ACCESSION: MSBNK-NaToxAq-NA003164
RECORD_TITLE: Retrorsine N-oxide; 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 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 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$CHROMATOGRAPHY: RETENTION_TIME 2.073 min
AC$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-3900000000-7f550ad31d3d61e4aacc
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
53.0385 C4H5+ 1 53.0386 -1.49
55.0542 C4H7+ 1 55.0542 -0.71
67.0541 C5H7+ 1 67.0542 -1.42
68.0494 C4H6N+ 1 68.0495 -1.24
79.0543 C6H7+ 1 79.0542 0.31
80.0495 C5H6N+ 1 80.0495 0.79
81.0336 C5H5O+ 1 81.0335 0.91
81.0574 C5H7N+ 1 81.0573 1.5
81.0699 C6H9+ 1 81.0699 0.71
82.0652 C5H8N+ 1 82.0651 1.25
83.0492 C5H7O+ 1 83.0491 0.25
84.0445 C4H6NO+ 1 84.0444 1.69
91.0543 C7H7+ 1 91.0542 0.7
93.0574 C6H7N+ 1 93.0573 0.69
93.07 C7H9+ 1 93.0699 1.31
94.0652 C6H8N+ 1 94.0651 0.41
95.073 C6H9N+ 1 95.073 0.32
95.0855 C7H11+ 1 95.0855 0.05
96.0808 C6H10N+ 1 96.0808 0.62
98.0601 C5H8NO+ 1 98.06 1.02
99.0441 C5H7O2+ 1 99.0441 0.69
105.0699 C8H9+ 1 105.0699 0.5
106.0652 C7H8N+ 1 106.0651 0.45
107.0489 C7H7O+ 1 107.0491 -2.34
107.073 C7H9N+ 1 107.073 0.74
107.0856 C8H11+ 1 107.0855 0.86
108.0808 C7H10N+ 1 108.0808 0.39
109.0649 C7H9O+ 1 109.0648 0.79
109.0886 C7H11N+ 1 109.0886 -0.03
110.0602 C6H8NO+ 1 110.06 1.72
111.0441 C6H7O2+ 1 111.0441 0.32
111.0684 C6H9NO+ 1 111.0679 4.8
112.0757 C6H10NO+ 1 112.0757 -0.2
117.0574 C8H7N+ 1 117.0573 0.95
118.0652 C8H8N+ 1 118.0651 0.5
119.073 C8H9N+ 1 119.073 0.57
120.0808 C8H10N+ 1 120.0808 0.45
121.0651 C8H9O+ 1 121.0648 2.21
121.0887 C8H11N+ 1 121.0886 0.77
122.0965 C8H12N+ 1 122.0964 0.4
123.0805 C8H11O+ 1 123.0804 0.08
124.076 C7H10NO+ 1 124.0757 2.2
125.0963 C8H13O+ 1 125.0961 1.67
136.0757 C8H10NO+ 1 136.0757 0.38
137.0601 C8H9O2+ 1 137.0597 2.98
137.0836 C8H11NO+ 1 137.0835 0.93
138.0914 C8H12NO+ 1 138.0913 0.26
139.0754 C8H11O2+ 1 139.0754 0.4
141.0912 C8H13O2+ 1 141.091 1.25
146.097 C10H12N+ 1 146.0964 3.97
148.1123 C10H14N+ 1 148.1121 1.33
151.0754 C9H11O2+ 1 151.0754 0.47
152.1071 C9H14NO+ 1 152.107 1.02
154.0864 C8H12NO2+ 1 154.0863 0.65
164.1071 C10H14NO+ 1 164.107 0.7
167.1062 C10H15O2+ 1 167.1067 -2.75
169.0861 C9H13O3+ 1 169.0859 0.85
176.1073 C11H14NO+ 1 176.107 1.78
178.1227 C11H16NO+ 1 178.1226 0.15
190.123 C12H16NO+ 1 190.1226 2.12
218.1174 C13H16NO2+ 1 218.1176 -0.48
218.1542 C14H20NO+ 1 218.1539 1.02
220.1334 C13H18NO2+ 1 220.1332 0.9
227.1279 C12H19O4+ 1 227.1278 0.65
236.1277 C13H18NO3+ 1 236.1281 -1.59
246.1486 C15H20NO2+ 1 246.1489 -1.01
340.1755 C17H26NO6+ 1 340.1755 0.11
368.1707 C18H26NO7+ 1 368.1704 0.74
PK$NUM_PEAK: 68
PK$PEAK: m/z int. rel.int.
53.0385 3497.4 29
55.0542 1369.4 11
67.0541 2757.3 23
68.0494 1525.8 13
79.0543 7631.7 65
80.0495 9010.5 76
81.0336 2465.1 21
81.0574 1662.4 14
81.0699 18495.7 157
82.0652 3363.1 28
83.0492 1365.2 11
84.0445 2372.8 20
91.0543 5252.5 44
93.0574 47934.8 409
93.07 3766.6 32
94.0652 63710.4 543
95.073 41309 352
95.0855 11550.5 98
96.0808 1468.2 12
98.0601 4846.6 41
99.0441 1840.8 15
105.0699 3055.4 26
106.0652 21634 184
107.0489 1102.4 9
107.073 2834.8 24
107.0856 3606.5 30
108.0808 24005.1 204
109.0649 5680.2 48
109.0886 6733.9 57
110.0602 2968.8 25
111.0441 1483.6 12
111.0684 2301.5 19
112.0757 9250 78
117.0574 983.1 8
118.0652 80929.5 690
119.073 61841.9 527
120.0808 103290.6 881
121.0651 1217.5 10
121.0887 16679.2 142
122.0965 24508.4 209
123.0805 14283.7 121
124.076 2954.2 25
125.0963 1748.3 14
136.0757 117079.2 999
137.0601 2189.6 18
137.0836 12366.1 105
138.0914 53260.5 454
139.0754 8738.3 74
141.0912 1398.6 11
146.097 1538.1 13
148.1123 1678.8 14
151.0754 9484.1 80
152.1071 4964.8 42
154.0864 21668.6 184
164.1071 3008.1 25
167.1062 2128.8 18
169.0861 4463.3 38
176.1073 1741.5 14
178.1227 7980.8 68
190.123 2248.8 19
218.1174 5038.1 42
218.1542 2717.5 23
220.1334 17223.7 146
227.1279 4045 34
236.1277 1597 13
246.1486 4950.4 42
340.1755 5830.7 49
368.1707 21843.2 186
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