ACCESSION: MSBNK-Eawag-EQ01156307
RECORD_TITLE: ortho-Hydroxyatorvastatin; 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 11563
CH$NAME: ortho-Hydroxyatorvastatin
CH$NAME: Orthohydroxyatorvastatin
CH$NAME: (3R,5R)-7-[2-(4-fluorophenyl)-4-[(2-hydroxyphenyl)carbamoyl]-3-phenyl-5-propan-2-ylpyrrol-1-yl]-3,5-dihydroxyheptanoic acid
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C33H35FN2O6
CH$EXACT_MASS: 574.2479151
CH$SMILES: CC(C1=C(C(NC2=CC=CC=C2O)=O)C(C3=CC=CC=C3)=C(C4=CC=C(F)C=C4)N1CC[C@@H](O)C[C@@H](O)CC(O)=O)C
CH$IUPAC: InChI=1S/C33H35FN2O6/c1-20(2)31-30(33(42)35-26-10-6-7-11-27(26)39)29(21-8-4-3-5-9-21)32(22-12-14-23(34)15-13-22)36(31)17-16-24(37)18-25(38)19-28(40)41/h3-15,20,24-25,37-39H,16-19H2,1-2H3,(H,35,42)(H,40,41)/t24-,25-/m1/s1
CH$LINK: PUBCHEM
CID:9808225
CH$LINK: INCHIKEY
CZBPKFICAYVHHM-JWQCQUIFSA-N
CH$LINK: CHEMSPIDER
7983984
AC$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 60-608
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 9.950 min
MS$FOCUSED_ION: BASE_PEAK 575.2551
MS$FOCUSED_ION: PRECURSOR_M/Z 575.2552
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$SPLASH: splash10-001i-4690000000-ca7dc1c6d49f7c0071f3
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
65.0387 C5H5+ 1 65.0386 2.48
69.0335 C4H5O+ 1 69.0335 0.07
71.0493 C4H7O+ 1 71.0491 2.55
75.0231 C6H3+ 1 75.0229 2.09
77.0385 C6H5+ 1 77.0386 -0.82
79.0543 C6H7+ 1 79.0542 1.33
80.0495 C5H6N+ 1 80.0495 -0.31
83.0293 C5H4F+ 1 83.0292 1.97
83.0493 C5H7O+ 1 83.0491 1.54
89.0389 C7H5+ 1 89.0386 3.48
90.0338 C6H4N+ 1 90.0338 0.12
90.0464 C7H6+ 1 90.0464 0.09
91.0543 C7H7+ 1 91.0542 1.04
95.0493 C6H7O+ 1 95.0491 1.88
101.0387 C8H5+ 1 101.0386 0.96
103.0545 C8H7+ 1 103.0542 2.39
104.0497 C7H6N+ 1 104.0495 2.56
105.0448 C6H5N2+ 1 105.0447 0.62
108.0366 C7H5F+ 1 108.037 -3.09
108.0448 C6H6NO+ 1 108.0444 3.81
109.0449 C7H6F+ 1 109.0448 0.6
115.0543 C9H7+ 1 115.0542 0.53
117.0576 C8H7N+ 1 117.0573 2.47
121.0451 C8H6F+ 1 121.0448 2.38
122.0401 C7H5FN+ 1 122.0401 0.28
123.0354 C6H4FN2+ 1 123.0353 1.13
125.0384 C10H5+ 1 125.0386 -1.76
126.0469 C10H6+ 1 126.0464 3.72
127.0542 C10H7+ 1 127.0542 0.11
128.05 C9H6N+ 1 128.0495 3.73
128.0623 C10H8+ 1 128.0621 1.8
129.0448 C8H5N2+ 1 129.0447 0.55
133.0448 C9H6F+ 1 133.0448 0.16
135.0482 C8H6FN+ 1 135.0479 2.25
139.0548 C11H7+ 2 139.0542 4.04
141.07 C11H9+ 1 141.0699 0.77
145.0653 C10H9O+ 2 145.0648 3.6
146.0394 C9H5FN+ 1 146.0401 -4.35
151.0546 C12H7+ 1 151.0542 2.15
152.0492 C11H6N+ 1 152.0495 -2.04
152.0623 C12H8+ 1 152.0621 1.95
153.0572 C11H7N+ 1 153.0573 -0.82
153.0706 C12H9+ 2 153.0699 4.45
154.0647 C11H8N+ 1 154.0651 -2.48
155.0605 C10H7N2+ 1 155.0604 0.52
165.0703 C13H9+ 2 165.0699 2.36
166.0649 C12H8N+ 1 166.0651 -1.21
167.0731 C12H9N+ 1 167.073 1.1
172.0555 C11H7FN+ 1 172.0557 -0.96
173.0506 C10H6FN2+ 1 173.051 -2.07
180.0807 C13H10N+ 1 180.0808 -0.28
183.0608 C13H8F+ 2 183.0605 1.95
196.0687 C5H12N2O6+ 2 196.069 -1.34
200.0628 C16H8+ 2 200.0621 3.97
201.0702 C16H9+ 2 201.0699 1.45
202.0778 C16H10+ 1 202.0777 0.62
203.0858 C16H11+ 2 203.0855 1.15
207.0605 C6H11N2O6+ 2 207.0612 -3.41
208.0691 C6H12N2O6+ 2 208.069 0.57
209.0765 C15H10F+ 2 209.0761 1.91
213.0709 C14H10FO+ 2 213.071 -0.5
216.0807 C16H10N+ 1 216.0808 -0.26
217.0878 C16H11N+ 2 217.0886 -3.84
220.0684 C16H9F+ 2 220.0683 0.41
222.0696 C12H11FO3+ 1 222.0687 4.33
227.0739 C14H10FNO+ 2 227.0741 -1.03
228.0798 C17H10N+ 2 228.0808 -4.3
230.0966 C17H12N+ 2 230.0964 0.66
232.0688 C8H12N2O6+ 2 232.069 -0.98
233.0763 C17H10F+ 2 233.0761 1.03
234.0719 C16H9FN+ 1 234.0714 2.29
235.0791 C16H10FN+ 1 235.0792 -0.31
236.0869 C16H11FN+ 1 236.087 -0.42
241.0892 C15H12FNO+ 2 241.0897 -2.41
248.087 C17H11FN+ 1 248.087 -0.15
249.0949 C17H12FN+ 1 249.0948 0.17
250.1032 C17H13FN+ 1 250.1027 2.07
257.077 C10H13N2O6+ 2 257.0768 0.57
259.0794 C18H10FN+ 1 259.0792 0.86
260.0868 C18H11FN+ 1 260.087 -0.71
261.0949 C18H12FN+ 1 261.0948 0.18
262.1029 C18H13FN+ 1 262.1027 1.07
272.0873 C19H11FN+ 1 272.087 1.14
274.103 C19H13FN+ 1 274.1027 1.27
276.1193 C19H15FN+ 1 276.1183 3.5
PK$NUM_PEAK: 85
PK$PEAK: m/z int. rel.int.
65.0387 241925.5 45
69.0335 136081.4 25
71.0493 143729.4 26
75.0231 123740.9 23
77.0385 989196.9 185
79.0543 226533.1 42
80.0495 5325114.5 999
83.0293 179099 33
83.0493 153307.9 28
89.0389 168744.6 31
90.0338 99901.5 18
90.0464 123339.1 23
91.0543 492068.8 92
95.0493 328277.8 61
101.0387 188571 35
103.0545 325793.4 61
104.0497 311528.5 58
105.0448 197636.6 37
108.0366 140880 26
108.0448 210166 39
109.0449 575777.2 108
115.0543 1423976.5 267
117.0576 283084.4 53
121.0451 136473.2 25
122.0401 491508.3 92
123.0354 158165.7 29
125.0384 372536.8 69
126.0469 125942.8 23
127.0542 1458169 273
128.05 301368.2 56
128.0623 903344.9 169
129.0448 187780 35
133.0448 1110137.5 208
135.0482 179933.5 33
139.0548 93745.5 17
141.07 233967.2 43
145.0653 292011.8 54
146.0394 175164.3 32
151.0546 171931.6 32
152.0492 116986.6 21
152.0623 460838.9 86
153.0572 162099.7 30
153.0706 177938.1 33
154.0647 527303.9 98
155.0605 900321.5 168
165.0703 194797.8 36
166.0649 149090.9 27
167.0731 268126.8 50
172.0555 426899.9 80
173.0506 447759.6 84
180.0807 108156.1 20
183.0608 803112.7 150
196.0687 381376.7 71
200.0628 209228.4 39
201.0702 297280.1 55
202.0778 1671969.2 313
203.0858 204458.2 38
207.0605 1003882.7 188
208.0691 172760.5 32
209.0765 527271.6 98
213.0709 284437.1 53
216.0807 129490.6 24
217.0878 109172.4 20
220.0684 2166306.5 406
222.0696 475953.4 89
227.0739 216018.9 40
228.0798 403547.5 75
230.0966 153361.1 28
232.0688 95495.3 17
233.0763 1618320.9 303
234.0719 1351981.5 253
235.0791 1894738.4 355
236.0869 163667 30
241.0892 163189.4 30
248.087 2622394.8 491
249.0949 175743.6 32
250.1032 162576 30
257.077 178934 33
259.0794 562051.1 105
260.0868 559902.7 105
261.0949 839277.1 157
262.1029 318476.9 59
272.0873 313737.7 58
274.103 283939.2 53
276.1193 184868.3 34
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