ACCESSION: MSBNK-NaToxAq-NA002771
RECORD_TITLE: Protopin; LC-ESI-ITFT; MS2; CE: 45%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 45% (nominal)
AC$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$SPLASH: splash10-000i-0923000000-9cdb7b46037180f58329
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  91.0542 C7H7+ 1 91.0542 -0.44
  107.0493 C7H7O+ 1 107.0491 1.45
  119.0492 C8H7O+ 1 119.0491 0.63
  135.0441 C8H7O2+ 1 135.0441 0.47
  144.0811 C10H10N+ 1 144.0808 1.97
  147.0441 C9H7O2+ 1 147.0441 0.54
  149.0598 C9H9O2+ 1 149.0597 0.52
  161.0598 C10H9O2+ 1 161.0597 0.58
  163.039 C9H7O3+ 1 163.039 0.24
  165.0548 C9H9O3+ 1 165.0546 0.97
  173.0599 C11H9O2+ 1 173.0597 1
  175.0392 C10H7O3+ 1 175.039 1.05
  176.0706 C10H10NO2+ 1 176.0706 0.15
  177.0546 C10H9O3+ 1 177.0546 0.1
  177.0785 C10H11NO2+ 1 177.0784 0.67
  178.0865 C10H12NO2+ 1 178.0863 1.45
  187.039 C11H7O3+ 1 187.039 0.42
  188.0707 C11H10NO2+ 1 188.0706 0.72
  189.0785 C11H11NO2+ 1 189.0784 0.56
  190.0865 C11H12NO2+ 1 190.0863 1.2
  192.1019 C11H14NO2+ 1 192.1019 0.17
  195.0807 C14H11O+ 1 195.0804 1.12
  204.0657 C11H10NO3+ 1 204.0655 0.9
  206.0813 C11H12NO3+ 1 206.0812 0.67
  223.0756 C15H11O2+ 1 223.0754 1.27
  225.0911 C15H13O2+ 1 225.091 0.44
  235.0756 C16H11O2+ 1 235.0754 0.93
  237.0549 C15H9O3+ 1 237.0546 1.03
  237.091 C16H13O2+ 1 237.091 -0.04
  247.0755 C17H11O2+ 1 247.0754 0.57
  253.0861 C16H13O3+ 1 253.0859 0.7
  263.0712 C17H11O3+ 1 263.0703 3.6
  265.0861 C17H13O3+ 1 265.0859 0.71
  267.0653 C16H11O4+ 1 267.0652 0.3
  275.0705 C18H11O3+ 1 275.0703 0.78
  277.0853 C18H13O3+ 1 277.0859 -2.4
  278.1177 C18H16NO2+ 1 278.1176 0.62
  281.0818 C17H13O4+ 1 281.0808 3.35
  283.0964 C17H15O4+ 1 283.0965 -0.21
  293.0811 C18H13O4+ 1 293.0808 0.92
  295.0968 C18H15O4+ 1 295.0965 1.13
  305.0809 C19H13O4+ 1 305.0808 0.27
  306.1128 C19H16NO3+ 1 306.1125 1.21
  307.0967 C19H15O4+ 1 307.0965 0.78
  311.092 C18H15O5+ 1 311.0914 2.01
  320.091 C19H14NO4+ 1 320.0917 -2.34
  321.1 C19H15NO4+ 1 321.0996 1.24
  323.0915 C19H15O5+ 1 323.0914 0.32
  334.1081 C20H16NO4+ 1 334.1074 2.26
  336.1234 C20H18NO4+ 1 336.123 0.99
  354.1339 C20H20NO5+ 1 354.1336 0.97
PK$NUM_PEAK: 51
PK$PEAK: m/z int. rel.int.
  91.0542 2261.3 6
  107.0493 3059.6 8
  119.0492 5114.5 14
  135.0441 20555.8 58
  144.0811 3492.9 9
  147.0441 2903.5 8
  149.0598 180106.9 511
  161.0598 4730.8 13
  163.039 4839.1 13
  165.0548 91172.6 258
  173.0599 1662.9 4
  175.0392 24529.4 69
  176.0706 6082.5 17
  177.0546 4521.6 12
  177.0785 15587.2 44
  178.0865 16663.9 47
  187.039 2727.2 7
  188.0707 305028.8 866
  189.0785 351703.6 999
  190.0865 16994.8 48
  192.1019 5367.9 15
  195.0807 12501.9 35
  204.0657 7079.5 20
  206.0813 81764.4 232
  223.0756 8029.2 22
  225.0911 12543.3 35
  235.0756 17099.8 48
  237.0549 3956.9 11
  237.091 6076 17
  247.0755 29023.5 82
  253.0861 10484.3 29
  263.0712 5912.5 16
  265.0861 29550.6 83
  267.0653 19464.5 55
  275.0705 65946 187
  277.0853 2438.4 6
  278.1177 6192.5 17
  281.0818 1649.7 4
  283.0964 5952.3 16
  293.0811 20357.4 57
  295.0968 16177.1 45
  305.0809 18050.9 51
  306.1128 6898.7 19
  307.0967 4028.1 11
  311.092 5755.6 16
  320.091 3404.7 9
  321.1 8581.3 24
  323.0915 26858.1 76
  334.1081 4369.4 12
  336.1234 52332.5 148
  354.1339 312046.4 886
//