.31
136.0065 C6HFN2O+ 5 136.0067 -2.01
140.0484 C10H6N+ 3 140.0495 -7.4
141.056 C10H7N+ 3 141.0573 -9.52
142.0593 C9[13]CH7N+ 1 142.0612 -13.42
149.0141 C4H5ClFN3+ 5 149.0151 -6.64
150.0108 C8H5ClN+ 5 150.0105 2.05
151.0113 C4H5[37]ClFN3+ 1 151.0127 -8.89
160.0546 C10H7FN+ 2 160.0557 -7.04
162.0093 C9H5ClN+ 5 162.0105 -7.55
163.0146 C10HN3+ 4 163.0165 -11.53
164.0062 C9H5[37]ClN+ 1 164.0081 -11.84
167.0591 C11H7N2+ 4 167.0604 -7.65
168.0671 C11H8N2+ 5 168.0682 -6.78
169.0699 C10[13]CH8N2+ 1 169.0721 -13.06
174.0087 C11N3+ 5 174.0087 0.35
176.025 C10H7ClN+ 5 176.0262 -6.71
177.0279 C9[13]CH7ClN+ 1 177.0301 -12.13
178.0219 C10H7[37]ClN+ 1 178.0238 -10.57
179.0238 C11H3N2O+ 4 179.024 -1.3
180.0196 C10H2N3O+ 2 180.0192 1.9
187.0041 C13HNO+ 3 187.0053 -6.35
187.0657 C11H8FN2+ 3 187.0666 -4.94
191.0368 C13H5NO+ 3 191.0366 0.97
193.0617 C12H7N3+ 5 193.0634 -8.89
194.035 C11H4N3O+ 2 194.0349 0.62
194.069 C12H8N3+ 4 194.0713 -11.55
202.0283 C14H4NO+ 3 202.0287 -2.11
203.0362 C11H8ClN2+ 3 203.0371 -4.11
204.039 C10[13]CH8ClN2+ 1 204.041 -9.6
205.0331 C11H8[37]ClN2+ 1 205.0347 -7.73
206.035 C12H4N3O+ 3 206.0349 0.76
209.0624 C14H8FN+ 3 209.0635 -5.25
221.0625 C15H8FN+ 3 221.0635 -4.82
222.0687 C12H13ClNO+ 3 222.068 3.29
228.0317 C12H7ClN3+ 5 228.0323 -2.82
229.037 C11[13]CH7ClN3+ 1 229.0362 3.46
230.0288 C12H7[37]ClN3+ 1 230.0299 -4.63
234.0709 C16H9FN+ 3 234.0714 -1.82
235.078 C16H10FN+ 3 235.0792 -4.82
236.0772 C14H14ClF+ 3 236.0763 3.82
242.0826 C17H10N2+ 3 242.0838 -5.11
243.0895 C17H11N2+ 2 243.0917 -8.77
244.0317 C17H5FO+ 4 244.0319 -0.82
245.0388 C15H4FN3+ 4 245.0384 1.9
247.0667 C16H8FN2+ 3 247.0666 0.36
248.0734 C16H9FN2+ 3 248.0744 -3.95
249.0816 C16H10FN2+ 2 249.0823 -2.59
250.0848 C15[13]CH10FN2+ 1 250.0862 -5.36
256.0314 C15H8ClFN+ 4 256.0324 -3.87
257.0308 C14H7ClFN2+ 3 257.0276 12.41
258.0297 C15H8[37]ClFN+ 1 258.03 -1.23
258.0465 C16H5FN3+ 4 258.0462 1.31
259.0434 C14H9ClFN2+ 2 259.0433 0.39
260.0734 C17H9FN2+ 3 260.0744 -3.83
261.0816 C17H10FN2+ 2 261.0823 -2.48
262.0893 C17H11FN2+ 1 262.0901 -2.99
263.0364 C16H8ClN2+ 2 263.0371 -2.34
263.0932 C16[13]CH11FN2+ 1 263.094 -3.07
264.0435 C16H9ClN2+ 2 264.0449 -5.39
265.0521 C16H10ClN2+ 2 265.0527 -2.14
268.087 C18H10N3+ 2 268.0869 0.13
269.0395 C16H9ClFN+ 3 269.0402 -2.5
269.0939 C18H11N3+ 2 269.0947 -3.29
270.0473 C16H10ClFN+ 3 270.048 -2.81
270.1006 C17[13]CH11N3+ 1 270.0987 7.16
271.0478 C15[13]CH10ClFN+ 1 271.0519 -15.43
272.0443 C16H10[37]ClFN+ 1 272.0456 -5.03
275.0381 C14H9ClFN2O+ 2 275.0382 -0.39
276.0442 C17H9ClN2+ 2 276.0449 -2.28
277.0521 C17H10ClN2+ 2 277.0527 -2.04
277.1003 C17H12FN3+ 1 277.101 -2.33
278.0547 C16[13]CH10ClN2+ 1 278.0566 -6.85
279.0496 C17H10[37]ClN2+ 1 279.0503 -2.64
280.0515 C17H11ClNO+ 3 280.0524 -3.03
283.0425 C16H9ClFN2+ 1 283.0433 -2.81
284.0478 C15[13]CH9ClFN2+ 1 284.0472 2.29
285.0394 C16H9[37]ClFN2+ 1 285.0409 -5.07
286.0459 C16H10ClFNO+ 2 286.0429 10.33
288.0924 C18H11FN3+ 1 288.0932 -2.57
289.1003 C18H12FN3+ 1 289.101 -2.3
290.1039 C17[13]CH12FN3+ 1 290.1049 -3.49
291.1059 C16[13]C2H12FN3+ 1 291.1082 -7.86
295.0428 C17H9ClFN2+ 1 295.0433 -1.46
296.0506 C17H10ClFN2+ 1 296.0511 -1.7
297.0581 C17H11ClFN2+ 1 297.0589 -2.86
298.0537 C17H10[37]ClFN2+ 1 298.0487 16.77
299.0558 C17H11[37]ClFN2+ 1 299.0565 -2.58
300.0586 C17H12ClFNO+ 2 300.0586 0.01
303.0537 C18H10ClN3+ 2 303.0558 -6.74
304.0632 C18H11ClN3+ 2 304.0636 -1.36
305.0672 C17[13]CH11ClN3+ 1 305.0675 -0.87
306.0601 C18H11[37]ClN3+ 1 306.0612 -3.52
307.0422 C18H9ClFN2+ 1 307.0433 -3.62
307.0598 C18H12ClN2O+ 1 307.0633 -11.3
308.0379 C17H8ClFN3+ 1 308.0385 -2.17
309.0431 C17H9ClFN3+ 1 309.0464 -10.54
310.0408 C17H8[37]ClFN3+ 1 310.0361 15.13
312.0704 C17H12ClFN3+ 1 312.0698 1.93
322.0537 C18H10ClFN3+ 1 322.0542 -1.35
323.06 C18H11ClFN3+ 1 323.062 -6.08
324.0696 C18H12ClFN3+ 1 324.0698 -0.66
325.0726 C17[13]CH12ClFN3+ 1 325.0737 -3.44
326.0668 C18H12[37]ClFN3+ 1 326.0674 -1.94
327.0693 C18H13ClFN2O+ 1 327.0695 -0.57
342.0797 C18H14ClFN3O+ 1 342.0804 -2.12
344.0794 C18H14[37]ClFN3O+ 1 344.078 4.12
PK$NUM_PEAK: 112
PK$PEAK: m/z int. rel.int.
121.0439 1128 5
122.0389 1948 8
125.0144 3928 18
127.0113 1644 7
133.0431 1732 7
134.0384 1460 6
136.0065 2292 10
140.0484 14616 66
141.056 25104 115
142.0593 2784 12
149.0141 12144 55
150.0108 2060 9
151.0113 3292 15
160.0546 1992 9
162.0093 6512 29
163.0146 1768 8
164.0062 1932 8
167.0591 2232 10
168.0671 207016 948
169.0699 18924 86
174.0087 1224 5
176.025 106044 486
177.0279 12028 55
178.0219 25848 118
179.0238 1800 8
180.0196 2868 13
187.0041 1868 8
187.0657 1944 8
191.0368 1528 7
193.0617 5320 24
194.035 1456 6
194.069 1712 7
202.0283 2276 10
203.0362 217944 999
204.039 22576 103
205.0331 54676 250
206.035 4272 19
209.0624 5916 27
221.0625 2768 12
222.0687 2032 9
228.0317 6768 31
229.037 1400 6
230.0288 2344 10
234.0709 2216 10
235.078 16788 76
236.0772 4728 21
242.0826 7892 36
243.0895 3988 18
244.0317 2808 12
245.0388 1984 9
247.0667 1144 5
248.0734 1728 7
249.0816 15468 70
250.0848 3120 14
256.0314 5284 24
257.0308 2636 12
258.0297 2196 10
258.0465 1248 5
259.0434 1136 5
260.0734 1684 7
261.0816 13308 61
262.0893 36100 165
263.0364 1128 5
263.0932 6344 29
264.0435 1168 5
265.0521 2408 11
268.087 1544 7
269.0395 1824 8
269.0939 5352 24
270.0473 15072 69
270.1006 1620 7
271.0478 3920 17
272.0443 5508 25
275.0381 1396 6
276.0442 1260 5
277.0521 19132 87
277.1003 2272 10
278.0547 3320 15
279.0496 5404 24
280.0515 1148 5
283.0425 26468 121
284.0478 7340 33
285.0394 7704 35
286.0459 2260 10
288.0924 23072 105
289.1003 69780 319
290.1039 11200 51
291.1059 1132 5
295.0428 2928 13
296.0506 52496 240
297.0581 86684 397
298.0537 18204 83
299.0558 24932 114
300.0586 2772 12
303.0537 1544 7
304.0632 29516 135
305.0672 5848 26
306.0601 7616 34
307.0422 1860 8
307.0598 1128 5
308.0379 4192 19
309.0431 2736 12
310.0408 1276 5
312.0704 1584 7
322.0537 5816 26
323.06 4952 22
324.0696 142116 651
325.0726 25336 116
326.0668 36636 167
327.0693 4852 22
342.0797 3160 14
344.0794 1196 5
//
