ACCESSION: MSBNK-Eawag-EQ01156306
RECORD_TITLE: ortho-Hydroxyatorvastatin; LC-ESI-QFT; MS2; CE: 90%; 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 90 % (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$SPLASH: splash10-0f8a-1390000000-d3a27ac7ec195fdd0f6c
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
65.0388 C5H5+ 1 65.0386 3.06
69.0336 C4H5O+ 1 69.0335 1.95
71.0128 C3H3O2+ 1 71.0128 0.2
71.0493 C4H7O+ 1 71.0491 2.02
77.0386 C6H5+ 1 77.0386 0.07
79.0543 C6H7+ 1 79.0542 0.94
80.0495 C5H6N+ 1 80.0495 0.07
83.049 C5H7O+ 1 83.0491 -1.13
91.0543 C7H7+ 1 91.0542 0.37
95.0495 C6H7O+ 1 95.0491 3.81
103.0545 C8H7+ 1 103.0542 2.91
104.0494 C7H6N+ 1 104.0495 -0.96
108.0444 C6H6NO+ 1 108.0444 0.07
109.0446 C7H6F+ 1 109.0448 -1.77
115.0541 C9H7+ 1 115.0542 -1.46
117.0576 C8H7N+ 1 117.0573 2.8
122.0403 C7H5FN+ 1 122.0401 1.66
127.0545 C10H7+ 1 127.0542 1.97
128.0498 C9H6N+ 1 128.0495 2.53
128.0623 C10H8+ 1 128.0621 2.15
129.0698 C10H9+ 1 129.0699 -0.44
130.0658 C6H9FNO+ 1 130.0663 -3.67
133.0447 C9H6F+ 1 133.0448 -0.88
135.0482 C8H6FN+ 1 135.0479 2.47
141.0704 C11H9+ 2 141.0699 3.47
145.0448 C10H6F+ 1 145.0448 -0.21
145.065 C10H9O+ 1 145.0648 1.18
146.0532 C10H7F+ 2 146.0526 4.19
147.0609 CH11N2O6+ 2 147.0612 -1.77
148.0563 C9H7FN+ 1 148.0557 3.88
153.0705 C12H9+ 2 153.0699 3.95
154.0649 C11H8N+ 1 154.0651 -1.39
155.0603 C10H7N2+ 1 155.0604 -0.46
167.0725 C12H9N+ 1 167.073 -2.83
172.0558 C11H7FN+ 1 172.0557 0.63
180.0808 C13H10N+ 1 180.0808 0.15
183.0606 C13H8F+ 2 183.0605 0.62
189.0705 C12H10FO+ 2 189.071 -3
198.0722 C13H9FN+ 1 198.0714 4.28
202.0781 C16H10+ 2 202.0777 1.83
203.0861 C16H11+ 2 203.0855 2.88
207.0616 C6H11N2O6+ 1 207.0612 2.12
208.069 C6H12N2O6+ 2 208.069 0.13
209.0764 C15H10F+ 2 209.0761 1.55
217.0891 C16H11N+ 2 217.0886 2.35
218.0977 C13H13FNO+ 1 218.0976 0.81
220.0684 C16H9F+ 2 220.0683 0.55
221.0764 C16H10F+ 2 221.0761 1.31
228.0816 C17H10N+ 2 228.0808 3.79
230.0971 C17H12N+ 2 230.0964 3.05
233.0763 C17H10F+ 2 233.0761 0.77
235.0792 C16H10FN+ 1 235.0792 0.08
236.0878 C16H11FN+ 1 236.087 3.26
237.0958 C16H12FN+ 1 237.0948 3.97
238.1032 C16H13FN+ 1 238.1027 2.42
241.0899 C15H12FNO+ 1 241.0897 0.56
248.0872 C17H11FN+ 1 248.087 0.77
249.0949 C17H12FN+ 1 249.0948 0.47
250.1028 C17H13FN+ 1 250.1027 0.6
260.0867 C18H11FN+ 1 260.087 -1.18
261.0948 C18H12FN+ 1 261.0948 0.06
262.1024 C18H13FN+ 1 262.1027 -1.15
263.1117 C18H14FN+ 1 263.1105 4.73
264.0829 C17H11FNO+ 1 264.0819 3.66
264.1189 C18H15FN+ 1 264.1183 2.35
274.1027 C19H13FN+ 1 274.1027 0.16
275.1118 C19H14FN+ 1 275.1105 4.66
276.0823 C18H11FNO+ 1 276.0819 1.54
276.118 C19H15FN+ 1 276.1183 -1.03
286.1036 C20H13FN+ 1 286.1027 3.18
287.1113 C20H14FN+ 1 287.1105 3.02
290.0967 C22H12N+ 2 290.0964 1.05
290.1348 C20H17FN+ 1 290.134 3.08
300.1194 C21H15FN+ 1 300.1183 3.81
302.1337 C21H17FN+ 1 302.134 -0.84
PK$NUM_PEAK: 75
PK$PEAK: m/z int. rel.int.
65.0388 91705.6 19
69.0336 271943.8 59
71.0128 290875 63
71.0493 186186.2 40
77.0386 271396.8 59
79.0543 635332.9 138
80.0495 4177678.8 909
83.049 402093 87
91.0543 381501 83
95.0495 97143.9 21
103.0545 243149.8 52
104.0494 579848.6 126
108.0444 1277670 278
109.0446 498078 108
115.0541 1126029.8 245
117.0576 351798.4 76
122.0403 622211.2 135
127.0545 595910.8 129
128.0498 199136.7 43
128.0623 524777 114
129.0698 408445.9 88
130.0658 225111.5 48
133.0447 961739.5 209
135.0482 228364.9 49
141.0704 204725.2 44
145.0448 116838 25
145.065 243890.4 53
146.0532 258101.8 56
147.0609 158650.3 34
148.0563 151409.4 32
153.0705 298526.5 64
154.0649 1150564.5 250
155.0603 659611.5 143
167.0725 180443.4 39
172.0558 701677.8 152
180.0808 203421.7 44
183.0606 245819.5 53
189.0705 207186.1 45
198.0722 213580.3 46
202.0781 1139687 248
203.0861 672220.2 146
207.0616 173468.8 37
208.069 211588.5 46
209.0764 1190290 259
217.0891 322188.2 70
218.0977 128233.7 27
220.0684 544211.4 118
221.0764 797928.6 173
228.0816 159666 34
230.0971 750197.1 163
233.0763 2264620.8 492
235.0792 3207521.2 698
236.0878 556414.6 121
237.0958 439186.7 95
238.1032 284574.9 61
241.0899 97383.7 21
248.0872 4590451 999
249.0949 1492085 324
250.1028 3896437 847
260.0867 504502 109
261.0948 1250284 272
262.1024 1265706.8 275
263.1117 211194.2 45
264.0829 185593.8 40
264.1189 318225.1 69
274.1027 909592.7 197
275.1118 268203.7 58
276.0823 375929.6 81
276.118 2184831 475
286.1036 121847.8 26
287.1113 220524.2 47
290.0967 106467.5 23
290.1348 202008.5 43
300.1194 210367.3 45
302.1337 294050.5 63
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