ACCESSION: MSBNK-NaToxAq-NA002770
RECORD_TITLE: Protopin; LC-ESI-ITFT; MS2; CE: 40%; 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 40% (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: splash10-0udr-0927000000-fa36b3e34cff829804e4
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
91.0543 C7H7+ 1 91.0542 1.15
107.0491 C7H7O+ 1 107.0491 -0.48
119.0488 C8H7O+ 1 119.0491 -3.08
135.0441 C8H7O2+ 1 135.0441 0.7
144.0807 C10H10N+ 1 144.0808 -0.47
147.0443 C9H7O2+ 1 147.0441 1.48
149.0597 C9H9O2+ 1 149.0597 -0.1
161.0596 C10H9O2+ 1 161.0597 -0.56
163.0389 C9H7O3+ 1 163.039 -0.23
165.0546 C9H9O3+ 1 165.0546 0.14
175.039 C10H7O3+ 1 175.039 0.35
176.0708 C10H10NO2+ 1 176.0706 1.1
177.0546 C10H9O3+ 1 177.0546 0.02
177.0785 C10H11NO2+ 1 177.0784 0.24
178.0863 C10H12NO2+ 1 178.0863 0.25
187.0389 C11H7O3+ 1 187.039 -0.64
188.0706 C11H10NO2+ 1 188.0706 -0.09
189.0784 C11H11NO2+ 1 189.0784 -0.09
190.0865 C11H12NO2+ 1 190.0863 1.04
192.1018 C11H14NO2+ 1 192.1019 -0.55
195.0804 C14H11O+ 1 195.0804 -0.05
202.087 C12H12NO2+ 1 202.0863 3.65
204.0655 C11H10NO3+ 1 204.0655 0.07
206.0811 C11H12NO3+ 1 206.0812 -0.3
212.1277 C11H18NO3+ 1 212.1281 -2.09
223.0754 C15H11O2+ 1 223.0754 0.24
225.0911 C15H13O2+ 1 225.091 0.57
235.0753 C16H11O2+ 1 235.0754 -0.37
237.055 C15H9O3+ 1 237.0546 1.41
237.0905 C16H13O2+ 1 237.091 -2.1
247.0753 C17H11O2+ 1 247.0754 -0.23
249.0919 C17H13O2+ 1 249.091 3.58
251.0699 C16H11O3+ 1 251.0703 -1.62
253.0861 C16H13O3+ 1 253.0859 0.52
263.0707 C17H11O3+ 1 263.0703 1.63
265.0859 C17H13O3+ 1 265.0859 -0.21
267.0652 C16H11O4+ 1 267.0652 0.07
275.0703 C18H11O3+ 1 275.0703 0
277.0855 C18H13O3+ 1 277.0859 -1.41
278.1173 C18H16NO2+ 1 278.1176 -0.92
281.0812 C17H13O4+ 1 281.0808 1.4
283.0963 C17H15O4+ 1 283.0965 -0.53
293.0808 C18H13O4+ 1 293.0808 -0.12
295.0964 C18H15O4+ 1 295.0965 -0.21
305.0807 C19H13O4+ 1 305.0808 -0.33
306.1121 C19H16NO3+ 1 306.1125 -1.19
307.0965 C19H15O4+ 1 307.0965 0.19
311.0914 C18H15O5+ 1 311.0914 0.05
321.1003 C19H15NO4+ 1 321.0996 2.29
323.0915 C19H15O5+ 1 323.0914 0.23
336.123 C20H18NO4+ 1 336.123 -0.01
354.1336 C20H20NO5+ 1 354.1336 0.11
PK$NUM_PEAK: 52
PK$PEAK: m/z int. rel.int.
91.0543 1544.2 2
107.0491 1323.3 2
119.0488 2490.6 3
135.0441 13088.8 21
144.0807 5453.2 8
147.0443 1099.1 1
149.0597 173462 278
161.0596 2118.7 3
163.0389 3018.5 4
165.0546 73125.8 117
175.039 18051.8 28
176.0708 4039.9 6
177.0546 3791.6 6
177.0785 15020.7 24
178.0863 12913.2 20
187.0389 2586.2 4
188.0706 258882.2 415
189.0784 276007.3 443
190.0865 13033.5 20
192.1018 6113.3 9
195.0804 5876.1 9
202.087 1079 1
204.0655 7548.4 12
206.0811 73299.5 117
212.1277 2684.1 4
223.0754 5387.9 8
225.0911 9895.4 15
235.0753 6421.4 10
237.055 1290.3 2
237.0905 2469.9 3
247.0753 18628.2 29
249.0919 1841.4 2
251.0699 1442.2 2
253.0861 10371.6 16
263.0707 1946.8 3
265.0859 19898.9 31
267.0652 14866.9 23
275.0703 46155 74
277.0855 1266.1 2
278.1173 3592.5 5
281.0812 1454.9 2
283.0963 8033.8 12
293.0808 17089.5 27
295.0964 12782.8 20
305.0807 19441 31
306.1121 5920.8 9
307.0965 3346.2 5
311.0914 5346.1 8
321.1003 5276.4 8
323.0915 25548.4 41
336.123 58951 94
354.1336 622226.6 999
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