ACCESSION: MSBNK-NaToxAq-NA002769
RECORD_TITLE: Protopin; LC-ESI-ITFT; MS2; CE: 35%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 35% (nominal)
AC$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$SPLASH: splash10-0udi-0419000000-14c8640dbcb6a1b38a72
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  135.044 C8H7O2+ 1 135.0441 -0.21
  144.081 C10H10N+ 1 144.0808 1.44
  149.0597 C9H9O2+ 1 149.0597 -0.2
  161.0603 C10H9O2+ 1 161.0597 3.8
  165.0546 C9H9O3+ 1 165.0546 0.05
  175.0389 C10H7O3+ 1 175.039 -0.52
  176.0709 C10H10NO2+ 1 176.0706 1.88
  177.0547 C10H9O3+ 1 177.0546 0.62
  177.0782 C10H11NO2+ 1 177.0784 -1.57
  178.0863 C10H12NO2+ 1 178.0863 0.08
  188.0706 C11H10NO2+ 1 188.0706 -0.09
  189.0784 C11H11NO2+ 1 189.0784 -0.01
  190.0861 C11H12NO2+ 1 190.0863 -0.8
  192.102 C11H14NO2+ 1 192.1019 0.49
  204.0655 C11H10NO3+ 1 204.0655 0.07
  206.0811 C11H12NO3+ 1 206.0812 -0.3
  212.1284 C11H18NO3+ 1 212.1281 1.29
  223.0755 C15H11O2+ 1 223.0754 0.45
  225.0914 C15H13O2+ 1 225.091 1.86
  235.0755 C16H11O2+ 1 235.0754 0.67
  247.0757 C17H11O2+ 1 247.0754 1.56
  253.0859 C16H13O3+ 1 253.0859 -0.21
  265.0859 C17H13O3+ 1 265.0859 -0.09
  267.0647 C16H11O4+ 1 267.0652 -1.75
  275.0703 C18H11O3+ 1 275.0703 0.23
  283.0966 C17H15O4+ 1 283.0965 0.44
  293.0806 C18H13O4+ 1 293.0808 -0.64
  295.0967 C18H15O4+ 1 295.0965 0.82
  305.0808 C19H13O4+ 1 305.0808 -0.23
  306.1133 C19H16NO3+ 1 306.1125 2.7
  307.0961 C19H15O4+ 1 307.0965 -1.4
  311.091 C18H15O5+ 1 311.0914 -1.33
  321.099 C19H15NO4+ 1 321.0996 -1.61
  323.0914 C19H15O5+ 1 323.0914 -0.06
  336.1231 C20H18NO4+ 1 336.123 0.26
  354.1336 C20H20NO5+ 1 354.1336 0.11
PK$NUM_PEAK: 36
PK$PEAK: m/z int. rel.int.
  135.044 5548.8 5
  144.081 4444.9 4
  149.0597 128103 133
  161.0603 1229.6 1
  165.0546 41129.5 42
  175.0389 11639.3 12
  176.0709 2139.9 2
  177.0547 1501.7 1
  177.0782 8222.8 8
  178.0863 11186.7 11
  188.0706 174851.3 181
  189.0784 156319.9 162
  190.0861 8394.8 8
  192.102 4852.6 5
  204.0655 4517.8 4
  206.0811 46967.6 48
  212.1284 1717.1 1
  223.0755 2428.4 2
  225.0914 3832.9 3
  235.0755 2963.2 3
  247.0757 7520.9 7
  253.0859 7061.2 7
  265.0859 11066.2 11
  267.0647 5242.3 5
  275.0703 24064.5 25
  283.0966 5171.7 5
  293.0806 9542.7 9
  295.0967 8790.4 9
  305.0808 17185.8 17
  306.1133 4065 4
  307.0961 2801.5 2
  311.091 3832.6 3
  321.099 2512.1 2
  323.0914 20283.7 21
  336.1231 44632.8 46
  354.1336 960958.4 999
//