ACCESSION: MSBNK-NaToxAq-NA002773
RECORD_TITLE: Protopin; LC-ESI-ITFT; MS2; CE: 55%; R=15000; [M+H]+
DATE: 2020.02.21
AUTHORS: Tobias Schulze, Martin Krauss, Helmholtz Centre for Environmental Research GmbH - UFZ, Leipzig, Germany
LICENSE: CC0
COPYRIGHT: Copyright (C) 2020 by Helmholtz Centre for Environmental Research GmbH - UFZ, Leipzig, Germany
COMMENT: CONFIDENCE Reference Standard (Level 1)
COMMENT: INTERNAL_ID 2281

CH$NAME: Protopin
CH$NAME: Protopine
CH$NAME: 15-methyl-7,9,19,21-tetraoxa-15-azapentacyclo[15.7.0.04,12.06,10.018,22]tetracosa-1(17),4,6(10),11,18(22),23-hexaen-3-one
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₂₀H₁₉NO₅
CH$EXACT_MASS: 353.1263
CH$SMILES: CN1CCC2=CC3=C(C=C2C(=O)CC4=C(C1)C5=C(C=C4)OCO5)OCO3
CH$IUPAC: InChI=1S/C20H19NO5/c1-21-5-4-13-7-18-19(25-10-24-18)8-14(13)16(22)6-12-2-3-17-20(15(12)9-21)26-11-23-17/h2-3,7-8H,4-6,9-11H2,1H3
CH$LINK: CAS 130-86-9
CH$LINK: CHEBI 16415
CH$LINK: KEGG C05189
CH$LINK: PUBCHEM CID:4970
CH$LINK: INCHIKEY GPTFURBXHJWNHR-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER 4799
CH$LINK: COMPTOX DTXSID90156282

AC$INSTRUMENT: LTQ Orbitrap XL Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-ITFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 55% (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 15000
AC$CHROMATOGRAPHY: COLUMN_NAME Kinetex Evo C18 2.6 um 50x2.1 mm, Phenomenex
AC$CHROMATOGRAPHY: FLOW_GRADIENT 95/5 at 0 min, 95/5 at 1 min, 0/100 at 13 min, 0/100 at 24 min, 95/5 at 24.3 min, 95/5/0 at 32 min
AC$CHROMATOGRAPHY: FLOW_RATE 300 uL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 6.747 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 354.1337
MS$FOCUSED_ION: PRECURSOR_M/Z 354.1336
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 2.14.1

PK$SPLASH: splash10-000i-0931000000-33764eafc19f57e921a8
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  91.0543 C7H7+ 1 91.0542 0.48
  107.0492 C7H7O+ 1 107.0491 0.8
  109.0652 C7H9O+ 1 109.0648 3.38
  119.0492 C8H7O+ 1 119.0491 0.76
  135.0441 C8H7O2+ 1 135.0441 0.7
  147.0441 C9H7O2+ 1 147.0441 0.34
  149.0598 C9H9O2+ 1 149.0597 0.31
  159.0442 C10H7O2+ 1 159.0441 0.69
  160.0755 C10H10NO+ 1 160.0757 -0.88
  161.0601 C10H9O2+ 1 161.0597 2.28
  163.0391 C9H7O3+ 1 163.039 0.71
  165.0547 C9H9O3+ 1 165.0546 0.7
  173.0602 C11H9O2+ 1 173.0597 2.94
  175.039 C10H7O3+ 1 175.039 0.35
  176.0708 C10H10NO2+ 1 176.0706 1.27
  177.0546 C10H9O3+ 1 177.0546 -0.07
  177.0786 C10H11NO2+ 1 177.0784 0.93
  178.0864 C10H12NO2+ 1 178.0863 0.76
  187.0391 C11H7O3+ 1 187.039 0.91
  188.0707 C11H10NO2+ 1 188.0706 0.47
  189.0785 C11H11NO2+ 1 189.0784 0.24
  190.0864 C11H12NO2+ 1 190.0863 0.56
  192.1024 C11H14NO2+ 1 192.1019 2.47
  195.0805 C14H11O+ 1 195.0804 0.34
  201.0784 C12H11NO2+ 1 201.0784 -0.05
  202.0859 C12H12NO2+ 1 202.0863 -1.78
  204.0653 C11H10NO3+ 1 204.0655 -1.27
  206.0812 C11H12NO3+ 1 206.0812 0.3
  207.0805 C15H11O+ 1 207.0804 0.19
  209.0597 C14H9O2+ 1 209.0597 -0.21
  217.0649 C16H9O+ 1 217.0648 0.72
  223.0754 C15H11O2+ 1 223.0754 0.24
  225.0912 C15H13O2+ 1 225.091 0.64
  235.0754 C16H11O2+ 1 235.0754 0.02
  237.0545 C15H9O3+ 1 237.0546 -0.58
  237.091 C16H13O2+ 1 237.091 0.15
  245.0595 C17H9O2+ 1 245.0597 -0.75
  247.0755 C17H11O2+ 1 247.0754 0.38
  249.0908 C17H13O2+ 1 249.091 -1.01
  251.0701 C16H11O3+ 1 251.0703 -0.65
  253.0864 C16H13O3+ 1 253.0859 1.9
  263.0705 C17H11O3+ 1 263.0703 0.7
  265.086 C17H13O3+ 1 265.0859 0.25
  267.0653 C16H11O4+ 1 267.0652 0.53
  275.0704 C18H11O3+ 1 275.0703 0.45
  277.0859 C18H13O3+ 1 277.0859 -0.2
  278.1179 C18H16NO2+ 1 278.1176 1.17
  281.0809 C17H13O4+ 1 281.0808 0.31
  283.097 C17H15O4+ 1 283.0965 1.73
  292.073 C18H12O4+ 1 292.073 -0.08
  293.081 C18H13O4+ 1 293.0808 0.4
  295.0966 C18H15O4+ 1 295.0965 0.51
  305.081 C19H13O4+ 1 305.0808 0.67
  306.1129 C19H16NO3+ 1 306.1125 1.51
  307.0958 C19H15O4+ 1 307.0965 -2.3
  311.0918 C18H15O5+ 1 311.0914 1.13
  320.0919 C19H14NO4+ 1 320.0917 0.43
  321.0995 C19H15NO4+ 1 321.0996 -0.09
  323.0915 C19H15O5+ 1 323.0914 0.32
  334.1075 C20H16NO4+ 1 334.1074 0.34
  336.1233 C20H18NO4+ 1 336.123 0.9
  354.1339 C20H20NO5+ 1 354.1336 0.8
PK$NUM_PEAK: 62
PK$PEAK: m/z int. rel.int.
  91.0543 5642.5 16
  107.0492 11535.4 32
  109.0652 1678.1 4
  119.0492 12138.4 34
  135.0441 27511.7 78
  147.0441 9197.6 26
  149.0598 135678.8 387
  159.0442 3448.8 9
  160.0755 2668.3 7
  161.0601 3793.3 10
  163.0391 12177.3 34
  165.0547 69547.3 198
  173.0602 2950.9 8
  175.039 26522.9 75
  176.0708 8648 24
  177.0546 3288.4 9
  177.0786 12117 34
  178.0864 11986.8 34
  187.0391 3711.6 10
  188.0707 310993.2 888
  189.0785 349825.8 999
  190.0864 12381.5 35
  192.1024 1946.9 5
  195.0805 26941 76
  201.0784 1267.9 3
  202.0859 1167.9 3
  204.0653 3752 10
  206.0812 73402.7 209
  207.0805 15128.2 43
  209.0597 3861.9 11
  217.0649 9016.3 25
  223.0754 11120.2 31
  225.0912 11789.5 33
  235.0754 35310.7 100
  237.0545 10218.6 29
  237.091 15419 44
  245.0595 4455.6 12
  247.0755 56548 161
  249.0908 4942.8 14
  251.0701 1676.7 4
  253.0864 6029.6 17
  263.0705 12519.2 35
  265.086 33132 94
  267.0653 20398.9 58
  275.0704 67412.7 192
  277.0859 2553.7 7
  278.1179 8323.4 23
  281.0809 1848.2 5
  283.097 1529.6 4
  292.073 1265.5 3
  293.081 16817.5 48
  295.0966 12007.6 34
  305.081 7202.6 20
  306.1129 6310.8 18
  307.0958 1874.3 5
  311.0918 3786.8 10
  320.0919 9083.4 25
  321.0995 9278 26
  323.0915 8506.6 24
  334.1075 7780 22
  336.1233 22526.4 64
  354.1339 50283.6 143
//