ACCESSION: MSBNK-NaToxAq-NA003247
RECORD_TITLE: Echimidine N-oxide; LC-ESI-ITFT; MS2; CE: 75%; 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 2305
CH$NAME: Echimidine N-oxide
CH$NAME: [(7R,8R)-7-[(Z)-2-methylbut-2-enoyl]oxy-4-oxido-5,6,7,8-tetrahydro-3H-pyrrolizin-4-ium-1-yl]methyl (2R)-2,3-dihydroxy-2-[(1S)-1-hydroxyethyl]-3-methylbutanoate
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C20H31NO8
CH$EXACT_MASS: 413.2050
CH$SMILES: C/C=C(/C)\C(=O)O[C@@H]1CC[N+]2([C@@H]1C(=CC2)COC(=O)[C@@]([C@H](C)O)(C(C)(C)O)O)[O-]
CH$IUPAC: InChI=1S/C20H31NO8/c1-6-12(2)17(23)29-15-8-10-21(27)9-7-14(16(15)21)11-28-18(24)20(26,13(3)22)19(4,5)25/h6-7,13,15-16,22,25-26H,8-11H2,1-5H3/b12-6-/t13-,15+,16+,20-,21?/m0/s1
CH$LINK: PUBCHEM
CID:76334042
CH$LINK: INCHIKEY
KDJGEXAPDZNXSD-KCFAIRMISA-N
CH$LINK: CHEMSPIDER
31146616
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$MASS_SPECTROMETRY: COLLISION_ENERGY 75% (nominal)
AC$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 6.568 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 414.2116
MS$FOCUSED_ION: PRECURSOR_M/Z 414.2122
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$SPLASH: splash10-0f83-5900000000-4bf556891c23031846a0
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
55.0541 C4H7+ 1 55.0542 -2.17
67.0542 C5H7+ 1 67.0542 0.28
68.0494 C4H6N+ 1 68.0495 -1.35
79.0542 C6H7+ 1 79.0542 0.21
80.0495 C5H6N+ 1 80.0495 0.31
81.0336 C5H5O+ 1 81.0335 1.57
81.0573 C5H7N+ 1 81.0573 0.08
81.0699 C6H9+ 1 81.0699 0.42
82.0414 C5H6O+ 1 82.0413 1.05
82.0652 C5H8N+ 1 82.0651 0.69
83.0492 C5H7O+ 1 83.0491 0.25
84.0444 C4H6NO+ 1 84.0444 0.24
91.0542 C7H7+ 1 91.0542 0.03
92.0495 C6H6N+ 1 92.0495 0.47
93.0573 C6H7N+ 1 93.0573 0.28
93.0701 C7H9+ 1 93.0699 2.71
94.0651 C6H8N+ 1 94.0651 0.01
95.073 C6H9N+ 1 95.073 0.56
96.0444 C5H6NO+ 1 96.0444 0.08
96.0807 C6H10N+ 1 96.0808 -0.88
97.0645 C6H9O+ 1 97.0648 -3.4
98.0601 C5H8NO+ 1 98.06 0.32
106.0651 C7H8N+ 1 106.0651 0.17
107.0729 C7H9N+ 1 107.073 -0.26
107.0856 C8H11+ 1 107.0855 1
108.0808 C7H10N+ 1 108.0808 0.03
109.0647 C7H9O+ 1 109.0648 -0.96
109.0886 C7H11N+ 1 109.0886 -0.38
110.06 C6H8NO+ 1 110.06 -0.36
111.0679 C6H9NO+ 1 111.0679 0.27
112.0758 C6H10NO+ 1 112.0757 0.89
117.0572 C8H7N+ 1 117.0573 -0.81
118.0651 C8H8N+ 1 118.0651 -0.08
119.073 C8H9N+ 1 119.073 0.25
120.0808 C8H10N+ 1 120.0808 0.14
121.0886 C8H11N+ 1 121.0886 0.21
122.0596 C7H8NO+ 1 122.06 -3.22
122.0962 C8H12N+ 1 122.0964 -1.54
124.0757 C7H10NO+ 1 124.0757 -0.08
126.0913 C7H12NO+ 1 126.0913 -0.37
132.0806 C9H10N+ 1 132.0808 -1.18
136.0757 C8H10NO+ 1 136.0757 0.15
137.0835 C8H11NO+ 1 137.0835 0.15
138.0914 C8H12NO+ 1 138.0913 0.48
140.0708 C7H10NO2+ 1 140.0706 1.72
141.091 C8H13O2+ 1 141.091 0.27
146.0962 C10H12N+ 1 146.0964 -1.46
147.1041 C10H13N+ 1 147.1043 -0.73
148.112 C10H14N+ 1 148.1121 -0.53
152.1072 C9H14NO+ 1 152.107 1.12
154.0863 C8H12NO2+ 1 154.0863 0.26
160.1119 C11H14N+ 1 160.1121 -1.33
161.0832 C10H11NO+ 1 161.0835 -1.75
162.0908 C10H12NO+ 1 162.0913 -3.43
164.1074 C10H14NO+ 1 164.107 2.65
172.0967 C8H14NO3+ 1 172.0968 -0.92
174.0918 C11H12NO+ 1 174.0913 2.76
174.1277 C12H16N+ 1 174.1277 0.08
175.0995 C11H13NO+ 1 175.0992 2.14
176.1073 C11H14NO+ 1 176.107 1.78
190.1226 C12H16NO+ 1 190.1226 -0.45
192.1383 C12H18NO+ 1 192.1383 0.12
218.1175 C13H16NO2+ 1 218.1176 -0.06
220.1333 C13H18NO2+ 1 220.1332 0.42
237.1353 C13H19NO3+ 1 237.1359 -2.61
254.1387 C13H20NO4+ 1 254.1387 0.18
PK$NUM_PEAK: 66
PK$PEAK: m/z int. rel.int.
55.0541 26942.8 217
67.0542 1902.5 15
68.0494 6970.9 56
79.0542 10107.5 81
80.0495 18600.2 150
81.0336 1749.2 14
81.0573 4702.2 38
81.0699 12134.5 98
82.0414 1920.9 15
82.0652 5582.3 45
83.0492 123606.1 999
84.0444 11247.3 90
91.0542 6745.7 54
92.0495 1722.8 13
93.0573 36079.6 291
93.0701 2221 17
94.0651 61239.8 494
95.073 9318.8 75
96.0444 2442.9 19
96.0807 1374.2 11
97.0645 1163.5 9
98.0601 2538.5 20
106.0651 59430.2 480
107.0729 4258.6 34
107.0856 2567.2 20
108.0808 26439.6 213
109.0647 4618.1 37
109.0886 4953.8 40
110.06 7255.8 58
111.0679 28925.4 233
112.0758 6267.9 50
117.0572 1386.9 11
118.0651 25603.2 206
119.073 37128 300
120.0808 63389.6 512
121.0886 5018.8 40
122.0596 2600.2 21
122.0962 3575.1 28
124.0757 13158 106
126.0913 4783.8 38
132.0806 1270.6 10
136.0757 76480.5 618
137.0835 54943.7 444
138.0914 11548.9 93
140.0708 1591 12
141.091 61997.9 501
146.0962 1983.4 16
147.1041 2163.1 17
148.112 2274.6 18
152.1072 2360.6 19
154.0863 36466.5 294
160.1119 2625 21
161.0832 1191 9
162.0908 1300.2 10
164.1074 1342.6 10
172.0967 4768.7 38
174.0918 1747.4 14
174.1277 3150.3 25
175.0995 1464.3 11
176.1073 2175.4 17
190.1226 2567.4 20
192.1383 3090.6 24
218.1175 4093.8 33
220.1333 12100.8 97
237.1353 1950.2 15
254.1387 39294 317
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