ACCESSION: MSBNK-NaToxAq-NA002772
RECORD_TITLE: Protopin; LC-ESI-ITFT; MS2; CE: 50%; 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 50% (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-0931000000-6bb5a4d635ff6f9a4054
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
91.0542 C7H7+ 1 91.0542 -0.1
107.0492 C7H7O+ 1 107.0491 0.16
109.0647 C7H9O+ 1 109.0648 -1.23
119.0492 C8H7O+ 1 119.0491 0.51
135.0441 C8H7O2+ 1 135.0441 0.47
147.0441 C9H7O2+ 1 147.0441 0.54
149.0597 C9H9O2+ 1 149.0597 0.01
159.0445 C10H7O2+ 1 159.0441 2.51
160.0757 C10H10NO+ 1 160.0757 -0.02
161.0597 C10H9O2+ 1 161.0597 -0.09
163.0391 C9H7O3+ 1 163.039 0.61
165.0547 C9H9O3+ 1 165.0546 0.51
173.0599 C11H9O2+ 1 173.0597 1
175.039 C10H7O3+ 1 175.039 0
176.0707 C10H10NO2+ 1 176.0706 0.41
177.0545 C10H9O3+ 1 177.0546 -0.76
177.0784 C10H11NO2+ 1 177.0784 -0.28
178.0864 C10H12NO2+ 1 178.0863 0.68
187.0388 C11H7O3+ 1 187.039 -0.97
188.0706 C11H10NO2+ 1 188.0706 0.15
189.0784 C11H11NO2+ 1 189.0784 -0.01
190.0863 C11H12NO2+ 1 190.0863 0
192.1011 C11H14NO2+ 1 192.1019 -4.04
195.0805 C14H11O+ 1 195.0804 0.11
201.0792 C12H11NO2+ 1 201.0784 3.67
204.0657 C11H10NO3+ 1 204.0655 0.75
206.0812 C11H12NO3+ 1 206.0812 -0.07
207.0802 C15H11O+ 1 207.0804 -1.29
209.0594 C14H9O2+ 1 209.0597 -1.52
217.0647 C16H9O+ 1 217.0648 -0.41
223.0754 C15H11O2+ 1 223.0754 0.17
225.0909 C15H13O2+ 1 225.091 -0.51
235.0754 C16H11O2+ 1 235.0754 0.15
237.0547 C15H9O3+ 1 237.0546 0.51
237.0912 C16H13O2+ 1 237.091 0.99
245.0605 C17H9O2+ 1 245.0597 3.05
247.0754 C17H11O2+ 1 247.0754 0.2
249.0909 C17H13O2+ 1 249.091 -0.46
251.0694 C16H11O3+ 1 251.0703 -3.39
253.0859 C16H13O3+ 1 253.0859 -0.02
263.0705 C17H11O3+ 1 263.0703 0.7
265.0859 C17H13O3+ 1 265.0859 0.02
267.0653 C16H11O4+ 1 267.0652 0.3
275.0703 C18H11O3+ 1 275.0703 0.23
277.0866 C18H13O3+ 1 277.0859 2.56
278.1179 C18H16NO2+ 1 278.1176 1.27
281.0817 C17H13O4+ 1 281.0808 2.92
283.097 C17H15O4+ 1 283.0965 1.84
292.0738 C18H12O4+ 1 292.073 2.74
293.0809 C18H13O4+ 1 293.0808 0.19
295.0966 C18H15O4+ 1 295.0965 0.31
305.0809 C19H13O4+ 1 305.0808 0.07
306.1128 C19H16NO3+ 1 306.1125 1.01
307.0972 C19H15O4+ 1 307.0965 2.27
311.0914 C18H15O5+ 1 311.0914 0.05
320.0915 C19H14NO4+ 1 320.0917 -0.72
321.0997 C19H15NO4+ 1 321.0996 0.38
323.0915 C19H15O5+ 1 323.0914 0.42
334.1076 C20H16NO4+ 1 334.1074 0.61
336.1231 C20H18NO4+ 1 336.123 0.17
354.1338 C20H20NO5+ 1 354.1336 0.45
PK$NUM_PEAK: 61
PK$PEAK: m/z int. rel.int.
91.0542 4652.8 12
107.0492 6494.1 17
109.0647 1686.5 4
119.0492 7366.6 20
135.0441 24725.6 68
147.0441 5604.8 15
149.0597 161228.9 446
159.0445 2168.9 6
160.0757 1295 3
161.0597 3261.1 9
163.0391 8056.5 22
165.0547 86835 240
173.0599 3009.1 8
175.039 30078 83
176.0707 9597.2 26
177.0545 5093.4 14
177.0784 14031.3 38
178.0864 16420.4 45
187.0388 4410.9 12
188.0706 322998.6 893
189.0784 361014.4 999
190.0863 16223.9 44
192.1011 3160.7 8
195.0805 16888.2 46
201.0792 1780 4
204.0657 6142.5 16
206.0812 85431.6 236
207.0802 9561 26
209.0594 1904.7 5
217.0647 4325.1 11
223.0754 11254 31
225.0909 13596.6 37
235.0754 26938.1 74
237.0547 6049.7 16
237.0912 11048.7 30
245.0605 2880.1 7
247.0754 47314 130
249.0909 2667.4 7
251.0694 1439.4 3
253.0859 9158.2 25
263.0705 10857.9 30
265.0859 35921.2 99
267.0653 21326.7 59
275.0703 76220.6 210
277.0866 2357.6 6
278.1179 7534.3 20
281.0817 2293.5 6
283.097 3024.4 8
292.0738 1206.4 3
293.0809 20984.8 58
295.0966 16326.6 45
305.0809 12565.5 34
306.1128 8801.9 24
307.0972 2911 8
311.0914 5347.6 14
320.0915 6058.2 16
321.0997 10450.8 28
323.0915 16065.3 44
334.1076 6062.7 16
336.1231 34409.3 95
354.1338 139564.9 386
//
