ACCESSION: MSBNK-Eawag-EQ314402
RECORD_TITLE: Simvastatin; LC-ESI-QFT; MS2; CE: 30; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 30 (nominal)
AC$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: splash10-0092-1960000000-e8429bbec985c5ecdd2d
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
67.0542 C5H7+ 1 67.0542 -0.7
69.0697 C5H9+ 1 69.0699 -2.7
71.0127 C3H3O2+ 1 71.0128 -0.79
71.0491 C4H7O+ 1 71.0491 -0.86
71.0854 C5H11+ 1 71.0855 -1.64
79.0541 C6H7+ 1 79.0542 -1.6
81.0698 C6H9+ 1 81.0699 -1.32
83.049 C5H7O+ 1 83.0491 -1.94
83.0854 C6H11+ 1 83.0855 -1.29
85.0647 C5H9O+ 1 85.0648 -1.31
89.0232 C3H5O3+ 1 89.0233 -1.02
91.0541 C7H7+ 1 91.0542 -1.94
93.0697 C7H9+ 1 93.0699 -1.58
95.0854 C7H11+ 1 95.0855 -1.65
97.0647 C6H9O+ 1 97.0648 -1.35
99.0804 C6H11O+ 1 99.0804 -0.32
101.0597 C5H9O2+ 1 101.0597 0.24
105.0697 C8H9+ 1 105.0699 -1.3
107.049 C7H7O+ 1 107.0491 -1.32
107.0854 C8H11+ 1 107.0855 -1.46
109.0646 C7H9O+ 1 109.0648 -1.57
109.101 C8H13+ 1 109.1012 -1.8
111.0802 C7H11O+ 1 111.0804 -2.17
117.0696 C9H9+ 1 117.0699 -2.11
119.0853 C9H11+ 1 119.0855 -1.82
121.1009 C9H13+ 1 121.1012 -2.12
123.08 C8H11O+ 1 123.0804 -3.18
125.0595 C7H9O2+ 1 125.0597 -1.57
127.0752 C7H11O2+ 1 127.0754 -0.99
129.0699 C10H9+ 1 129.0699 -0.21
131.0854 C10H11+ 1 131.0855 -0.97
133.101 C10H13+ 1 133.1012 -1.63
135.0799 C9H11O+ 1 135.0804 -3.79
135.1167 C10H15+ 1 135.1168 -0.79
141.0696 C11H9+ 1 141.0699 -1.96
142.0776 C11H10+ 1 142.0777 -1
143.0702 C7H11O3+ 1 143.0703 -0.49
143.0854 C11H11+ 1 143.0855 -0.96
145.101 C11H13+ 1 145.1012 -0.94
147.0804 C10H11O+ 1 147.0804 -0.01
147.1166 C11H15+ 1 147.1168 -1.34
149.0958 C10H13O+ 1 149.0961 -2.29
151.0752 C9H11O2+ 1 151.0754 -1.23
155.0852 C12H11+ 1 155.0855 -2.04
156.0928 C12H12+ 1 156.0934 -3.6
157.101 C12H13+ 1 157.1012 -0.87
158.1088 C12H14+ 1 158.109 -1.53
159.1166 C12H15+ 1 159.1168 -1.36
161.132 C12H17+ 1 161.1325 -2.65
163.075 C10H11O2+ 1 163.0754 -2.37
163.1115 C11H15O+ 1 163.1117 -1.54
165.0908 C10H13O2+ 1 165.091 -1.07
168.0934 C13H12+ 1 168.0934 0.17
169.1009 C13H13+ 1 169.1012 -1.46
171.1166 C13H15+ 1 171.1168 -1.56
173.1322 C13H17+ 1 173.1325 -1.37
177.0907 C11H13O2+ 1 177.091 -1.9
181.1012 C14H13+ 1 181.1012 0.07
183.1167 C14H15+ 1 183.1168 -0.86
185.1323 C14H17+ 1 185.1325 -0.9
187.1115 C13H15O+ 1 187.1117 -1.45
189.0908 C12H13O2+ 1 189.091 -0.98
191.1064 C12H15O2+ 1 191.1067 -1.18
193.1009 C15H13+ 1 193.1012 -1.28
195.1169 C15H15+ 1 195.1168 0.37
197.1322 C15H17+ 1 197.1325 -1.51
199.1478 C15H19+ 1 199.1481 -1.54
201.1635 C15H21+ 1 201.1638 -1.58
203.1061 C13H15O2+ 1 203.1067 -2.98
205.1223 C13H17O2+ 1 205.1223 0.02
207.1165 C16H15+ 1 207.1168 -1.48
209.1172 C12H17O3+ 1 209.1172 0
209.1319 C16H17+ 1 209.1325 -2.81
211.1113 C15H15O+ 1 211.1117 -1.85
211.1479 C16H19+ 1 211.1481 -1.03
213.1639 C16H21+ 1 213.1638 0.76
215.1069 C14H15O2+ 1 215.1067 1.13
215.1792 C16H23+ 1 215.1794 -0.96
217.122 C14H17O2+ 1 217.1223 -1.41
220.1244 C17H16+ 1 220.1247 -1.14
221.1324 C17H17+ 1 221.1325 -0.21
223.1478 C17H19+ 1 223.1481 -1.29
225.1634 C17H21+ 1 225.1638 -1.54
229.1218 C15H17O2+ 1 229.1223 -2.21
234.1403 C18H18+ 1 234.1403 0.16
239.1435 C17H19O+ 1 239.143 1.71
239.1791 C18H23+ 1 239.1794 -1.45
241.1584 C17H21O+ 1 241.1587 -1.29
243.1741 C17H23O+ 1 243.1743 -0.79
249.1635 C19H21+ 1 249.1638 -0.99
257.1535 C17H21O2+ 1 257.1536 -0.57
267.1742 C19H23O+ 1 267.1743 -0.64
285.1846 C19H25O2+ 1 285.1849 -1
303.1948 C19H27O3+ 1 303.1955 -2.08
PK$NUM_PEAK: 94
PK$PEAK: m/z int. rel.int.
67.0542 340526.5 8
69.0697 759271 19
71.0127 86823.1 2
71.0491 307987 7
71.0854 550154.7 14
79.0541 3819434.8 98
81.0698 3215057.8 82
83.049 1692304.6 43
83.0854 332358.4 8
85.0647 818877.2 21
89.0232 484475.7 12
91.0541 148655.1 3
93.0697 1068113.5 27
95.0854 900041.8 23
97.0647 2167322.9 55
99.0804 78136 2
101.0597 83229.7 2
105.0697 2150458 55
107.049 795601.2 20
107.0854 3490793.9 89
109.0646 289931 7
109.101 641213.1 16
111.0802 355542.3 9
117.0696 149646.5 3
119.0853 1423628.3 36
121.1009 1374099.4 35
123.08 75035.3 1
125.0595 1187374.3 30
127.0752 450650 11
129.0699 119277.6 3
131.0854 2316665.2 59
133.101 1409228.3 36
135.0799 99207.9 2
135.1167 347688 8
141.0696 270563.8 6
142.0776 80995 2
143.0702 1409667.3 36
143.0854 3011811.9 77
145.101 4122666 105
147.0804 83063.8 2
147.1166 826052.7 21
149.0958 123765.8 3
151.0752 585869.6 15
155.0852 903264.5 23
156.0928 111414.9 2
157.101 3918667.8 100
158.1088 290297.7 7
159.1166 6196047.7 159
161.132 525036.8 13
163.075 96899.1 2
163.1115 316595 8
165.0908 477510.6 12
168.0934 69572.3 1
169.1009 4298648.2 110
171.1166 5873689.1 150
173.1322 23375642.9 600
177.0907 310388.7 7
181.1012 583953.6 15
183.1167 2597610.8 66
185.1323 1513570.3 38
187.1115 361191.2 9
189.0908 380006.4 9
191.1064 2333706.3 59
193.1009 443181.6 11
195.1169 368759.2 9
197.1322 2564101.3 65
199.1478 38865259.4 999
201.1635 8011285.1 205
203.1061 393872.7 10
205.1223 893194.7 22
207.1165 1083116.6 27
209.1172 326280.4 8
209.1319 273141.7 7
211.1113 674716.2 17
211.1479 1616353.4 41
213.1639 318437.2 8
215.1069 109305.3 2
215.1792 1370516.7 35
217.122 123425.5 3
220.1244 166200.7 4
221.1324 388729.9 9
223.1478 4771398.6 122
225.1634 23803822.2 611
229.1218 1202339.4 30
234.1403 270118.1 6
239.1435 617130.7 15
239.1791 5673785.8 145
241.1584 146243.9 3
243.1741 12499027.7 321
249.1635 6890919.2 177
257.1535 89453.5 2
267.1742 5582100.3 143
285.1846 6247793.4 160
303.1948 1473395.7 37
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