ACCESSION: MSBNK-Eawag-EQ314403
RECORD_TITLE: Simvastatin; LC-ESI-QFT; MS2; CE: 45; R=35000; [M+H]+
DATE: 2015.08.25
AUTHORS: Beck B, 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 3144
CH$NAME: Simvastatin
CH$NAME: (1S,3R,7S,8S,8aR)-8-{2-[(2R,4R)-4-hydroxy-6-oxotetrahydro-2H-pyran-2-yl]ethyl}-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl 2,2-dimethylbutanoate
CH$NAME: 2,2-dimethylbutanoic acid [(1S,3R,7S,8S,8aR)-8-[2-[(2R,4R)-4-hydroxy-6-oxo-2-oxanyl]ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] ester
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C25H38O5
CH$EXACT_MASS: 418.27192
CH$SMILES: O=C(O[C@@H]1[C@H]3C(=C/[C@H](C)C1)\C=C/[C@@H]([C@@H]3CC[C@H]2OC(=O)C[C@H](O)C2)C)C(C)(C)CC
CH$IUPAC: InChI=1S/C25H38O5/c1-6-25(4,5)24(28)30-21-12-15(2)11-17-8-7-16(3)20(23(17)21)10-9-19-13-18(26)14-22(27)29-19/h7-8,11,15-16,18-21,23,26H,6,9-10,12-14H2,1-5H3/t15-,16-,18+,19+,20-,21-,23-/m0/s1
CH$LINK: CAS
79902-63-9
CH$LINK: KEGG
D00434
CH$LINK: PUBCHEM
CID:54454
CH$LINK: INCHIKEY
RYMZZMVNJRMUDD-HGQWONQESA-N
CH$LINK: CHEMSPIDER
49179
CH$LINK: COMPTOX
DTXSID0023581
AC$INSTRUMENT: Q Exactive Orbitrap Thermo Scientific
AC$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$MASS_SPECTROMETRY: COLLISION_ENERGY 45 (nominal)
AC$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 16.0 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 436.3049
MS$FOCUSED_ION: PRECURSOR_M/Z 419.2792
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: DEPROFILE Spline
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: splash10-0592-1910000000-dc09a51ca37fe4d24a5a
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
65.0384 C5H5+ 1 65.0386 -2.56
67.0541 C5H7+ 1 67.0542 -1.59
68.997 C3HO2+ 1 68.9971 -1.53
69.0333 C4H5O+ 1 69.0335 -2.48
69.0698 C5H9+ 1 69.0699 -1.69
71.0127 C3H3O2+ 1 71.0128 -1.35
71.049 C4H7O+ 1 71.0491 -1.28
71.0854 C5H11+ 1 71.0855 -1.64
77.0385 C6H5+ 1 77.0386 -1.51
79.0541 C6H7+ 1 79.0542 -1.73
81.0697 C6H9+ 1 81.0699 -1.81
83.049 C5H7O+ 1 83.0491 -1.94
83.0854 C6H11+ 1 83.0855 -1.53
85.0646 C5H9O+ 1 85.0648 -1.9
89.0232 C3H5O3+ 1 89.0233 -1.69
91.0541 C7H7+ 1 91.0542 -1.39
93.0697 C7H9+ 1 93.0699 -2.22
95.049 C6H7O+ 1 95.0491 -1.7
95.0854 C7H11+ 1 95.0855 -1.54
97.0646 C6H9O+ 1 97.0648 -1.77
103.0542 C8H7+ 1 103.0542 -0.36
105.0697 C8H9+ 1 105.0699 -1.59
107.0854 C8H11+ 1 107.0855 -1.65
109.0647 C7H9O+ 1 109.0648 -0.47
109.1009 C8H13+ 1 109.1012 -2.54
111.0803 C7H11O+ 1 111.0804 -1.63
115.0537 C9H7+ 1 115.0542 -4.32
117.0696 C9H9+ 1 117.0699 -2.53
119.0853 C9H11+ 1 119.0855 -1.82
121.0643 C8H9O+ 1 121.0648 -3.73
121.1009 C9H13+ 1 121.1012 -1.96
123.0803 C8H11O+ 1 123.0804 -1.47
125.0595 C7H9O2+ 1 125.0597 -1.41
127.0752 C7H11O2+ 1 127.0754 -1.39
128.0619 C10H8+ 1 128.0621 -0.95
129.0697 C10H9+ 1 129.0699 -1.68
130.0777 C10H10+ 1 130.0777 -0.32
131.0853 C10H11+ 1 131.0855 -1.65
133.0649 C9H9O+ 1 133.0648 0.44
133.1009 C10H13+ 1 133.1012 -2
135.0803 C9H11O+ 1 135.0804 -1.34
135.1168 C10H15+ 1 135.1168 0.02
141.0697 C11H9+ 1 141.0699 -1.47
142.0776 C11H10+ 1 142.0777 -0.58
143.0854 C11H11+ 1 143.0855 -1.03
144.093 C11H12+ 1 144.0934 -2.3
145.101 C11H13+ 1 145.1012 -1.36
147.0803 C10H11O+ 1 147.0804 -0.96
147.1167 C11H15+ 1 147.1168 -0.79
149.096 C10H13O+ 1 149.0961 -0.41
151.0754 C9H11O2+ 1 151.0754 0.03
155.0853 C12H11+ 1 155.0855 -1.59
156.0932 C12H12+ 1 156.0934 -0.78
157.101 C12H13+ 1 157.1012 -1.38
158.1088 C12H14+ 1 158.109 -1.53
159.1166 C12H15+ 1 159.1168 -1.61
160.1243 C12H16+ 1 160.1247 -2.39
161.0957 C11H13O+ 1 161.0961 -2.31
161.1323 C12H17+ 1 161.1325 -0.85
163.1115 C11H15O+ 1 163.1117 -1.54
165.0909 C10H13O2+ 1 165.091 -0.52
167.0853 C13H11+ 1 167.0855 -1.48
168.0932 C13H12+ 1 168.0934 -1.2
169.1009 C13H13+ 1 169.1012 -1.64
170.1087 C13H14+ 1 170.109 -1.48
171.1165 C13H15+ 1 171.1168 -1.62
173.1322 C13H17+ 1 173.1325 -1.6
177.0908 C11H13O2+ 1 177.091 -1.45
179.0856 C14H11+ 1 179.0855 0.3
181.1008 C14H13+ 1 181.1012 -1.92
182.1087 C14H14+ 1 182.109 -1.6
183.1166 C14H15+ 1 183.1168 -1.35
184.1245 C14H16+ 1 184.1247 -0.88
185.1322 C14H17+ 1 185.1325 -1.33
187.1115 C13H15O+ 1 187.1117 -1.02
191.1065 C12H15O2+ 1 191.1067 -0.71
192.0932 C15H12+ 1 192.0934 -1.05
193.1009 C15H13+ 1 193.1012 -1.23
194.1087 C15H14+ 1 194.109 -1.3
195.1166 C15H15+ 1 195.1168 -0.91
196.1243 C15H16+ 1 196.1247 -1.85
197.1322 C15H17+ 1 197.1325 -1.51
198.1402 C15H18+ 1 198.1403 -0.51
199.1478 C15H19+ 1 199.1481 -1.84
201.1634 C15H21+ 1 201.1638 -1.82
203.1062 C13H15O2+ 1 203.1067 -2.25
205.1009 C16H13+ 1 205.1012 -1.59
205.1222 C13H17O2+ 1 205.1223 -0.37
207.1164 C16H15+ 1 207.1168 -2.01
208.124 C16H16+ 1 208.1247 -3.32
209.1316 C16H17+ 1 209.1325 -4.34
210.1403 C16H18+ 1 210.1403 -0.01
211.1115 C15H15O+ 1 211.1117 -1
211.1479 C16H19+ 1 211.1481 -1.22
215.1791 C16H23+ 1 215.1794 -1.71
217.1223 C14H17O2+ 1 217.1223 -0.17
219.1167 C17H15+ 1 219.1168 -0.44
220.125 C17H16+ 1 220.1247 1.54
221.1318 C17H17+ 1 221.1325 -3.24
223.1478 C17H19+ 1 223.1481 -1.33
225.1634 C17H21+ 1 225.1638 -1.67
229.1222 C15H17O2+ 1 229.1223 -0.64
234.1396 C18H18+ 1 234.1403 -2.87
239.1422 C17H19O+ 1 239.143 -3.6
239.1793 C18H23+ 1 239.1794 -0.57
243.1742 C17H23O+ 1 243.1743 -0.62
249.1636 C19H21+ 1 249.1638 -0.87
267.1735 C19H23O+ 1 267.1743 -3.04
285.1846 C19H25O2+ 1 285.1849 -1.14
PK$NUM_PEAK: 109
PK$PEAK: m/z int. rel.int.
65.0384 87970.5 3
67.0541 1023307 39
68.997 307117.7 11
69.0333 83470.8 3
69.0698 1417095.9 55
71.0127 441129.1 17
71.049 383446.7 14
71.0854 370010.2 14
77.0385 103794 4
79.0541 5746627.8 224
81.0697 5712785.7 222
83.049 2623056.3 102
83.0854 277005.4 10
85.0646 1166432.7 45
89.0232 395795.6 15
91.0541 1017276.3 39
93.0697 2480335.8 96
95.049 412265.2 16
95.0854 1691437.2 65
97.0646 2130675.6 83
103.0542 72114.2 2
105.0697 5479324.5 213
107.0854 4020973.7 156
109.0647 421826.8 16
109.1009 568429.7 22
111.0803 158613.2 6
115.0537 295415.4 11
117.0696 1067447.1 41
119.0853 2761756.5 107
121.0643 108071 4
121.1009 1732487.9 67
123.0803 98230.9 3
125.0595 408802.4 15
127.0752 61233.6 2
128.0619 668895.7 26
129.0697 856661.7 33
130.0777 144062.7 5
131.0853 6940316.7 270
133.0649 76793.6 2
133.1009 1529924.9 59
135.0803 337549 13
135.1168 317814.7 12
141.0697 455654.3 17
142.0776 972354.9 37
143.0854 13914127.3 542
144.093 546295.1 21
145.101 8631700.4 336
147.0803 297364.7 11
147.1167 717515.9 27
149.096 429233.1 16
151.0754 479555.3 18
155.0853 3317507.4 129
156.0932 1234489.9 48
157.101 7696029.9 300
158.1088 1854816 72
159.1166 9902604.2 386
160.1243 140630.4 5
161.0957 116634.3 4
161.1323 337046.2 13
163.1115 321579.3 12
165.0909 327328.5 12
167.0853 314155.3 12
168.0932 327205.9 12
169.1009 7618077.7 297
170.1087 93503.9 3
171.1165 7849048.5 306
173.1322 20265737.3 790
177.0908 105279.5 4
179.0856 192813.5 7
181.1008 1180530.5 46
182.1087 144140.1 5
183.1166 5526212.4 215
184.1245 366108.8 14
185.1322 1762871.5 68
187.1115 316586.5 12
191.1065 1046467.2 40
192.0932 144600.4 5
193.1009 871955 34
194.1087 136536.9 5
195.1166 867244 33
196.1243 398741.4 15
197.1322 3924169.1 153
198.1402 428382.1 16
199.1478 25605785.9 999
201.1634 2796433.5 109
203.1062 144368.3 5
205.1009 271055 10
205.1222 282601.7 11
207.1164 1608104.7 62
208.124 125188.4 4
209.1316 107489.8 4
210.1403 506332.7 19
211.1115 575816.7 22
211.1479 1713814.4 66
215.1791 540032.8 21
217.1223 77387.5 3
219.1167 425911.9 16
220.125 155904.8 6
221.1318 483353.7 18
223.1478 3339330.6 130
225.1634 12818281 500
229.1222 506153.1 19
234.1396 726791.8 28
239.1422 104253.4 4
239.1793 1346920.1 52
243.1742 1806394.3 70
249.1636 2005059.2 78
267.1735 536637.6 20
285.1846 381044 14
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