MassBank Record: SM855703



 Verapamil; LC-ESI-QFT; MS2; CE: 35 NCE; R=35000; [M+H]+ 
Mass Spectrum
Chemical Structure

ACCESSION: 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, EL et al. Critical Assessment of Small Molecule Identification 2016 - Automated Methods. Submitted.
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$LINK: CHEMSPIDER 2425
AC$INSTRUMENT: Q Exactive Plus Orbitrap Thermo Scientific AC$INSTRUMENT_TYPE: LC-ESI-QFT AC$MASS_SPECTROMETRY: MS_TYPE MS2 AC$MASS_SPECTROMETRY: IONIZATION ESI AC$MASS_SPECTROMETRY: ION_MODE POSITIVE 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 //