ACCESSION: MSBNK-Eawag-EQ314406
RECORD_TITLE: Simvastatin; LC-ESI-QFT; MS2; CE: 90; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 90 (nominal)
AC$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: splash10-002f-2900000000-abe04d7f99c3eb0f2fcb
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
65.0384 C5H5+ 1 65.0386 -2.72
67.0541 C5H7+ 1 67.0542 -1.89
68.997 C3HO2+ 1 68.9971 -1.82
69.0334 C4H5O+ 1 69.0335 -1.03
69.0697 C5H9+ 1 69.0699 -2.41
71.0125 C3H3O2+ 1 71.0128 -3.04
71.049 C4H7O+ 1 71.0491 -2.69
71.0854 C5H11+ 1 71.0855 -1.92
77.0385 C6H5+ 1 77.0386 -1.51
79.0541 C6H7+ 1 79.0542 -1.73
81.0697 C6H9+ 1 81.0699 -2.06
83.049 C5H7O+ 1 83.0491 -1.7
85.0647 C5H9O+ 1 85.0648 -1.19
91.054 C7H7+ 1 91.0542 -2.16
93.0697 C7H9+ 1 93.0699 -2.22
95.0489 C6H7O+ 1 95.0491 -2.12
95.0854 C7H11+ 1 95.0855 -1.33
97.0647 C6H9O+ 1 97.0648 -1.04
103.0541 C8H7+ 1 103.0542 -1.42
105.0446 C6H5N2+ 1 105.0447 -0.81
105.0697 C8H9+ 1 105.0699 -1.68
107.0854 C8H11+ 1 107.0855 -1.37
109.0646 C7H9O+ 1 109.0648 -1.85
109.1011 C8H13+ 1 109.1012 -0.89
115.0539 C9H7+ 1 115.0542 -2.75
116.0617 C9H8+ 1 116.0621 -2.77
117.0696 C9H9+ 1 117.0699 -2.19
118.0775 C9H10+ 1 118.0777 -1.45
119.0853 C9H11+ 1 119.0855 -2.16
121.0645 C8H9O+ 1 121.0648 -2.57
121.1009 C9H13+ 1 121.1012 -2.29
128.0618 C10H8+ 1 128.0621 -2.04
129.0696 C10H9+ 1 129.0699 -2.14
130.0775 C10H10+ 1 130.0777 -1.4
131.0853 C10H11+ 1 131.0855 -1.73
133.101 C10H13+ 1 133.1012 -1.63
141.0696 C11H9+ 1 141.0699 -1.89
142.0776 C11H10+ 1 142.0777 -0.93
143.0854 C11H11+ 1 143.0855 -1.17
144.0931 C11H12+ 1 144.0934 -1.47
145.0645 C10H9O+ 1 145.0648 -1.87
145.101 C11H13+ 1 145.1012 -1.43
147.0804 C10H11O+ 1 147.0804 -0.28
153.0696 C12H9+ 1 153.0699 -1.74
154.0774 C12H10+ 1 154.0777 -1.7
155.0602 C10H7N2+ 1 155.0604 -0.93
155.0853 C12H11+ 1 155.0855 -1.72
156.0931 C12H12+ 1 156.0934 -1.49
157.1009 C12H13+ 1 157.1012 -1.63
158.1088 C12H14+ 1 158.109 -1.28
159.1166 C12H15+ 1 159.1168 -1.55
165.0696 C13H9+ 1 165.0699 -1.8
166.0775 C13H10+ 1 166.0777 -1.4
167.0853 C13H11+ 1 167.0855 -1.18
168.0931 C13H12+ 1 168.0934 -1.62
169.1009 C13H13+ 1 169.1012 -1.87
170.1085 C13H14+ 1 170.109 -3.01
171.1166 C13H15+ 1 171.1168 -1.33
173.1322 C13H17+ 1 173.1325 -1.72
178.0773 C14H10+ 1 178.0777 -2.42
179.0852 C14H11+ 1 179.0855 -1.6
180.093 C14H12+ 1 180.0934 -1.9
181.1009 C14H13+ 1 181.1012 -1.47
182.1089 C14H14+ 1 182.109 -0.61
183.1166 C14H15+ 1 183.1168 -1.29
184.1244 C14H16+ 1 184.1247 -1.15
191.0851 C15H11+ 1 191.0855 -2.34
192.0933 C15H12+ 1 192.0934 -0.27
193.101 C15H13+ 1 193.1012 -1.07
194.1087 C15H14+ 1 194.109 -1.5
195.1165 C15H15+ 1 195.1168 -1.68
196.1243 C15H16+ 1 196.1247 -1.74
197.1324 C15H17+ 1 197.1325 -0.29
198.1397 C15H18+ 1 198.1403 -3.24
199.1482 C15H19+ 1 199.1481 0.47
205.1011 C16H13+ 1 205.1012 -0.28
207.1168 C16H15+ 1 207.1168 -0.13
208.1246 C16H16+ 1 208.1247 -0.44
210.1398 C16H18+ 1 210.1403 -2.15
219.1166 C17H15+ 1 219.1168 -1.17
225.1637 C17H21+ 1 225.1638 -0.12
PK$NUM_PEAK: 81
PK$PEAK: m/z int. rel.int.
65.0384 735191.4 34
67.0541 2855494.1 132
68.997 585222.9 27
69.0334 161069.2 7
69.0697 800263.4 37
71.0125 376327.3 17
71.049 308146.9 14
71.0854 120884.5 5
77.0385 721106.9 33
79.0541 8347037.1 387
81.0697 6154410.4 285
83.049 1510609.4 70
85.0647 142610.7 6
91.054 11159118.8 518
93.0697 3287952.6 152
95.0489 2154792.1 100
95.0854 908896.6 42
97.0647 363911 16
103.0541 1074232.7 49
105.0446 1076989.4 50
105.0697 12086417.5 561
107.0854 1097307.9 50
109.0646 553779.1 25
109.1011 267131.2 12
115.0539 3384993.2 157
116.0617 1616663.5 75
117.0696 4384456.5 203
118.0775 146200.2 6
119.0853 5240569.8 243
121.0645 93184.6 4
121.1009 186266.9 8
128.0618 13352841.8 620
129.0696 8977776.7 416
130.0775 2858824.4 132
131.0853 8332543.9 386
133.101 856971.2 39
141.0696 6674925.3 309
142.0776 8406607.2 390
143.0854 21513776.9 999
144.0931 3309523 153
145.0645 842244.9 39
145.101 5229035.7 242
147.0804 75676.7 3
153.0696 2322429.4 107
154.0774 2806554.1 130
155.0602 993383.9 46
155.0853 6137477.7 284
156.0931 3817497 177
157.1009 3478724.5 161
158.1088 3020802.2 140
159.1166 1859451.8 86
165.0696 1210188.7 56
166.0775 834138.1 38
167.0853 1966196.5 91
168.0931 2646045.3 122
169.1009 5346735.1 248
170.1085 562506.5 26
171.1166 1494008.5 69
173.1322 1370312.8 63
178.0773 612691.9 28
179.0852 767085.2 35
180.093 414423.1 19
181.1009 1872705.7 86
182.1089 720290.1 33
183.1166 1693257 78
184.1244 278588.6 12
191.0851 442401.7 20
192.0933 571798.1 26
193.101 1131520.3 52
194.1087 147992 6
195.1165 1228610.6 57
196.1243 148792.4 6
197.1324 567278.4 26
198.1397 71233.4 3
199.1482 281628.2 13
205.1011 367648.9 17
207.1168 317445.1 14
208.1246 117469 5
210.1398 281505.2 13
219.1166 379209 17
225.1637 111404.7 5
//
