ACCESSION: MSBNK-NaToxAq-NA003514
RECORD_TITLE: Protopin; LC-ESI-ITFT; MS2; CE: 85%; 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 85% (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-f1b262296e35341a9a91
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
65.0387 C5H5+ 1 65.0386 1.38
77.0385 C6H5+ 1 77.0386 -0.87
79.0542 C6H7+ 1 79.0542 -0.64
81.0697 C6H9+ 1 81.0699 -2.5
89.0386 C7H5+ 1 89.0386 0.18
91.0541 C7H7+ 1 91.0542 -1.04
93.07 C7H9+ 1 93.0699 1.23
94.0412 C6H6O+ 1 94.0413 -0.72
103.0541 C8H7+ 1 103.0542 -0.85
105.0333 C7H5O+ 1 105.0335 -1.83
105.07 C8H9+ 1 105.0699 0.78
107.049 C7H7O+ 1 107.0491 -1.28
109.0647 C7H9O+ 1 109.0648 -0.89
115.0541 C9H7+ 1 115.0542 -0.95
117.0334 C8H5O+ 1 117.0335 -0.91
117.0573 C8H7N+ 1 117.0573 -0.11
117.0696 C9H9+ 1 117.0699 -2.28
118.065 C8H8N+ 1 118.0651 -0.75
119.0491 C8H7O+ 1 119.0491 -0.68
120.0807 C8H10N+ 1 120.0808 -0.9
121.0648 C8H9O+ 1 121.0648 0.42
130.065 C9H8N+ 1 130.0651 -0.72
131.0491 C9H7O+ 1 131.0491 -0.55
131.0728 C9H9N+ 1 131.073 -0.83
132.057 C9H8O+ 1 132.057 -0.08
132.0806 C9H10N+ 1 132.0808 -1.63
135.044 C8H7O2+ 1 135.0441 -0.46
137.0601 C8H9O2+ 1 137.0597 3.22
143.0492 C10H7O+ 1 143.0491 0.53
143.0727 C10H9N+ 1 143.073 -1.54
144.0806 C10H10N+ 1 144.0808 -1.01
146.0599 C9H8NO+ 1 146.06 -0.95
147.044 C9H7O2+ 1 147.0441 -0.5
148.0753 C9H10NO+ 1 148.0757 -2.91
149.0596 C9H9O2+ 1 149.0597 -0.92
152.062 C12H8+ 1 152.0621 -0.05
153.0697 C12H9+ 1 153.0699 -0.85
158.0602 C10H8NO+ 1 158.06 0.86
159.044 C10H7O2+ 1 159.0441 -0.17
159.0678 C10H9NO+ 1 159.0679 -0.69
160.0755 C10H10NO+ 1 160.0757 -1.26
161.0596 C10H9O2+ 1 161.0597 -0.84
161.0815 C7H13O4+ 1 161.0808 3.82
163.0389 C9H7O3+ 1 163.039 -0.41
165.0544 C9H9O3+ 1 165.0546 -1.07
165.0697 C13H9+ 1 165.0699 -1.24
166.0775 C13H10+ 1 166.0777 -1.05
167.0854 C13H11+ 1 167.0855 -0.96
172.0518 C11H8O2+ 1 172.0519 -0.58
172.0751 C11H10NO+ 1 172.0757 -3.36
173.0597 C11H9O2+ 1 173.0597 -0.32
174.0548 C10H8NO2+ 1 174.055 -0.74
175.0388 C10H7O3+ 1 175.039 -1.05
175.0608 C7H11O5+ 1 175.0601 4.03
176.062 C14H8+ 1 176.0621 -0.43
176.0704 C10H10NO2+ 1 176.0706 -1.17
177.0698 C14H9+ 1 177.0699 -0.69
177.0783 C10H11NO2+ 1 177.0784 -0.48
178.0775 C14H10+ 1 178.0777 -1.29
178.0865 C10H12NO2+ 1 178.0863 1.41
179.0854 C14H11+ 1 179.0855 -0.69
181.0648 C13H9O+ 1 181.0648 0.29
185.0598 C12H9O2+ 1 185.0597 0.4
187.0395 C11H7O3+ 1 187.039 2.96
188.0704 C11H10NO2+ 1 188.0706 -0.98
189.0693 C15H9+ 1 189.0699 -2.96
189.0784 C11H11NO2+ 1 189.0784 -0.42
191.0853 C15H11+ 1 191.0855 -1.34
192.0567 C14H8O+ 1 192.057 -1.53
193.0646 C14H9O+ 1 193.0648 -0.89
194.0724 C14H10O+ 1 194.0726 -0.97
195.0801 C14H11O+ 1 195.0804 -1.68
201.0699 C16H9+ 1 201.0699 0.34
204.0811 C15H10N+ 1 204.0808 1.82
205.0644 C15H9O+ 1 205.0648 -1.67
205.0881 C15H11N+ 1 205.0886 -2.66
206.0808 C11H12NO3+ 1 206.0812 -1.56
207.0802 C15H11O+ 1 207.0804 -1.37
209.0594 C14H9O2+ 1 209.0597 -1.48
217.0645 C16H9O+ 1 217.0648 -1.46
219.0802 C16H11O+ 1 219.0804 -1.04
220.0517 C15H8O2+ 1 220.0519 -0.86
220.112 C16H14N+ 1 220.1121 -0.23
221.0597 C15H9O2+ 1 221.0597 -0.1
222.0672 C15H10O2+ 1 222.0675 -1.69
223.0753 C15H11O2+ 1 223.0754 -0.11
225.0904 C15H13O2+ 1 225.091 -2.9
233.0592 C16H9O2+ 1 233.0597 -2.11
234.0674 C16H10O2+ 1 234.0675 -0.41
235.075 C16H11O2+ 1 235.0754 -1.58
237.054 C15H9O3+ 1 237.0546 -2.5
237.0906 C16H13O2+ 1 237.091 -1.51
245.0591 C17H9O2+ 1 245.0597 -2.4
246.0675 C17H10O2+ 1 246.0675 -0.28
247.075 C17H11O2+ 1 247.0754 -1.39
248.1063 C17H14NO+ 1 248.107 -2.63
250.0619 C16H10O3+ 1 250.0624 -2.06
262.0862 C17H12NO2+ 1 262.0863 -0.04
263.0699 C17H11O3+ 1 263.0703 -1.58
263.0946 C17H13NO2+ 1 263.0941 2.11
265.0858 C17H13O3+ 1 265.0859 -0.63
266.0567 C16H10O4+ 1 266.0574 -2.6
275.07 C18H11O3+ 1 275.0703 -1.11
276.1012 C18H14NO2+ 1 276.1019 -2.61
278.1169 C18H16NO2+ 1 278.1176 -2.25
292.0965 C18H14NO3+ 1 292.0968 -1.06
293.0811 C18H13O4+ 1 293.0808 1.01
320.0911 C19H14NO4+ 1 320.0917 -2
334.1076 C20H16NO4+ 1 334.1074 0.7
PK$NUM_PEAK: 109
PK$PEAK: m/z int. rel.int.
65.0387 1345.8 3
77.0385 9796.6 22
79.0542 18006.5 42
81.0697 2081.7 4
89.0386 2347.6 5
91.0541 64642.8 150
93.07 3540.1 8
94.0412 1356.1 3
103.0541 12433.3 29
105.0333 4035.1 9
105.07 1981.1 4
107.049 39719.7 92
109.0647 4226.8 9
115.0541 5517.8 12
117.0334 1766.9 4
117.0573 1878 4
117.0696 5146.2 12
118.065 8818.7 20
119.0491 41723.7 97
120.0807 3404.9 7
121.0648 2696.9 6
130.065 16796.4 39
131.0491 15140.6 35
131.0728 51756.4 120
132.057 1378.1 3
132.0806 10844.2 25
135.044 62731 146
137.0601 1541.1 3
143.0492 2929.8 6
143.0727 3697.5 8
144.0806 35660 83
146.0599 9256.6 21
147.044 56903.9 132
148.0753 3828.2 8
149.0596 133669 311
152.062 6502.4 15
153.0697 5099 11
158.0602 4410 10
159.044 15441.6 36
159.0678 77023.1 179
160.0755 48615.6 113
161.0596 6755.3 15
161.0815 4202.6 9
163.0389 40422 94
165.0544 7535.6 17
165.0697 12285.9 28
166.0775 3243.3 7
167.0854 41122 95
172.0518 1401.4 3
172.0751 958.8 2
173.0597 3616.1 8
174.0548 26593 62
175.0388 11448.8 26
175.0608 2217.6 5
176.062 2828.1 6
176.0704 6546.1 15
177.0698 24728.5 57
177.0783 7064.7 16
178.0775 18936.9 44
178.0865 3350.8 7
179.0854 76811.1 179
181.0648 3743.7 8
185.0598 1297.1 3
187.0395 1449 3
188.0704 428274 999
189.0693 120247.8 280
189.0784 158560.6 369
191.0853 18845.7 43
192.0567 2908.1 6
193.0646 4105.3 9
194.0724 1751.7 4
195.0801 29308 68
201.0699 2691.1 6
204.0811 1272.8 2
205.0644 30335.8 70
205.0881 1686.1 3
206.0808 19655.7 45
207.0802 57504.8 134
209.0594 66334.9 154
217.0645 63576.3 148
219.0802 17086.1 39
220.0517 2504.2 5
220.112 1618.7 3
221.0597 2511.3 5
222.0672 12051.3 28
223.0753 7660.3 17
225.0904 1587.7 3
233.0592 4313 10
234.0674 3139.3 7
235.075 40682.3 94
237.054 9731.3 22
237.0906 17417.4 40
245.0591 4375 10
246.0675 4239.9 9
247.075 58307.1 136
248.1063 2786.8 6
250.0619 3664.7 8
262.0862 4298.1 10
263.0699 7698.1 17
263.0946 4009.6 9
265.0858 7875 18
266.0567 2998.8 6
275.07 17499.8 40
276.1012 3628 8
278.1169 3503.3 8
292.0965 4163.9 9
293.0811 3588.8 8
320.0911 17272.6 40
334.1076 1688.8 3
//
