ACCESSION: MSBNK-Eawag-EQ01156308
RECORD_TITLE: ortho-Hydroxyatorvastatin; LC-ESI-QFT; MS2; CE: 150%; 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 150 % (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$SPLASH: splash10-003r-5970000000-f5a5a3c01ad36c873260
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
63.0229 C5H3+ 1 63.0229 -0.74
65.0385 C5H5+ 1 65.0386 -0.69
75.0229 C6H3+ 1 75.0229 0.16
77.0386 C6H5+ 1 77.0386 -0.13
80.0495 C5H6N+ 1 80.0495 -0.12
83.0294 C5H4F+ 1 83.0292 3.16
89.0385 C7H5+ 1 89.0386 -0.71
90.034 C6H4N+ 1 90.0338 2.41
90.0465 C7H6+ 1 90.0464 1.02
91.0544 C7H7+ 1 91.0542 1.54
95.029 C6H4F+ 1 95.0292 -1.2
95.0491 C6H7O+ 1 95.0491 -0.29
99.023 C8H3+ 1 99.0229 0.78
101.0387 C8H5+ 1 101.0386 0.88
102.0464 C8H6+ 1 102.0464 0.15
103.0543 C8H7+ 1 103.0542 1.06
104.0496 C7H6N+ 1 104.0495 1.38
105.0445 C6H5N2+ 1 105.0447 -1.92
107.0292 C7H4F+ 1 107.0292 0.72
108.0373 C7H5F+ 1 108.037 3.13
109.0449 C7H6F+ 1 109.0448 1.23
113.0393 C6H6FO+ 1 113.0397 -3.28
115.0543 C9H7+ 1 115.0542 0.33
117.0572 C8H7N+ 1 117.0573 -0.78
122.0402 C7H5FN+ 1 122.0401 1.16
123.0351 C6H4FN2+ 1 123.0353 -1.53
125.0386 C10H5+ 1 125.0386 0.31
126.0463 C10H6+ 1 126.0464 -0.52
127.0543 C10H7+ 1 127.0542 0.89
128.0497 C9H6N+ 1 128.0495 2.06
128.0623 C10H8+ 1 128.0621 1.8
129.0452 C8H5N2+ 2 129.0447 3.86
133.0447 C9H6F+ 1 133.0448 -0.99
139.0545 C11H7+ 1 139.0542 2.17
140.0497 C10H6N+ 1 140.0495 1.32
141.0701 C11H9+ 1 141.0699 1.42
145.0655 C10H9O+ 2 145.0648 4.54
146.0522 C10H7F+ 1 146.0526 -2.81
151.0544 C12H7+ 1 151.0542 1.04
152.0491 C11H6N+ 1 152.0495 -2.24
152.0623 C12H8+ 1 152.0621 1.45
153.0575 C11H7N+ 1 153.0573 1.28
154.0653 C11H8N+ 1 154.0651 0.99
155.0602 C10H7N2+ 1 155.0604 -1.05
157.0444 C11H6F+ 1 157.0448 -2.46
163.0547 C13H7+ 2 163.0542 2.92
165.0705 C13H9+ 2 165.0699 3.74
167.0729 C12H9N+ 1 167.073 -0.09
170.0529 C12H7F+ 2 170.0526 1.59
173.0517 C10H6FN2+ 1 173.051 4.19
176.0622 C14H8+ 1 176.0621 0.78
181.0449 C13H6F+ 2 181.0448 0.43
183.0604 C13H8F+ 2 183.0605 -0.47
187.0544 C15H7+ 2 187.0542 1.18
189.0697 C15H9+ 1 189.0699 -0.91
194.0528 C14H7F+ 2 194.0526 1.09
196.0692 C5H12N2O6+ 2 196.069 0.99
200.0615 C16H8+ 1 200.0621 -2.52
201.0704 C16H9+ 2 201.0699 2.66
202.0784 C16H10+ 2 202.0777 3.41
206.0521 C15H7F+ 1 206.0526 -2.59
207.0607 C6H11N2O6+ 2 207.0612 -2.09
213.0708 C14H10FO+ 2 213.071 -1.14
214.0658 C13H9FNO+ 2 214.0663 -1.97
219.0602 C16H8F+ 2 219.0605 -1.27
220.0684 C16H9F+ 2 220.0683 0.69
228.0819 C17H10N+ 2 228.0808 4.99
231.0604 C17H8F+ 2 231.0605 -0.24
234.0707 C16H9FN+ 1 234.0714 -2.8
235.0795 C16H10FN+ 1 235.0792 1.57
244.0682 C18H9F+ 2 244.0683 -0.34
246.0707 C17H9FN+ 1 246.0714 -2.53
248.0869 C17H11FN+ 1 248.087 -0.28
259.079 C18H10FN+ 1 259.0792 -0.67
260.0874 C18H11FN+ 1 260.087 1.52
272.088 C19H11FN+ 1 272.087 3.5
PK$NUM_PEAK: 76
PK$PEAK: m/z int. rel.int.
63.0229 221845.2 57
65.0385 381177 98
75.0229 771807.4 198
77.0386 1539184.2 396
80.0495 3875492.8 999
83.0294 303513.4 78
89.0385 517444.7 133
90.034 125159.2 32
90.0465 227542.7 58
91.0544 332225.1 85
95.029 96340.4 24
95.0491 519881.3 134
99.023 365867.4 94
101.0387 345728.9 89
102.0464 255740.7 65
103.0543 232069.1 59
104.0496 154169.6 39
105.0445 391774.4 100
107.0292 226470 58
108.0373 201175.3 51
109.0449 373196.3 96
113.0393 120138.1 30
115.0543 1475949 380
117.0572 133523.2 34
122.0402 154637.9 39
123.0351 181507 46
125.0386 866438.6 223
126.0463 463175.3 119
127.0543 930184.9 239
128.0497 203889.3 52
128.0623 763729.4 196
129.0452 284936 73
133.0447 890848.2 229
139.0545 355161.3 91
140.0497 106681.5 27
141.0701 73218.4 18
145.0655 118056 30
146.0522 581262.1 149
151.0544 158477.6 40
152.0491 95416.1 24
152.0623 458646.2 118
153.0575 133219.3 34
154.0653 262939.2 67
155.0602 389052 100
157.0444 172544.8 44
163.0547 215678 55
165.0705 141931 36
167.0729 123527.6 31
170.0529 374969.9 96
173.0517 166323.9 42
176.0622 154393.1 39
181.0449 105334.3 27
183.0604 780486.9 201
187.0544 259205.3 66
189.0697 466376.3 120
194.0528 141469.1 36
196.0692 248416.4 64
200.0615 650170.1 167
201.0704 351768.3 90
202.0784 865089.2 222
206.0521 104938.6 27
207.0607 2087421.2 538
213.0708 338737.5 87
214.0658 257749.2 66
219.0602 336218.1 86
220.0684 2281116.5 588
228.0819 255413.7 65
231.0604 516862.3 133
234.0707 1058082.2 272
235.0795 524796.3 135
244.0682 178406.6 45
246.0707 409584.1 105
248.0869 502893.6 129
259.079 500392.6 128
260.0874 182959.9 47
272.088 264056.2 68
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