ACCESSION: MSBNK-NaToxAq-NA003515
RECORD_TITLE: Protopin; LC-ESI-ITFT; MS2; CE: 90%; 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 90% (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$CHROMATOGRAPHY: RETENTION_TIME 6.681 min
AC$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-0920000000-1d1119edda0160ddd66f
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
65.0385 C5H5+ 1 65.0386 -0.85
77.0385 C6H5+ 1 77.0386 -0.58
79.0542 C6H7+ 1 79.0542 -0.64
89.0386 C7H5+ 1 89.0386 -0.25
91.0541 C7H7+ 1 91.0542 -0.96
93.0698 C7H9+ 1 93.0699 -0.73
95.049 C6H7O+ 1 95.0491 -1.68
103.0542 C8H7+ 1 103.0542 -0.62
105.0333 C7H5O+ 1 105.0335 -1.39
107.049 C7H7O+ 1 107.0491 -0.92
109.0645 C7H9O+ 1 109.0648 -2.92
115.0542 C9H7+ 1 115.0542 -0.55
117.0334 C8H5O+ 1 117.0335 -0.91
117.0575 C8H7N+ 1 117.0573 1.78
117.0698 C9H9+ 1 117.0699 -0.33
118.0649 C8H8N+ 1 118.0651 -1.52
119.049 C8H7O+ 1 119.0491 -0.81
120.0807 C8H10N+ 1 120.0808 -0.59
121.0648 C8H9O+ 1 121.0648 -0.33
130.065 C9H8N+ 1 130.0651 -1.19
131.049 C9H7O+ 1 131.0491 -1.37
131.0728 C9H9N+ 1 131.073 -0.83
132.0806 C9H10N+ 1 132.0808 -1.05
135.044 C8H7O2+ 1 135.0441 -0.69
137.0598 C8H9O2+ 1 137.0597 0.33
143.0486 C10H7O+ 1 143.0491 -3.63
143.0727 C10H9N+ 1 143.073 -1.54
144.0806 C10H10N+ 1 144.0808 -1.01
146.0599 C9H8NO+ 1 146.06 -0.64
147.044 C9H7O2+ 1 147.0441 -0.6
148.0754 C9H10NO+ 1 148.0757 -2.29
149.0596 C9H9O2+ 1 149.0597 -0.92
151.0542 C12H7+ 1 151.0542 0.06
152.0619 C12H8+ 1 152.0621 -0.75
153.0696 C12H9+ 1 153.0699 -1.65
158.0599 C10H8NO+ 1 158.06 -0.59
159.0439 C10H7O2+ 1 159.0441 -1.04
159.0678 C10H9NO+ 1 159.0679 -0.69
160.0755 C10H10NO+ 1 160.0757 -1.07
161.0597 C10H9O2+ 1 161.0597 0.1
161.081 C7H13O4+ 1 161.0808 0.79
163.0388 C9H7O3+ 1 163.039 -1.07
164.0624 C13H8+ 1 164.0621 2.29
165.0543 C9H9O3+ 1 165.0546 -2.09
165.0698 C13H9+ 1 165.0699 -0.59
166.0775 C13H10+ 1 166.0777 -1.24
167.0854 C13H11+ 1 167.0855 -0.96
172.0521 C11H8O2+ 1 172.0519 1.46
173.0593 C11H9O2+ 1 173.0597 -2.17
174.0549 C10H8NO2+ 1 174.055 -0.48
175.0388 C10H7O3+ 1 175.039 -0.79
176.0618 C14H8+ 1 176.0621 -1.29
176.0704 C10H10NO2+ 1 176.0706 -1.43
177.0697 C14H9+ 1 177.0699 -1.12
177.0784 C10H11NO2+ 1 177.0784 0.04
178.0775 C14H10+ 1 178.0777 -1.12
178.0864 C10H12NO2+ 1 178.0863 0.89
179.0854 C14H11+ 1 179.0855 -0.77
181.0647 C13H9O+ 1 181.0648 -0.64
185.0597 C12H9O2+ 1 185.0597 -0.1
186.0548 C11H8NO2+ 1 186.055 -0.66
187.0383 C11H7O3+ 1 187.039 -3.32
187.0632 C11H9NO2+ 1 187.0628 2.12
188.0704 C11H10NO2+ 1 188.0706 -0.98
189.0694 C15H9+ 1 189.0699 -2.71
189.0784 C11H11NO2+ 1 189.0784 -0.09
191.0853 C15H11+ 1 191.0855 -1.42
192.0567 C14H8O+ 1 192.057 -1.29
193.0647 C14H9O+ 1 193.0648 -0.34
194.0732 C14H10O+ 1 194.0726 2.8
195.0801 C14H11O+ 1 195.0804 -1.52
201.0694 C16H9+ 1 201.0699 -2.32
202.0778 C16H10+ 1 202.0777 0.7
204.0812 C15H10N+ 1 204.0808 2.27
205.0645 C15H9O+ 1 205.0648 -1.44
206.0805 C11H12NO3+ 1 206.0812 -3.41
207.0802 C15H11O+ 1 207.0804 -1.08
209.0594 C14H9O2+ 1 209.0597 -1.55
217.0645 C16H9O+ 1 217.0648 -1.18
219.0802 C16H11O+ 1 219.0804 -0.9
220.0524 C15H8O2+ 1 220.0519 2.54
221.0595 C15H9O2+ 1 221.0597 -0.86
222.0672 C15H10O2+ 1 222.0675 -1.28
223.0757 C15H11O2+ 1 223.0754 1.39
225.0911 C15H13O2+ 1 225.091 0.56
233.0599 C16H9O2+ 1 233.0597 0.63
233.0841 C16H11NO+ 1 233.0835 2.44
234.0677 C16H10O2+ 1 234.0675 0.76
234.0915 C16H12NO+ 1 234.0913 0.87
235.0751 C16H11O2+ 1 235.0754 -1.26
237.0538 C15H9O3+ 1 237.0546 -3.34
237.0908 C16H13O2+ 1 237.091 -0.86
245.0592 C17H9O2+ 1 245.0597 -2.03
246.0671 C17H10O2+ 1 246.0675 -1.58
247.0751 C17H11O2+ 1 247.0754 -1.08
248.1074 C17H14NO+ 1 248.107 1.61
249.055 C16H9O3+ 1 249.0546 1.72
250.0626 C16H10O3+ 1 250.0624 0.68
262.0858 C17H12NO2+ 1 262.0863 -1.67
263.07 C17H11O3+ 1 263.0703 -0.88
263.0942 C17H13NO2+ 1 263.0941 0.49
265.0863 C17H13O3+ 1 265.0859 1.55
266.0564 C16H10O4+ 1 266.0574 -3.63
275.0699 C18H11O3+ 1 275.0703 -1.44
276.102 C18H14NO2+ 1 276.1019 0.37
278.1168 C18H16NO2+ 1 278.1176 -2.8
290.0806 C18H12NO3+ 1 290.0812 -1.92
292.0967 C18H14NO3+ 1 292.0968 -0.33
293.0809 C18H13O4+ 1 293.0808 0.17
304.0969 C19H14NO3+ 1 304.0968 0.3
318.0766 C19H12NO4+ 1 318.0761 1.7
320.0912 C19H14NO4+ 1 320.0917 -1.62
334.1064 C20H16NO4+ 1 334.1074 -2.86
PK$NUM_PEAK: 113
PK$PEAK: m/z int. rel.int.
65.0385 1806.4 4
77.0385 11784.9 28
79.0542 25072.1 60
89.0386 4681.3 11
91.0541 83156.5 200
93.0698 6955.6 16
95.049 1590.7 3
103.0542 18498.9 44
105.0333 4801.9 11
107.049 41096.5 99
109.0645 3533.4 8
115.0542 7802.6 18
117.0334 4209.5 10
117.0575 1577.9 3
117.0698 5976.1 14
118.0649 11064.4 26
119.049 48444.5 116
120.0807 4901.6 11
121.0648 3045.1 7
130.065 27981.4 67
131.049 17678 42
131.0728 68659.5 165
132.0806 11900.3 28
135.044 66058.9 159
137.0598 1424.3 3
143.0486 2174.2 5
143.0727 3305.8 7
144.0806 25213.6 60
146.0599 8430.1 20
147.044 63910.3 154
148.0754 5333.2 12
149.0596 111390.3 268
151.0542 2959 7
152.0619 11794.1 28
153.0696 5821.5 14
158.0599 6387.6 15
159.0439 14749.3 35
159.0678 75878.6 182
160.0755 59066 142
161.0597 7421.3 17
161.081 4870.2 11
163.0388 32616.6 78
164.0624 1589.1 3
165.0543 4450.7 10
165.0698 20320.3 48
166.0775 6272.9 15
167.0854 42046.7 101
172.0521 1385.3 3
173.0593 3635.7 8
174.0549 31031.8 74
175.0388 8226.6 19
176.0618 4497.2 10
176.0704 3550 8
177.0697 32551.7 78
177.0784 4918.9 11
178.0775 37700.4 90
178.0864 1946.6 4
179.0854 79596.4 191
181.0647 4826.4 11
185.0597 1737.1 4
186.0548 1636 3
187.0383 1998 4
187.0632 1674.5 4
188.0704 414319.8 999
189.0694 144376.2 348
189.0784 110430.7 266
191.0853 18899.1 45
192.0567 3130 7
193.0647 4350.5 10
194.0732 2579.7 6
195.0801 21726 52
201.0694 2902 6
202.0778 2752.9 6
204.0812 1377.5 3
205.0645 31532.1 76
206.0805 12298.1 29
207.0802 49592.7 119
209.0594 65430.4 157
217.0645 57262.7 138
219.0802 13974.1 33
220.0524 1609.4 3
221.0595 2659.9 6
222.0672 14568.9 35
223.0757 4768.6 11
225.0911 1236 2
233.0599 4196.9 10
233.0841 2134.3 5
234.0677 3072.2 7
234.0915 1694.8 4
235.0751 30226.9 72
237.0538 6776.9 16
237.0908 10089.9 24
245.0592 3127.4 7
246.0671 5848 14
247.0751 39893.6 96
248.1074 2653 6
249.055 1996.8 4
250.0626 2598.6 6
262.0858 6314.1 15
263.07 6000.4 14
263.0942 3560.5 8
265.0863 4023.3 9
266.0564 3296 7
275.0699 11009.4 26
276.102 3251.5 7
278.1168 1948.5 4
290.0806 5414.8 13
292.0967 3741.6 9
293.0809 2645.6 6
304.0969 1867.2 4
318.0766 1646.5 3
320.0912 14304.9 34
334.1064 2073.8 5
//
