ACCESSION: MSBNK-NaToxAq-NA003149
RECORD_TITLE: Protopin; LC-ESI-ITFT; MS2; CE: 60%; R=15000; [M+H]+
DATE: 2020.02.22
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 60% (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$CHROMATOGRAPHY: RETENTION_TIME 6.714 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 354.1335
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-0930000000-b12146784f2b0b8d5ea2
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
79.0542 C6H7+ 1 79.0542 -0.46
91.0542 C7H7+ 1 91.0542 -0.3
107.0491 C7H7O+ 1 107.0491 -0.42
109.0647 C7H9O+ 1 109.0648 -1.17
115.0546 C9H7+ 1 115.0542 3.24
117.0696 C9H9+ 1 117.0699 -2.66
118.065 C8H8N+ 1 118.0651 -0.79
119.0491 C8H7O+ 1 119.0491 -0.02
131.049 C9H7O+ 1 131.0491 -0.79
131.0731 C9H9N+ 1 131.073 1.37
132.0808 C9H10N+ 1 132.0808 -0.02
135.044 C8H7O2+ 1 135.0441 -0.14
137.0601 C8H9O2+ 1 137.0597 2.53
144.0807 C10H10N+ 1 144.0808 -0.19
146.0599 C9H8NO+ 1 146.06 -0.77
147.044 C9H7O2+ 1 147.0441 -0.11
149.0597 C9H9O2+ 1 149.0597 -0.23
159.0442 C10H7O2+ 1 159.0441 0.67
159.0678 C10H9NO+ 1 159.0679 -0.13
160.0756 C10H10NO+ 1 160.0757 -0.33
161.0598 C10H9O2+ 1 161.0597 0.56
163.0389 C9H7O3+ 1 163.039 -0.24
165.0546 C9H9O3+ 1 165.0546 0.04
167.0855 C13H11+ 1 167.0855 -0.04
173.0597 C11H9O2+ 1 173.0597 -0.28
174.0546 C10H8NO2+ 1 174.055 -2.19
175.0389 C10H7O3+ 1 175.039 -0.13
176.0705 C10H10NO2+ 1 176.0706 -0.51
177.0546 C10H9O3+ 1 177.0546 -0.21
177.0784 C10H11NO2+ 1 177.0784 0.1
178.0863 C10H12NO2+ 1 178.0863 0.19
179.0855 C14H11+ 1 179.0855 -0.18
181.0649 C13H9O+ 1 181.0648 0.47
187.039 C11H7O3+ 1 187.039 0.17
188.0706 C11H10NO2+ 1 188.0706 -0.1
189.0784 C11H11NO2+ 1 189.0784 -0.09
191.0853 C15H11+ 1 191.0855 -0.99
195.0803 C14H11O+ 1 195.0804 -0.53
201.0789 C12H11NO2+ 1 201.0784 2.42
204.0656 C11H10NO3+ 1 204.0655 0.18
205.0644 C15H9O+ 1 205.0648 -1.79
206.0811 C11H12NO3+ 1 206.0812 -0.42
207.0798 C15H11O+ 1 207.0804 -2.96
209.0596 C14H9O2+ 1 209.0597 -0.56
212.1278 C11H18NO3+ 1 212.1281 -1.65
217.0647 C16H9O+ 1 217.0648 -0.19
219.0804 C16H11O+ 1 219.0804 -0.34
222.067 C15H10O2+ 1 222.0675 -2.29
223.0754 C15H11O2+ 1 223.0754 0.25
225.0909 C15H13O2+ 1 225.091 -0.64
233.0596 C16H9O2+ 1 233.0597 -0.37
235.0752 C16H11O2+ 1 235.0754 -0.62
237.0546 C15H9O3+ 1 237.0546 -0.19
237.0907 C16H13O2+ 1 237.091 -1.12
245.0596 C17H9O2+ 1 245.0597 -0.36
247.0753 C17H11O2+ 1 247.0754 -0.27
248.1072 C17H14NO+ 1 248.107 0.76
249.091 C17H13O2+ 1 249.091 0.17
251.0708 C16H11O3+ 1 251.0703 2.05
253.0859 C16H13O3+ 1 253.0859 -0.06
263.0703 C17H11O3+ 1 263.0703 0.19
265.0858 C17H13O3+ 1 265.0859 -0.37
266.0574 C16H10O4+ 1 266.0574 -0.04
267.0653 C16H11O4+ 1 267.0652 0.37
275.0703 C18H11O3+ 1 275.0703 -0.05
277.0859 C18H13O3+ 1 277.0859 0.08
278.1175 C18H16NO2+ 1 278.1176 -0.32
279.0651 C17H11O4+ 1 279.0652 -0.42
280.0723 C17H12O4+ 1 280.073 -2.54
292.0731 C18H12O4+ 1 292.073 0.38
293.0808 C18H13O4+ 1 293.0808 -0.08
295.0965 C18H15O4+ 1 295.0965 0.04
304.097 C19H14NO3+ 1 304.0968 0.53
305.0808 C19H13O4+ 1 305.0808 0.01
306.1127 C19H16NO3+ 1 306.1125 0.65
311.0913 C18H15O5+ 1 311.0914 -0.31
320.0915 C19H14NO4+ 1 320.0917 -0.78
321.0997 C19H15NO4+ 1 321.0996 0.51
323.0915 C19H15O5+ 1 323.0914 0.17
334.1074 C20H16NO4+ 1 334.1074 0.09
336.1232 C20H18NO4+ 1 336.123 0.47
354.1336 C20H20NO5+ 1 354.1336 -0.08
PK$NUM_PEAK: 82
PK$PEAK: m/z int. rel.int.
79.0542 3546 7
91.0542 18625.1 39
107.0491 21581.7 46
109.0647 4686.3 9
115.0546 1215.7 2
117.0696 971 2
118.065 1081.5 2
119.0491 23065.5 49
131.049 4692.4 10
131.0731 1897.8 4
132.0808 3198.5 6
135.044 54767.4 116
137.0601 2121.2 4
144.0807 30902.5 65
146.0599 3509.4 7
147.044 21557.8 45
149.0597 187103.2 399
159.0442 7672.2 16
159.0678 13057.1 27
160.0756 7339 15
161.0598 7748.3 16
163.0389 23855.3 50
165.0546 78677.1 167
167.0855 8649.4 18
173.0597 7317.7 15
174.0546 2829.2 6
175.0389 37406.1 79
176.0705 12638.8 26
177.0546 3716.4 7
177.0784 18719 39
178.0863 12959.2 27
179.0855 7551.4 16
181.0649 1537.6 3
187.039 5634.1 12
188.0706 468439.8 999
189.0784 452948.6 965
191.0853 1420.9 3
195.0803 46064.6 98
201.0789 2356.3 5
204.0656 4965.9 10
205.0644 5194.2 11
206.0811 96886.6 206
207.0798 31488.7 67
209.0596 16823 35
212.1278 2633.8 5
217.0647 23428.5 49
219.0804 7310.5 15
222.067 1504 3
223.0754 17863.9 38
225.0909 13695 29
233.0596 3788.5 8
235.0752 64067.1 136
237.0546 18470.6 39
237.0907 28097.1 59
245.0596 9244.6 19
247.0753 100518.6 214
248.1072 1372.6 2
249.091 7798.6 16
251.0708 3844.9 8
253.0859 7305.9 15
263.0703 20483.4 43
265.0858 42535.7 90
266.0574 2850.5 6
267.0653 24817.6 52
275.0703 91767.9 195
277.0859 5124.6 10
278.1175 11857.1 25
279.0651 2063.1 4
280.0723 1475.5 3
292.0731 2837.7 6
293.0808 19530.8 41
295.0965 10571.7 22
304.097 1612 3
305.0808 6785.9 14
306.1127 7441.4 15
311.0913 2432.8 5
320.0915 17041.9 36
321.0997 10364.5 22
323.0915 6890.7 14
334.1074 9279.5 19
336.1232 14437 30
354.1336 25561.3 54
//
