ACCESSION: MSBNK-Eawag-EQ01155407
RECORD_TITLE: Telmisartan O-acyl-glucuronide; LC-ESI-QFT; MS2; CE: 120%; R=17500; [M+H]+
DATE: 2024.05.08
AUTHORS: C. Meyer [dtc], B. Beck [dtc,com], J. Hollender [dtc]
LICENSE: CC BY-SA
COPYRIGHT: Copyright (C) Eawag 2023
PUBLICATION: Meyer, C., Stravs, M., Hollender, J.. How Wastewater Reflects Human Metabolism - Suspect Screening of Pharmaceutical Metabolites in Wastewater Influent. doi:10.1021/acs.est.4c00968
COMMENT: CONFIDENCE standard compound
COMMENT: UCHEM_ID 11554
CH$NAME: Telmisartan O-acyl-glucuronide
CH$NAME: 3,4,5-trihydroxy-6-[2-[4-[[4-methyl-6-(1-methylbenzimidazol-2-yl)-2-propylbenzimidazol-1-yl]methyl]phenyl]benzoyl]oxyoxane-2-carboxylic acid
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C39H38N4O8
CH$EXACT_MASS: 690.2689642
CH$SMILES: CCCC1=NC2=C(N1CC3=CC=C(C=C3)C4=CC=CC=C4C(=O)OC5C(C(C(C(O5)C(=O)O)O)O)O)C=C(C=C2C)C6=NC7=CC=CC=C7N6C
CH$IUPAC: InChI=1S/C39H38N4O8/c1-4-9-30-41-31-21(2)18-24(36-40-27-12-7-8-13-28(27)42(36)3)19-29(31)43(30)20-22-14-16-23(17-15-22)25-10-5-6-11-26(25)38(49)51-39-34(46)32(44)33(45)35(50-39)37(47)48/h5-8,10-19,32-35,39,44-46H,4,9,20H2,1-3H3,(H,47,48)
CH$LINK: PUBCHEM
CID:71772380
CH$LINK: INCHIKEY
RCOBUBSULFIXAR-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER
22378897
AC$INSTRUMENT: Exploris 240 Orbitrap Thermo Scientific
AC$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$MASS_SPECTROMETRY: COLLISION_ENERGY 120 % (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 17500
AC$MASS_SPECTROMETRY: MASS_RANGE_M/Z 72-726
AC$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$CHROMATOGRAPHY: RETENTION_TIME 6.944 min
MS$FOCUSED_ION: BASE_PEAK 346.1415
MS$FOCUSED_ION: PRECURSOR_M/Z 691.2762
MS$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$DATA_PROCESSING: WHOLE RMassBank 3.15.1
PK$SPLASH: splash10-03xr-1590000000-b29deb332d1802f61899
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
77.0386 C6H5+ 1 77.0386 0.07
78.0465 C6H6+ 1 78.0464 0.81
79.0542 C6H7+ 1 79.0542 -0.31
89.0387 C7H5+ 1 89.0386 1.26
90.0466 C7H6+ 1 90.0464 2.12
91.0542 C7H7+ 1 91.0542 -0.22
92.0495 C6H6N+ 1 92.0495 -0.17
95.0493 C6H7O+ 1 95.0491 1.64
103.0421 C7H5N+ 1 103.0417 4.49
103.0541 C8H7+ 1 103.0542 -1.68
104.0494 C7H6N+ 1 104.0495 -0.96
105.0448 C6H5N2+ 1 105.0447 0.62
106.0651 C7H8N+ 1 106.0651 -0.04
115.0541 C9H7+ 1 115.0542 -0.93
116.0494 C8H6N+ 1 116.0495 -0.42
117.0572 C8H7N+ 1 117.0573 -1.11
119.0606 C7H7N2+ 1 119.0604 1.8
127.0543 C10H7+ 1 127.0542 0.41
128.062 C10H8+ 1 128.0621 -0.23
129.0699 C10H9+ 1 129.0699 -0.09
130.0651 C9H8N+ 1 130.0651 -0.28
131.0603 C8H7N2+ 1 131.0604 -0.47
132.0684 C8H8N2+ 1 132.0682 1.29
133.0284 C8H5O2+ 1 133.0284 -0.1
133.0759 C8H9N2+ 1 133.076 -0.65
139.0539 C11H7+ 1 139.0542 -2.55
141.07 C11H9+ 1 141.0699 0.77
142.0527 C9H6N2+ 1 142.0525 1.35
143.0606 C9H7N2+ 1 143.0604 1.25
144.0685 C9H8N2+ 1 144.0682 2.42
145.0764 C9H9N2+ 1 145.076 2.63
152.062 C12H8+ 1 152.0621 -0.25
153.07 C12H9+ 1 153.0699 0.86
155.0608 C10H7N2+ 1 155.0604 2.88
155.0859 C12H11+ 1 155.0855 2.45
156.0682 C10H8N2+ 1 156.0682 -0.25
157.0762 C10H9N2+ 1 157.076 1.42
158.0844 C10H10N2+ 1 158.0838 3.46
163.0541 C13H7+ 1 163.0542 -1.01
164.0621 C13H8+ 1 164.0621 0.59
165.0699 C13H9+ 1 165.0699 0.14
192.0682 C13H8N2+ 1 192.0682 -0.19
193.0782 CH13N4O7+ 1 193.0779 1.53
206.0845 C14H10N2+ 1 206.0838 3.33
207.0928 C2H15N4O7+ 1 207.0935 -3.41
219.0767 C11H11N2O3+ 1 219.0764 1.51
220.0866 C14H10N3+ 1 220.0869 -1.59
230.072 C15H8N3+ 2 230.0713 3.01
231.0789 C15H9N3+ 1 231.0791 -0.69
232.0869 C15H10N3+ 1 232.0869 -0.02
233.095 C15H11N3+ 2 233.0947 1.17
234.1026 C15H12N3+ 1 234.1026 0.13
244.0866 C16H10N3+ 1 244.0869 -1.21
245.0815 C14H13O4+ 2 245.0808 2.6
246.0892 C14H14O4+ 2 246.0887 2.1
247.0971 C15H11N4+ 2 247.0978 -2.81
259.098 C16H11N4+ 2 259.0978 0.64
260.1056 C16H12N4+ 2 260.1056 -0.35
261.1136 C16H13N4+ 2 261.1135 0.54
262.1208 C16H14N4+ 2 262.1213 -1.84
271.0992 C19H13NO+ 1 271.0992 0.08
272.1056 C17H12N4+ 2 272.1056 -0.19
273.1134 C17H13N4+ 2 273.1135 -0.12
274.1215 C17H14N4+ 2 274.1213 0.61
275.1292 C17H15N4+ 2 275.1291 0.24
276.1366 C17H16N4+ 2 276.1369 -1.24
285.1153 C20H15NO+ 2 285.1148 1.74
287.129 C18H15N4+ 2 287.1291 -0.59
288.1364 C18H16N4+ 2 288.1369 -2
289.1447 C18H17N4+ 3 289.1448 -0.14
PK$NUM_PEAK: 70
PK$PEAK: m/z int. rel.int.
77.0386 872965.1 306
78.0465 142298 49
79.0542 648283.8 227
89.0387 109765.6 38
90.0466 64081.1 22
91.0542 102760.2 36
92.0495 1391274.9 488
95.0493 299796.4 105
103.0421 109178.9 38
103.0541 77321.1 27
104.0494 259778.2 91
105.0448 210832.3 74
106.0651 598903.2 210
115.0541 507895.7 178
116.0494 313328.4 110
117.0572 107359.1 37
119.0606 105304 36
127.0543 118045.6 41
128.062 246499.2 86
129.0699 109418.7 38
130.0651 90855.7 31
131.0603 397168.9 139
132.0684 97144.2 34
133.0284 38717.8 13
133.0759 226393.3 79
139.0539 212998.7 74
141.07 90447.5 31
142.0527 89996.3 31
143.0606 577543.5 202
144.0685 148305.7 52
145.0764 170329.9 59
152.062 810512.4 284
153.07 337375.8 118
155.0608 171990.6 60
155.0859 85449.2 30
156.0682 127730.2 44
157.0762 297901.7 104
158.0844 60362.4 21
163.0541 79574.9 27
164.0621 366551.5 128
165.0699 2314781.2 812
192.0682 226889.8 79
193.0782 530758.8 186
206.0845 685077.2 240
207.0928 471999.8 165
219.0767 324855.5 114
220.0866 908848.5 319
230.072 93695.7 32
231.0789 418022.9 146
232.0869 604493.1 212
233.095 515268 180
234.1026 881318.9 309
244.0866 165215.3 58
245.0815 332618.5 116
246.0892 604314.4 212
247.0971 170597.4 59
259.098 1448518 508
260.1056 1784012.5 626
261.1136 2844920.8 999
262.1208 191294.3 67
271.0992 144240.2 50
272.1056 292391.4 102
273.1134 1337239.6 469
274.1215 546202.8 191
275.1292 1164669.6 408
276.1366 238986.4 83
285.1153 72881.7 25
287.129 527826.5 185
288.1364 80534.8 28
289.1447 188090.7 66
//
