ACCESSION: MSBNK-Eawag-EQ314404
RECORD_TITLE: Simvastatin; LC-ESI-QFT; MS2; CE: 60; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 60 (nominal)
AC$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: splash10-0abd-1900000000-9b55821f49270e5dd598
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
65.0385 C5H5+ 1 65.0386 -0.87
67.0541 C5H7+ 1 67.0542 -1.74
68.997 C3HO2+ 1 68.9971 -1.24
69.0335 C4H5O+ 1 69.0335 -0.16
69.0698 C5H9+ 1 69.0699 -1.54
71.0127 C3H3O2+ 1 71.0128 -0.64
71.049 C4H7O+ 1 71.0491 -1.99
71.0854 C5H11+ 1 71.0855 -1.5
77.0384 C6H5+ 1 77.0386 -2.68
79.0541 C6H7+ 1 79.0542 -1.35
81.0698 C6H9+ 1 81.0699 -1.19
83.049 C5H7O+ 1 83.0491 -1.34
83.0854 C6H11+ 1 83.0855 -1.89
85.0646 C5H9O+ 1 85.0648 -2.25
89.0232 C3H5O3+ 1 89.0233 -0.9
91.0541 C7H7+ 1 91.0542 -1.94
93.0697 C7H9+ 1 93.0699 -1.68
95.049 C6H7O+ 1 95.0491 -1.8
95.0854 C7H11+ 1 95.0855 -1.23
97.0647 C6H9O+ 1 97.0648 -1.46
105.0697 C8H9+ 1 105.0699 -1.3
107.0854 C8H11+ 1 107.0855 -1.09
109.0645 C7H9O+ 1 109.0648 -2.49
109.1011 C8H13+ 1 109.1012 -0.89
115.054 C9H7+ 1 115.0542 -2.4
116.0617 C9H8+ 1 116.0621 -3.29
117.0697 C9H9+ 1 117.0699 -1.85
119.0853 C9H11+ 1 119.0855 -1.65
121.0647 C8H9O+ 1 121.0648 -0.42
121.1009 C9H13+ 1 121.1012 -1.87
123.08 C8H11O+ 1 123.0804 -3.75
125.0597 C7H9O2+ 1 125.0597 -0.29
128.0619 C10H8+ 1 128.0621 -1.26
129.0697 C10H9+ 1 129.0699 -1.14
130.0776 C10H10+ 1 130.0777 -0.94
131.0854 C10H11+ 1 131.0855 -1.2
133.0645 C9H9O+ 1 133.0648 -2.11
133.1011 C10H13+ 1 133.1012 -0.8
135.0805 C9H11O+ 1 135.0804 0.14
135.1166 C10H15+ 1 135.1168 -1.31
141.0696 C11H9+ 1 141.0699 -2.1
142.0777 C11H10+ 1 142.0777 -0.36
143.0854 C11H11+ 1 143.0855 -0.68
144.0933 C11H12+ 1 144.0934 -0.43
145.101 C11H13+ 1 145.1012 -1.01
147.0802 C10H11O+ 1 147.0804 -1.51
147.1168 C11H15+ 1 147.1168 -0.11
149.096 C10H13O+ 1 149.0961 -0.48
151.0752 C9H11O2+ 1 151.0754 -0.83
153.0695 C12H9+ 1 153.0699 -2.13
154.0774 C12H10+ 1 154.0777 -1.89
155.0853 C12H11+ 1 155.0855 -1.33
156.0931 C12H12+ 1 156.0934 -1.36
157.101 C12H13+ 1 157.1012 -1
158.1088 C12H14+ 1 158.109 -1.09
159.1166 C12H15+ 1 159.1168 -1.24
161.0956 C11H13O+ 1 161.0961 -3.05
161.1324 C12H17+ 1 161.1325 -0.42
163.0749 C10H11O2+ 1 163.0754 -2.67
163.1115 C11H15O+ 1 163.1117 -1.54
165.0692 C13H9+ 1 165.0699 -3.92
165.0907 C10H13O2+ 1 165.091 -1.98
166.078 C13H10+ 1 166.0777 1.86
167.0853 C13H11+ 1 167.0855 -1.18
168.093 C13H12+ 1 168.0934 -1.97
169.101 C13H13+ 1 169.1012 -1.34
170.1086 C13H14+ 1 170.109 -2.13
171.1166 C13H15+ 1 171.1168 -1.56
173.1322 C13H17+ 1 173.1325 -1.43
177.0907 C11H13O2+ 1 177.091 -1.73
179.0854 C14H11+ 1 179.0855 -0.76
180.0925 C14H12+ 1 180.0934 -4.73
181.1009 C14H13+ 1 181.1012 -1.69
182.1087 C14H14+ 1 182.109 -1.71
183.1166 C14H15+ 1 183.1168 -0.97
184.1245 C14H16+ 1 184.1247 -0.61
185.1325 C14H17+ 1 185.1325 0.07
187.1118 C13H15O+ 1 187.1117 0.47
191.1065 C12H15O2+ 1 191.1067 -0.97
192.093 C15H12+ 1 192.0934 -1.62
193.1007 C15H13+ 1 193.1012 -2.73
194.1092 C15H14+ 1 194.109 1.07
195.1166 C15H15+ 1 195.1168 -1.32
196.1245 C15H16+ 1 196.1247 -0.83
197.1322 C15H17+ 1 197.1325 -1.15
198.14 C15H18+ 1 198.1403 -1.63
199.1478 C15H19+ 1 199.1481 -1.49
201.1635 C15H21+ 1 201.1638 -1.18
203.1064 C13H15O2+ 1 203.1067 -1.01
205.1009 C16H13+ 1 205.1012 -1.35
206.1089 C16H14+ 1 206.109 -0.59
207.1166 C16H15+ 1 207.1168 -1.29
208.1246 C16H16+ 1 208.1247 -0.44
209.1319 C16H17+ 1 209.1325 -2.57
210.1397 C16H18+ 1 210.1403 -2.77
211.1117 C15H15O+ 1 211.1117 -0.24
211.148 C16H19+ 1 211.1481 -0.74
213.1636 C16H21+ 1 213.1638 -0.64
215.1793 C16H23+ 1 215.1794 -0.73
219.1165 C17H15+ 1 219.1168 -1.58
220.1249 C17H16+ 1 220.1247 0.99
221.132 C17H17+ 1 221.1325 -2.25
223.148 C17H19+ 1 223.1481 -0.75
225.1635 C17H21+ 1 225.1638 -1.36
229.1221 C15H17O2+ 1 229.1223 -0.77
234.1401 C18H18+ 1 234.1403 -0.82
239.1438 C17H19O+ 1 239.143 3.17
239.1791 C18H23+ 1 239.1794 -1.2
243.1745 C17H23O+ 1 243.1743 0.77
249.1634 C19H21+ 1 249.1638 -1.67
PK$NUM_PEAK: 110
PK$PEAK: m/z int. rel.int.
65.0385 103059 4
67.0541 1468012 71
68.997 191446.6 9
69.0335 114932.9 5
69.0698 1417604.5 68
71.0127 425558.6 20
71.049 366293.1 17
71.0854 161908.4 7
77.0384 130316.2 6
79.0541 6678824.2 323
81.0698 5912919.8 285
83.049 2174174.3 105
83.0854 318237.5 15
85.0646 693335.9 33
89.0232 376825.7 18
91.0541 2260611.5 109
93.0697 3029719.1 146
95.049 620190.2 29
95.0854 1614323.6 78
97.0647 1356634.9 65
105.0697 7270946.7 351
107.0854 3650480.5 176
109.0645 524588.4 25
109.1011 419742.7 20
115.054 456191.8 22
116.0617 73840.8 3
117.0697 1637835.1 79
119.0853 3724117.6 180
121.0647 74488 3
121.1009 1267993.8 61
123.08 92917.4 4
125.0597 85219.4 4
128.0619 1428854.3 69
129.0697 1986777.3 96
130.0776 547814.5 26
131.0854 8689159 420
133.0645 126974.5 6
133.1011 1472150.5 71
135.0805 135847.6 6
135.1166 79469.1 3
141.0696 1079682.8 52
142.0777 2424727.6 117
143.0854 20654638.3 999
144.0933 1612778 78
145.101 9772026.4 472
147.0802 113880 5
147.1168 464146.1 22
149.096 349200 16
151.0752 112154.3 5
153.0695 135732.1 6
154.0774 367212.2 17
155.0853 4392816.7 212
156.0931 2546029 123
157.101 7913565.1 382
158.1088 3400346.4 164
159.1166 8230675.1 398
161.0956 100969.7 4
161.1324 282821.4 13
163.0749 72065.2 3
163.1115 256397.3 12
165.0692 110721.8 5
165.0907 68737.9 3
166.078 99043.2 4
167.0853 452292.8 21
168.093 711698.8 34
169.101 8046071.5 389
170.1086 596960.6 28
171.1166 6797440 328
173.1322 12355503.7 597
177.0907 71901.7 3
179.0854 365221.4 17
180.0925 103558.8 5
181.1009 1559994 75
182.1087 592448.2 28
183.1166 5396410 261
184.1245 405449.7 19
185.1325 1063283.9 51
187.1118 128781.1 6
191.1065 458704.2 22
192.093 395158.7 19
193.1007 870702.7 42
194.1092 263186.6 12
195.1166 982647.8 47
196.1245 814169.7 39
197.1322 3296270.5 159
198.14 132329.8 6
199.1478 13078470.8 632
201.1635 1298508.3 62
203.1064 82409.3 3
205.1009 296325.2 14
206.1089 144572.3 6
207.1166 1292532.2 62
208.1246 146100.1 7
209.1319 121484.3 5
210.1397 533958.9 25
211.1117 287276.2 13
211.148 999807.7 48
213.1636 121151.8 5
215.1793 285893.2 13
219.1165 513875.4 24
220.1249 146802.6 7
221.132 469324.2 22
223.148 2183650.3 105
225.1635 6436987.4 311
229.1221 98967.1 4
234.1401 344824.7 16
239.1438 115483.3 5
239.1791 162331 7
243.1745 153212.1 7
249.1634 403218.7 19
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