ACCESSION: MSBNK-NaToxAq-NA003165
RECORD_TITLE: Retrorsine 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 2284
CH$NAME: Retrorsine N-oxide
CH$NAME: Unii-51819grv4U
CH$NAME: (1R,4Z,6R,7S,14S,17R)-4-ethylidene-7-hydroxy-7-(hydroxymethyl)-6-methyl-14-oxido-2,9-dioxa-14-azoniatricyclo[9.5.1.014,17]heptadec-11-ene-3,8-dione
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C18H25NO7
CH$EXACT_MASS: 367.1631
CH$SMILES: C/C=C\1/C[C@H]([C@@](C(=O)OCC2=CC[N@@+]3([C@H]2[C@@H](CC3)OC1=O)[O-])(CO)O)C
CH$IUPAC: InChI=1S/C18H25NO7/c1-3-12-8-11(2)18(23,10-20)17(22)25-9-13-4-6-19(24)7-5-14(15(13)19)26-16(12)21/h3-4,11,14-15,20,23H,5-10H2,1-2H3/b12-3-/t11-,14-,15-,18-,19-/m1/s1
CH$LINK: PUBCHEM
CID:76972338
CH$LINK: INCHIKEY
IDIMIWQPUHURPV-BJODLBMNSA-N
CH$LINK: CHEMSPIDER
32697679
AC$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$CHROMATOGRAPHY: RETENTION_TIME 2.073 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 368.1703
MS$FOCUSED_ION: PRECURSOR_M/Z 368.1704
MS$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: splash10-00rl-3900000000-25047201d46b084b61ec
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
53.0385 C4H5+ 1 53.0386 -1.27
67.0543 C5H7+ 1 67.0542 0.74
68.0494 C4H6N+ 1 68.0495 -0.79
79.0543 C6H7+ 1 79.0542 0.6
80.0495 C5H6N+ 1 80.0495 -0.07
81.0335 C5H5O+ 1 81.0335 -0.13
81.0573 C5H7N+ 1 81.0573 0.46
81.0699 C6H9+ 1 81.0699 0.52
82.0652 C5H8N+ 1 82.0651 0.79
83.0491 C5H7O+ 1 83.0491 -0.11
84.0443 C4H6NO+ 1 84.0444 -1.03
91.0543 C7H7+ 1 91.0542 0.37
93.0573 C6H7N+ 1 93.0573 0.52
93.0699 C7H9+ 1 93.0699 0.49
94.0651 C6H8N+ 1 94.0651 0.01
95.0729 C6H9N+ 1 95.073 -0.08
95.0855 C7H11+ 1 95.0855 -0.52
96.0806 C6H10N+ 1 96.0808 -2
98.06 C5H8NO+ 1 98.06 -0.31
105.0696 C8H9+ 1 105.0699 -2.4
106.0652 C7H8N+ 1 106.0651 0.31
107.0491 C7H7O+ 1 107.0491 -0.27
107.0731 C7H9N+ 1 107.073 1.45
107.0852 C8H11+ 1 107.0855 -3.49
108.0808 C7H10N+ 1 108.0808 -0.11
109.0648 C7H9O+ 1 109.0648 0.3
109.0886 C7H11N+ 1 109.0886 0.25
110.0601 C6H8NO+ 1 110.06 0.47
111.0442 C6H7O2+ 1 111.0441 1.56
111.0679 C6H9NO+ 1 111.0679 0.34
112.0757 C6H10NO+ 1 112.0757 0.21
117.0574 C8H7N+ 1 117.0573 0.62
118.0652 C8H8N+ 1 118.0651 0.24
119.073 C8H9N+ 1 119.073 0.19
120.0808 C8H10N+ 1 120.0808 0.2
121.0649 C8H9O+ 1 121.0648 1.14
121.0885 C8H11N+ 1 121.0886 -0.42
122.0964 C8H12N+ 1 122.0964 0.09
123.0805 C8H11O+ 1 123.0804 0.14
124.0758 C7H10NO+ 1 124.0757 0.66
125.0963 C8H13O+ 1 125.0961 1.61
134.0963 C9H12N+ 1 134.0964 -1.16
136.0757 C8H10NO+ 1 136.0757 0.15
137.0597 C8H9O2+ 1 137.0597 0.08
137.0835 C8H11NO+ 1 137.0835 0.04
138.0914 C8H12NO+ 1 138.0913 0.15
139.0754 C8H11O2+ 1 139.0754 0.18
141.0916 C8H13O2+ 1 141.091 4.06
148.1123 C10H14N+ 1 148.1121 1.74
151.0754 C9H11O2+ 1 151.0754 0.06
152.107 C9H14NO+ 1 152.107 0.22
154.0863 C8H12NO2+ 1 154.0863 0.26
164.107 C10H14NO+ 1 164.107 0.23
167.1069 C10H15O2+ 1 167.1067 1.17
169.0859 C9H13O3+ 1 169.0859 -0.15
176.1074 C11H14NO+ 1 176.107 2.04
178.1227 C11H16NO+ 1 178.1226 0.4
190.123 C12H16NO+ 1 190.1226 1.96
218.1186 C13H16NO2+ 1 218.1176 4.62
220.1331 C13H18NO2+ 1 220.1332 -0.41
227.1274 C12H19O4+ 1 227.1278 -1.63
236.1279 C13H18NO3+ 1 236.1281 -0.82
246.1484 C15H20NO2+ 1 246.1489 -2
340.1762 C17H26NO6+ 1 340.1755 2.08
368.1707 C18H26NO7+ 1 368.1704 0.91
PK$NUM_PEAK: 65
PK$PEAK: m/z int. rel.int.
53.0385 2722.9 22
67.0543 3143.5 26
68.0494 2178.8 18
79.0543 6931.3 58
80.0495 10759.7 90
81.0335 1866.5 15
81.0573 2208.4 18
81.0699 17121.8 143
82.0652 3087 25
83.0491 2931.2 24
84.0443 3322.7 27
91.0543 6636.1 55
93.0573 52725.2 441
93.0699 3269 27
94.0651 83539.5 699
95.0729 35176.1 294
95.0855 14446.3 121
96.0806 1431.1 11
98.06 5931.7 49
105.0696 2567.6 21
106.0652 19069.3 159
107.0491 2094.9 17
107.0731 3228.8 27
107.0852 2970.5 24
108.0808 24355.8 204
109.0648 5500.3 46
109.0886 6776.9 56
110.0601 2952.3 24
111.0442 1338.5 11
111.0679 3049.6 25
112.0757 8662.8 72
117.0574 1683.2 14
118.0652 68989 577
119.073 56788.5 475
120.0808 99932.3 837
121.0649 1049.2 8
121.0885 11903.3 99
122.0964 21660.2 181
123.0805 14608.5 122
124.0758 3311.4 27
125.0963 1743.9 14
134.0963 1647.5 13
136.0757 119244.3 999
137.0597 1923.4 16
137.0835 7947.3 66
138.0914 44487.1 372
139.0754 8545.5 71
141.0916 1432.3 11
148.1123 1939.9 16
151.0754 9753.1 81
152.107 3199 26
154.0863 13816.8 115
164.107 3198.4 26
167.1069 2651.8 22
169.0859 2946.4 24
176.1074 1453.4 12
178.1227 5893.5 49
190.123 2867.3 24
218.1186 2472.6 20
220.1331 7193.4 60
227.1274 3903.1 32
236.1279 2015.9 16
246.1484 2164.7 18
340.1762 3405.6 28
368.1707 6747.9 56
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