ACCESSION: MSBNK-Eawag-EQ329355
RECORD_TITLE: Doxazosin; LC-ESI-QFT; MS2; CE: 75; R=35000; [M-H]-
DATE: 2015.08.25
AUTHORS: Otto J, 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 3293
CH$NAME: Doxazosin
CH$NAME: [4-(4-amino-6,7-dimethoxyquinazolin-2-yl)piperazin-1-yl]-(2,3-dihydro-1,4-benzodioxin-3-yl)methanone
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C23H25N5O5
CH$EXACT_MASS: 451.18557
CH$SMILES: COC1=C(C=C2C(=C1)C(=NC(=N2)N3CCN(CC3)C(=O)C4COC5=CC=CC=C5O4)N)OC
CH$IUPAC: InChI=1S/C23H25N5O5/c1-30-18-11-14-15(12-19(18)31-2)25-23(26-21(14)24)28-9-7-27(8-10-28)22(29)20-13-32-16-5-3-4-6-17(16)33-20/h3-6,11-12,20H,7-10,13H2,1-2H3,(H2,24,25,26)
CH$LINK: CAS
74191-85-8
CH$LINK: KEGG
D07874
CH$LINK: PUBCHEM
CID:3157
CH$LINK: INCHIKEY
RUZYUOTYCVRMRZ-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER
3045
CH$LINK: COMPTOX
DTXSID7022964
AC$INSTRUMENT: Q Exactive Orbitrap Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-QFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE NEGATIVE
AC$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$CHROMATOGRAPHY: RETENTION_TIME 7.2 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 496.1842
MS$FOCUSED_ION: PRECURSOR_M/Z 450.1783
MS$FOCUSED_ION: PRECURSOR_TYPE [M-H]-
MS$DATA_PROCESSING: DEPROFILE vendor picking in Proteowizard
MS$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$SPLASH: splash10-0a4i-1920000000-86655cc3bb892d757068
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
59.0138 C2H3O2- 1 59.0139 -0.05
65.0145 C3HN2- 1 65.0145 -0.79
65.0397 C5H5- 1 65.0397 0.1
65.9986 C3NO- 1 65.9985 0.5
66.0097 C2N3- 1 66.0098 -0.31
67.0302 C3H3N2- 1 67.0302 -0.17
70.0299 C3H4NO- 1 70.0298 0.89
77.0146 C4HN2- 1 77.0145 0.76
81.0346 C5H5O- 1 81.0346 0.39
81.0459 C4H5N2- 1 81.0458 0.35
84.0567 C3H6N3- 1 84.0567 -0.37
90.0349 C6H4N- 1 90.0349 0.08
91.0189 C6H3O- 1 91.0189 -0.42
91.0301 C5H3N2- 1 91.0302 -0.79
92.0506 C6H6N- 1 92.0506 0.08
93.0346 C6H5O- 1 93.0346 -0.09
106.0285 C4H2N4- 1 106.0285 -0.04
107.025 C5H3N2O- 1 107.0251 -0.43
107.0378 C6H5NO- 1 107.0377 1.19
108.0218 C6H4O2- 1 108.0217 0.85
108.0456 C6H6NO- 1 108.0455 0.76
109.0295 C6H5O2- 1 109.0295 0.16
110.0724 C5H8N3- 1 110.0724 0.45
117.046 C7H5N2- 1 117.0458 1.44
118.03 C7H4NO- 1 118.0298 1.04
119.0251 C6H3N2O- 1 119.0251 -0.14
120.0329 C6H4N2O- 1 120.0329 0.16
120.0455 C7H6NO- 1 120.0455 0.27
121.0295 C7H5O2- 1 121.0295 -0.19
121.0407 C6H5N2O- 1 121.0407 -0.63
122.0361 C5H4N3O- 1 122.036 1.19
130.0171 C7H2N2O- 1 130.0173 -1.47
132.0327 C7H4N2O- 1 132.0329 -1.83
132.0455 C8H6NO- 1 132.0455 0.1
133.0292 C8H5O2- 1 133.0295 -2.35
133.0408 C7H5N2O- 1 133.0407 0.7
134.0248 C7H4NO2- 1 134.0248 0.66
134.0359 C6H4N3O- 1 134.036 -0.41
134.0611 C8H8NO- 1 134.0611 -0.13
135.0452 C8H7O2- 1 135.0452 0.2
142.0412 C8H4N3- 1 142.0411 0.98
144.0203 C7H2N3O- 1 144.0203 -0.38
145.0282 C7H3N3O- 1 145.0282 0.14
145.0406 C8H5N2O- 1 145.0407 -1.01
146.0247 C8H4NO2- 1 146.0248 -0.63
146.0359 C7H4N3O- 1 146.036 -0.72
147.02 C7H3N2O2- 1 147.02 -0.01
148.0277 C7H4N2O2- 1 148.0278 -0.51
148.0405 C8H6NO2- 1 148.0404 0.53
149.0357 C7H5N2O2- 1 149.0357 0.53
157.0518 C8H5N4- 1 157.052 -0.95
158.0123 C8H2N2O2- 1 158.0122 0.72
158.0358 C8H4N3O- 1 158.036 -1.24
159.0436 C8H5N3O- 1 159.0438 -1.07
159.0565 C9H7N2O- 1 159.0564 0.59
159.0672 C8H7N4- 1 159.0676 -2.45
160.0401 C9H6NO2- 1 160.0404 -1.64
160.0516 C8H6N3O- 1 160.0516 -0.47
161.0354 C8H5N2O2- 1 161.0357 -1.62
161.0468 C7H5N4O- 1 161.0469 -0.46
162.0436 C8H6N2O2- 1 162.0435 0.58
170.0357 C9H4N3O- 1 170.036 -1.5
171.0438 C9H5N3O- 1 171.0438 0.06
171.0676 C9H7N4- 1 171.0676 -0.12
172.0152 C8H2N3O2- 1 172.0152 -0.12
172.0516 C9H6N3O- 1 172.0516 -0.15
173.0225 C8H3N3O2- 1 173.0231 -3.09
173.0357 C9H5N2O2- 1 173.0357 0.34
173.0467 C8H5N4O- 1 173.0469 -0.83
173.0593 C9H7N3O- 1 173.0595 -1.1
174.0305 C8H4N3O2- 1 174.0309 -2.18
174.0547 C8H6N4O- 1 174.0547 -0.28
174.067 C9H8N3O- 1 174.0673 -1.58
175.0623 C8H7N4O- 1 175.0625 -1.57
184.0517 C10H6N3O- 1 184.0516 0.19
185.0469 C9H5N4O- 1 185.0469 0.3
185.0596 C10H7N3O- 1 185.0595 0.97
185.0832 C10H9N4- 1 185.0833 -0.38
186.0547 C9H6N4O- 1 186.0547 0.16
186.0668 C10H8N3O- 1 186.0673 -2.88
187.0392 C9H5N3O2- 2 187.0387 2.65
187.0625 C9H7N4O- 1 187.0625 0.03
188.034 C8H4N4O2- 1 188.034 -0.02
188.0464 C9H6N3O2- 1 188.0466 -0.9
188.0705 C9H8N4O- 1 188.0704 0.53
189.042 C8H5N4O2- 1 189.0418 0.9
199.0386 C10H5N3O2- 1 199.0387 -0.48
199.0626 C10H7N4O- 1 199.0625 0.48
200.0344 C9H4N4O2- 2 200.034 2.28
200.0701 C10H8N4O- 1 200.0704 -1.1
201.0415 C9H5N4O2- 1 201.0418 -1.29
201.0545 C10H7N3O2- 1 201.0544 0.47
201.0783 C10H9N4O- 1 201.0782 0.62
202.0496 C9H6N4O2- 1 202.0496 -0.12
202.0621 C10H8N3O2- 1 202.0622 -0.35
203.0574 C9H7N4O2- 1 203.0574 -0.49
204.0654 C9H8N4O2- 1 204.0653 0.52
211.0629 C11H7N4O- 2 211.0625 1.83
213.0419 C10H5N4O2- 1 213.0418 0.38
213.0544 C11H7N3O2- 1 213.0544 0.3
213.0783 C11H9N4O- 1 213.0782 0.4
214.0497 C10H6N4O2- 1 214.0496 0.45
215.0575 C10H7N4O2- 1 215.0574 0.05
216.0651 C10H8N4O2- 1 216.0653 -0.85
216.0771 C11H10N3O2- 1 216.0779 -3.29
217.0729 C10H9N4O2- 1 217.0731 -0.69
227.0573 C11H7N4O2- 1 227.0574 -0.61
227.0944 C12H11N4O- 2 227.0938 2.53
228.0651 C11H8N4O2- 1 228.0653 -0.81
228.0894 C11H10N5O- 2 228.0891 1.43
229.073 C11H9N4O2- 1 229.0731 -0.21
229.0966 C11H11N5O- 2 229.0969 -1.43
230.0814 C11H10N4O2- 2 230.0809 2.07
230.1047 C11H12N5O- 1 230.1047 -0.15
233.0681 C10H9N4O3- 1 233.068 0.33
241.073 C12H9N4O2- 1 241.0731 -0.49
242.0806 C12H10N4O2- 1 242.0809 -1.26
247.0839 C11H11N4O3- 2 247.0837 0.79
256.0844 C12H10N5O2- 2 256.084 1.61
257.0917 C12H11N5O2- 1 257.0918 -0.36
258.0995 C12H12N5O2- 1 258.0996 -0.42
276.1093 C12H14N5O3- 1 276.1102 -3.45
PK$NUM_PEAK: 122
PK$PEAK: m/z int. rel.int.
59.0138 3164.1 1
65.0145 2808.1 1
65.0397 4039.7 1
65.9986 14981.5 5
66.0097 3617.7 1
67.0302 391351.9 153
70.0299 16662.5 6
77.0146 3161.6 1
81.0346 26013.1 10
81.0459 107426.9 42
84.0567 3240.5 1
90.0349 21875.3 8
91.0189 22445 8
91.0301 4115.9 1
92.0506 154028.9 60
93.0346 54242.8 21
106.0285 18807.9 7
107.025 2736.3 1
107.0378 46804 18
108.0218 197961.5 77
108.0456 584773.4 229
109.0295 2541624.8 999
110.0724 8468.3 3
117.046 3150.7 1
118.03 203783.8 80
119.0251 193795.6 76
120.0329 10001.8 3
120.0455 64817.1 25
121.0295 14497.6 5
121.0407 3011.7 1
122.0361 2566.3 1
130.0171 11119.2 4
132.0327 2580.4 1
132.0455 23457.1 9
133.0292 2839.7 1
133.0408 22156.2 8
134.0248 114206 44
134.0359 7588.5 2
134.0611 50980.3 20
135.0452 180663.7 71
142.0412 3455.6 1
144.0203 168306.3 66
145.0282 89567.9 35
145.0406 42433.6 16
146.0247 4586 1
146.0359 23383.5 9
147.02 197422.9 77
148.0277 22984.7 9
148.0405 4597.8 1
149.0357 2785.3 1
157.0518 4164.3 1
158.0123 17967.6 7
158.0358 3387.6 1
159.0436 3855.1 1
159.0565 8899.7 3
159.0672 4145.8 1
160.0401 3887.3 1
160.0516 37463.3 14
161.0354 7481.1 2
161.0468 14557.8 5
162.0436 13475.4 5
170.0357 8972.3 3
171.0438 8068.3 3
171.0676 12365.5 4
172.0152 148182.9 58
172.0516 234550.4 92
173.0225 9297.4 3
173.0357 17915.1 7
173.0467 3988.8 1
173.0593 32414.9 12
174.0305 3436.2 1
174.0547 36099.5 14
174.067 24959.3 9
175.0623 3563.2 1
184.0517 2885.6 1
185.0469 31866.7 12
185.0596 7148 2
185.0832 9477.3 3
186.0547 249003.5 97
186.0668 28587.6 11
187.0392 23512.3 9
187.0625 286915.6 112
188.034 11252.7 4
188.0464 26632.3 10
188.0705 49128.3 19
189.042 79590.3 31
199.0386 3076.7 1
199.0626 34464.7 13
200.0344 3015.2 1
200.0701 11977.6 4
201.0415 4750.1 1
201.0545 33494.4 13
201.0783 72031.5 28
202.0496 38464.7 15
202.0621 11593.7 4
203.0574 4279.8 1
204.0654 9533.9 3
211.0629 2655.8 1
213.0419 72259.8 28
213.0544 14644.1 5
213.0783 75196.6 29
214.0497 432833.3 170
215.0575 489193.3 192
216.0651 25560.1 10
216.0771 3897.2 1
217.0729 10377.1 4
227.0573 7191.1 2
227.0944 3920.6 1
228.0651 22666.1 8
228.0894 2890.6 1
229.073 90309.8 35
229.0966 35982.5 14
230.0814 16576.2 6
230.1047 95747.5 37
233.0681 24154.7 9
241.073 43156.1 16
242.0806 7010.9 2
247.0839 3211.9 1
256.0844 2643.3 1
257.0917 11126.5 4
258.0995 88493.4 34
276.1093 4109.4 1
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