ACCESSION: MSBNK-NaToxAq-NA003060
RECORD_TITLE: Erucifoline N-oxide; LC-ESI-ITFT; MS2; CE: 65%; 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 2256
CH$NAME: Erucifoline N-oxide
CH$NAME: (5R,7S,9Z,12R,18R)-9-ethylidene-7-(hydroxymethyl)-5-methyl-15-oxido-3,6,11-trioxa-15-azoniatetracyclo[10.5.1.05,7.015,18]octadec-1(17)-ene-4,10-dione
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C18H23NO7
CH$EXACT_MASS: 365.1475
CH$SMILES: C/C=C\1/C[C@@]2([C@@](O2)(C(=O)OCC3=CC[N+]4([C@H]3[C@@H](CC4)OC1=O)[O-])C)CO
CH$IUPAC: InChI=1S/C18H23NO7/c1-3-11-8-18(10-20)17(2,26-18)16(22)24-9-12-4-6-19(23)7-5-13(14(12)19)25-15(11)21/h3-4,13-14,20H,5-10H2,1-2H3/b11-3-/t13-,14-,17+,18+,19?/m1/s1
CH$LINK: CHEBI
136463
CH$LINK: PUBCHEM
CID:132282054
CH$LINK: INCHIKEY
IJAULDQGSBFPPG-HHXOVEJCSA-N
CH$LINK: CHEMSPIDER
76962854
AC$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 65% (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$CHROMATOGRAPHY: RETENTION_TIME 1.120 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 366.1547
MS$FOCUSED_ION: PRECURSOR_M/Z 366.1547
MS$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: splash10-014u-3900000000-4d67ff7a672e6c547578
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
53.0385 C4H5+ 1 53.0386 -2.06
67.0542 C5H7+ 1 67.0542 -0.29
68.0494 C4H6N+ 1 68.0495 -1.58
69.0335 C4H5O+ 1 69.0335 -0.03
70.065 C4H8N+ 1 70.0651 -1.85
77.0386 C6H5+ 1 77.0386 -0.22
79.0543 C6H7+ 1 79.0542 0.89
80.0495 C5H6N+ 1 80.0495 0.31
81.0335 C5H5O+ 1 81.0335 -0.13
81.0573 C5H7N+ 1 81.0573 0.46
81.0698 C6H9+ 1 81.0699 -0.52
82.0651 C5H8N+ 1 82.0651 0.14
83.0491 C5H7O+ 1 83.0491 -0.57
84.0443 C4H6NO+ 1 84.0444 -0.67
91.0542 C7H7+ 1 91.0542 0.12
92.0495 C6H6N+ 1 92.0495 0.22
93.0573 C6H7N+ 1 93.0573 0.28
93.0699 C7H9+ 1 93.0699 0.33
94.0651 C6H8N+ 1 94.0651 0.01
95.0491 C6H7O+ 1 95.0491 0.06
95.073 C6H9N+ 1 95.073 0.08
95.0857 C7H11+ 1 95.0855 2.13
96.0445 C5H6NO+ 1 96.0444 0.71
96.0809 C6H10N+ 1 96.0808 1.5
97.0648 C6H9O+ 1 97.0648 0.37
98.0601 C5H8NO+ 1 98.06 0.63
99.0439 C5H7O2+ 1 99.0441 -1.85
105.0699 C8H9+ 1 105.0699 0.06
106.0651 C7H8N+ 1 106.0651 0.17
107.049 C7H7O+ 1 107.0491 -0.99
107.0731 C7H9N+ 1 107.073 1.31
107.0857 C8H11+ 1 107.0855 2
108.0808 C7H10N+ 1 108.0808 0.03
109.0525 C6H7NO+ 1 109.0522 2.5
109.0648 C7H9O+ 1 109.0648 -0.05
109.0887 C7H11N+ 1 109.0886 0.46
110.06 C6H8NO+ 1 110.06 -0.22
111.0442 C6H7O2+ 1 111.0441 1.28
112.0758 C6H10NO+ 1 112.0757 0.75
117.0571 C8H7N+ 1 117.0573 -1.59
118.0651 C8H8N+ 1 118.0651 0.12
119.073 C8H9N+ 1 119.073 0.12
120.0808 C8H10N+ 1 120.0808 0.14
121.0649 C8H9O+ 1 121.0648 0.82
121.0885 C8H11N+ 1 121.0886 -0.68
122.06 C7H8NO+ 1 122.06 -0.65
122.0964 C8H12N+ 1 122.0964 0.09
123.0441 C7H7O2+ 1 123.0441 0.27
123.0677 C7H9NO+ 1 123.0679 -1.32
123.0802 C8H11O+ 1 123.0804 -1.78
124.0756 C7H10NO+ 1 124.0757 -1.12
125.0597 C7H9O2+ 1 125.0597 0.22
126.091 C7H12NO+ 1 126.0913 -2.49
132.0808 C9H10N+ 1 132.0808 -0.14
134.0602 C8H8NO+ 1 134.06 1.29
134.0964 C9H12N+ 1 134.0964 0.09
136.0757 C8H10NO+ 1 136.0757 0.04
137.0599 C8H9O2+ 1 137.0597 1.09
137.0835 C8H11NO+ 1 137.0835 0.15
138.0913 C8H12NO+ 1 138.0913 -0.29
139.0389 C7H7O3+ 1 139.039 -0.19
139.0753 C8H11O2+ 1 139.0754 -0.7
140.1069 C8H14NO+ 1 140.107 -0.85
141.0546 C7H9O3+ 1 141.0546 0.01
144.0806 C10H10N+ 1 144.0808 -1.57
146.0964 C10H12N+ 1 146.0964 -0.41
148.1119 C10H14N+ 1 148.1121 -1.04
149.0597 C9H9O2+ 1 149.0597 -0.13
151.0388 C8H7O3+ 1 151.039 -0.99
151.0753 C9H11O2+ 1 151.0754 -0.14
152.0707 C8H10NO2+ 1 152.0706 0.77
154.0863 C8H12NO2+ 1 154.0863 0.06
158.0967 C11H12N+ 1 158.0964 1.94
160.1122 C11H14N+ 1 160.1121 0.76
162.0914 C10H12NO+ 1 162.0913 0.52
164.1071 C10H14NO+ 1 164.107 0.42
165.0546 C9H9O3+ 1 165.0546 -0.24
167.0706 C9H11O3+ 1 167.0703 1.77
172.1117 C12H14N+ 1 172.1121 -2.24
176.1075 C11H14NO+ 1 176.107 2.82
178.1228 C11H16NO+ 1 178.1226 0.83
183.0652 C9H11O4+ 1 183.0652 0.21
188.1071 C12H14NO+ 1 188.107 0.83
190.0862 C11H12NO2+ 1 190.0863 -0.33
190.1227 C12H16NO+ 1 190.1226 0.19
199.0964 C10H15O4+ 1 199.0965 -0.61
204.1016 C12H14NO2+ 1 204.1019 -1.43
209.1172 C12H17O3+ 1 209.1172 0
216.139 C14H18NO+ 1 216.1383 3.5
218.1176 C13H16NO2+ 1 218.1176 0.15
220.1334 C13H18NO2+ 1 220.1332 0.69
232.133 C14H18NO2+ 1 232.1332 -0.68
244.1329 C15H18NO2+ 1 244.1332 -1.34
278.138 C15H20NO4+ 1 278.1387 -2.44
366.1543 C18H24NO7+ 1 366.1547 -1.1
PK$NUM_PEAK: 95
PK$PEAK: m/z int. rel.int.
53.0385 3485.2 21
67.0542 6722.8 41
68.0494 1937.1 12
69.0335 1323.8 8
70.065 992.9 6
77.0386 1953.2 12
79.0543 9470.2 58
80.0495 15109.2 93
81.0335 2890.6 17
81.0573 4673.9 28
81.0698 8804.1 54
82.0651 4348.1 26
83.0491 3718 23
84.0443 3508.4 21
91.0542 11454.5 71
92.0495 2002.5 12
93.0573 68468.8 424
93.0699 5824.6 36
94.0651 142066.2 881
95.0491 4611.8 28
95.073 21147 131
95.0857 1978.7 12
96.0445 2500.3 15
96.0809 1139.6 7
97.0648 3955.7 24
98.0601 10643.5 66
99.0439 1457.2 9
105.0699 2910.7 18
106.0651 19887.7 123
107.049 2556.3 15
107.0731 4476.4 27
107.0857 2358.9 14
108.0808 38529.3 238
109.0525 1457.5 9
109.0648 14181.2 87
109.0887 8030.3 49
110.06 4487.3 27
111.0442 3909.5 24
112.0758 11797.4 73
117.0571 2478.8 15
118.0651 112662.3 698
119.073 115669.4 717
120.0808 111377.1 690
121.0649 5672.4 35
121.0885 5119.5 31
122.06 1655.9 10
122.0964 18141.2 112
123.0441 7967 49
123.0677 1640.2 10
123.0802 4351.2 26
124.0756 3705.9 22
125.0597 5859.6 36
126.091 1710.8 10
132.0808 2698.9 16
134.0602 1712.4 10
134.0964 2957.7 18
136.0757 161060.6 999
137.0599 5217.4 32
137.0835 13662.9 84
138.0913 22163.1 137
139.0389 2349.9 14
139.0753 13191.2 81
140.1069 2233.4 13
141.0546 5967 37
144.0806 2143.5 13
146.0964 5551.1 34
148.1119 2599.9 16
149.0597 4132.3 25
151.0388 1181 7
151.0753 5738.3 35
152.0707 2321.9 14
154.0863 12672.5 78
158.0967 1546.9 9
160.1122 1689.1 10
162.0914 4555.1 28
164.1071 19473.7 120
165.0546 7141.7 44
167.0706 1388.2 8
172.1117 2794.4 17
176.1075 1756.5 10
178.1228 1248.9 7
183.0652 4116.9 25
188.1071 2796.8 17
190.0862 1609.2 9
190.1227 8525.8 52
199.0964 6019 37
204.1016 1320.5 8
209.1172 6602.3 40
216.139 1247 7
218.1176 5617.3 34
220.1334 3834.1 23
232.133 1328.3 8
244.1329 1719.6 10
278.138 3978.1 24
366.1543 5576.5 34
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