ACCESSION: MSBNK-CASMI_2016-SM855703
RECORD_TITLE: Verapamil; LC-ESI-QFT; MS2; CE: 35 NCE; R=35000; [M+H]+
DATE: 2016.12.12
AUTHORS: Krauss M, Schymanski EL, Weidauer C, Schupke H, UFZ and Eawag
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2016 UFZ/Eawag
PUBLICATION: Schymanski, E. L.; Ruttkies, C.; Krauss, M.; Brouard, C.; Kind, T.; Dührkop, K.; Allen, F.; Vaniya, A.; Verdegem, D.; Böcker, S.; et al. Critical Assessment of Small Molecule Identification 2016: Automated Methods. Journal of Cheminformatics 2017, 9 (1). DOI:10.1186/s13321-017-0207-1
COMMENT: CONFIDENCE standard compound
COMMENT: INTERNAL_ID 8557
CH$NAME: Verapamil
CH$NAME: 2-(3,4-dimethoxyphenyl)-5-[2-(3,4-dimethoxyphenyl)ethyl-methylamino]-2-propan-2-ylpentanenitrile
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C27H38N2O4
CH$EXACT_MASS: 454.28316
CH$SMILES: COc1ccc(CCN(C)CCCC(C#N)(C(C)C)c2ccc(OC)c(OC)c2)cc1OC
CH$IUPAC: InChI=1S/C27H38N2O4/c1-20(2)27(19-28,22-10-12-24(31-5)26(18-22)33-7)14-8-15-29(3)16-13-21-9-11-23(30-4)25(17-21)32-6/h9-12,17-18,20H,8,13-16H2,1-7H3
CH$LINK: CAS
52-53-9
CH$LINK: CHEBI
9948
CH$LINK: KEGG
C07188
CH$LINK: PUBCHEM
CID:2520
CH$LINK: INCHIKEY
SGTNSNPWRIOYBX-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER
2425
CH$LINK: COMPTOX
DTXSID9041152
AC$INSTRUMENT: Q Exactive Plus Orbitrap Thermo Scientific
AC$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$MASS_SPECTROMETRY: COLLISION_ENERGY 35 (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 35000
AC$CHROMATOGRAPHY: COLUMN_NAME Kinetex C18 EVO 2.6 um, 2.1x50 mm, precolumn 2.1x5 mm, Phenomenex
AC$CHROMATOGRAPHY: FLOW_GRADIENT 95/5 at 0 min, 95/5 at 1 min, 0/100 at 13 min, 0/100 at 24 min
AC$CHROMATOGRAPHY: FLOW_RATE 300 uL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 8.760 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 455.2899
MS$FOCUSED_ION: PRECURSOR_M/Z 455.2904
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 2.3.1
PK$SPLASH: splash10-066r-0900300000-47a59c15bdbcbc62d6c6
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
58.0653 C3H8N+ 1 58.0651 2.83
77.0386 C6H5+ 1 77.0386 0.91
79.0543 C6H7+ 1 79.0542 0.43
84.0808 C5H10N+ 1 84.0808 0.12
86.0965 C5H12N+ 1 86.0964 0.38
91.0542 C7H7+ 1 91.0542 -0.34
93.0699 C7H9+ 1 93.0699 0.04
94.0651 C6H8N+ 1 94.0651 0.06
95.0492 C6H7O+ 1 95.0491 0.28
95.0855 C7H11+ 1 95.0855 -0.05
96.0808 C6H10N+ 1 96.0808 -0.1
103.0542 C8H7+ 1 103.0542 -0.25
104.062 C8H8+ 1 104.0621 -0.1
105.0699 C8H9+ 1 105.0699 0.05
107.0492 C7H7O+ 1 107.0491 0.42
107.0856 C8H11+ 1 107.0855 0.63
108.0569 C7H8O+ 1 108.057 -0.36
108.0807 C7H10N+ 1 108.0808 -1.04
109.0649 C7H9O+ 1 109.0648 1.26
110.0964 C7H12N+ 1 110.0964 -0.39
115.0542 C9H7+ 1 115.0542 -0.26
117.07 C9H9+ 1 117.0699 1.45
118.0414 C8H6O+ 1 118.0413 0.48
119.049 C8H7O+ 1 119.0491 -0.86
120.0569 C8H8O+ 1 120.057 -0.34
121.0648 C8H9O+ 1 121.0648 -0.14
122.0726 C8H10O+ 1 122.0726 0.18
122.0964 C8H12N+ 1 122.0964 0.14
123.0805 C8H11O+ 1 123.0804 0.12
124.0521 C7H8O2+ 1 124.0519 1.92
131.049 C9H7O+ 1 131.0491 -0.73
132.0571 C9H8O+ 1 132.057 0.76
133.0648 C9H9O+ 1 133.0648 0.05
134.0726 C9H10O+ 1 134.0726 0.05
135.0441 C8H7O2+ 1 135.0441 0.31
135.0805 C9H11O+ 1 135.0804 0.14
136.0519 C8H8O2+ 1 136.0519 -0.06
137.0596 C8H9O2+ 1 137.0597 -0.97
137.0963 C9H13O+ 1 137.0961 1.2
138.0677 C8H10O2+ 1 138.0675 0.98
139.0752 C8H11O2+ 1 139.0754 -0.8
146.0726 C10H10O+ 1 146.0726 -0.25
149.0596 C9H9O2+ 1 149.0597 -0.99
150.0676 C9H10O2+ 1 150.0675 0.27
151.0754 C9H11O2+ 1 151.0754 0.2
152.0832 C9H12O2+ 1 152.0832 -0.07
163.0754 C10H11O2+ 1 163.0754 0.17
164.0831 C10H12O2+ 1 164.0832 -0.65
165.0911 C10H13O2+ 1 165.091 0.3
175.0755 C11H11O2+ 1 175.0754 0.57
176.0708 C10H10NO2+ 1 176.0706 1.13
177.0911 C11H13O2+ 1 177.091 0.35
187.099 C12H13NO+ 1 187.0992 -1.15
190.0861 C11H12NO2+ 1 190.0863 -0.71
191.1064 C12H15O2+ 1 191.1067 -1.1
194.1175 C11H16NO2+ 1 194.1176 -0.14
202.0864 C12H12NO2+ 1 202.0863 0.78
203.0942 C12H13NO2+ 1 203.0941 0.42
204.102 C12H14NO2+ 1 204.1019 0.44
212.1196 C15H16O+ 1 212.1196 0.26
214.1233 C14H16NO+ 1 214.1226 2.89
217.1099 C13H15NO2+ 1 217.1097 0.85
218.1176 C13H16NO2+ 1 218.1176 0.1
233.1541 C15H21O2+ 1 233.1536 2
243.1378 C16H19O2+ 1 243.138 -0.49
245.1411 C15H19NO2+ 1 245.141 0.19
260.1646 C16H22NO2+ 1 260.1645 0.38
261.1599 C15H21N2O2+ 1 261.1598 0.59
303.2068 C18H27N2O2+ 1 303.2067 0.41
455.2906 C27H39N2O4+ 1 455.2904 0.44
PK$NUM_PEAK: 70
PK$PEAK: m/z int. rel.int.
58.0653 9143284 46
77.0386 341390.8 1
79.0543 5278217.5 26
84.0808 1378273 6
86.0965 902388.2 4
91.0542 1538004.8 7
93.0699 215687.6 1
94.0651 646194.2 3
95.0492 591065.4 2
95.0855 209045.1 1
96.0808 1985490.4 10
103.0542 4664744 23
104.062 885885.9 4
105.0699 17513616 88
107.0492 1727965.8 8
107.0856 617059.4 3
108.0569 265346.7 1
108.0807 488976.8 2
109.0649 288826.8 1
110.0964 642449.9 3
115.0542 291716.2 1
117.07 497082.1 2
118.0414 2645004.8 13
119.049 1323657 6
120.0569 2492994.5 12
121.0648 3239256.2 16
122.0726 1298614.8 6
122.0964 2825795.5 14
123.0805 556436.9 2
124.0521 232450.5 1
131.049 1017710.8 5
132.0571 526905.4 2
133.0648 13731011 69
134.0726 8789941 44
135.0441 6062074.5 30
135.0805 5938570 29
136.0519 657402.9 3
137.0596 1414653.9 7
137.0963 455916.8 2
138.0677 881370.1 4
139.0752 1107822.1 5
146.0726 468146.8 2
149.0596 1322859.8 6
150.0676 62086936 312
151.0754 6995719 35
152.0832 783403.2 3
163.0754 241001.3 1
164.0831 488031.8 2
165.0911 198231856 999
175.0755 215110.7 1
176.0708 587130.6 2
177.0911 5413099.5 27
187.099 723425.1 3
190.0861 671312.1 3
191.1064 903252.8 4
194.1175 295294.4 1
202.0864 803006.5 4
203.0942 608246.4 3
204.102 230117.5 1
212.1196 495607.2 2
214.1233 206059 1
217.1099 1149160.5 5
218.1176 2487156 12
233.1541 505677.8 2
243.1378 1219576 6
245.1411 801798 4
260.1646 9708070 48
261.1599 2501508.2 12
303.2068 32869366 165
455.2906 161114080 811
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