ACCESSION: MSBNK-NaToxAq-NA003249
RECORD_TITLE: Lasiocarpine 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 2306
CH$NAME: Lasiocarpine N-oxide
CH$NAME: [(7S,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-methoxyethyl]-3-methylbutanoate
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C21H33NO8
CH$EXACT_MASS: 427.2206
CH$SMILES: C/C=C(/C)\C(=O)O[C@H]1CC[N+]2([C@@H]1C(=CC2)COC(=O)[C@@]([C@H](C)OC)(C(C)(C)O)O)[O-]
CH$IUPAC: InChI=1S/C21H33NO8/c1-7-13(2)18(23)30-16-9-11-22(27)10-8-15(17(16)22)12-29-19(24)21(26,14(3)28-6)20(4,5)25/h7-8,14,16-17,25-26H,9-12H2,1-6H3/b13-7-/t14-,16-,17+,21-,22?/m0/s1
CH$LINK: PUBCHEM
CID:5458800
CH$LINK: INCHIKEY
AABILZKQMVKFHP-LRBDFNDQSA-N
CH$LINK: CHEMSPIDER
4572693
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 7.965 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 428.2271
MS$FOCUSED_ION: PRECURSOR_M/Z 428.2279
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$SPLASH: splash10-000i-2910000000-b8f863876ba1058db1e5
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
55.0541 C4H7+ 1 55.0542 -2.65
59.049 C3H7O+ 1 59.0491 -2.34
67.0542 C5H7+ 1 67.0542 0.05
68.0494 C4H6N+ 1 68.0495 -0.68
69.0698 C5H9+ 1 69.0699 -1.37
79.0542 C6H7+ 1 79.0542 -0.65
80.0494 C5H6N+ 1 80.0495 -0.55
81.0572 C5H7N+ 1 81.0573 -1.7
81.0698 C6H9+ 1 81.0699 -0.52
82.0413 C5H6O+ 1 82.0413 -0.63
82.065 C5H8N+ 1 82.0651 -1.63
83.0491 C5H7O+ 1 83.0491 -0.57
84.0443 C4H6NO+ 1 84.0444 -0.67
91.0541 C7H7+ 1 91.0542 -0.89
92.0495 C6H6N+ 1 92.0495 0.8
92.062 C7H8+ 1 92.0621 -1.05
93.0573 C6H7N+ 1 93.0573 -0.54
94.065 C6H8N+ 1 94.0651 -0.81
95.0729 C6H9N+ 1 95.073 -1.05
96.0806 C6H10N+ 1 96.0808 -1.52
97.0647 C6H9O+ 1 97.0648 -1.04
98.06 C5H8NO+ 1 98.06 0.01
106.0651 C7H8N+ 1 106.0651 -0.7
107.0727 C7H9N+ 1 107.073 -1.9
107.0854 C8H11+ 1 107.0855 -1.14
108.0807 C7H10N+ 1 108.0808 -0.81
109.0646 C7H9O+ 1 109.0648 -1.45
109.0884 C7H11N+ 1 109.0886 -1.64
110.0599 C6H8NO+ 1 110.06 -0.91
111.0678 C6H9NO+ 1 111.0679 -0.76
112.0757 C6H10NO+ 1 112.0757 0.07
118.065 C8H8N+ 1 118.0651 -0.72
119.0729 C8H9N+ 1 119.073 -0.58
120.0807 C8H10N+ 1 120.0808 -0.75
121.0885 C8H11N+ 1 121.0886 -0.87
122.0596 C7H8NO+ 1 122.06 -3.84
122.0962 C8H12N+ 1 122.0964 -1.47
124.0756 C7H10NO+ 1 124.0757 -0.88
126.091 C7H12NO+ 1 126.0913 -2.37
134.0966 C9H12N+ 1 134.0964 1.23
136.0756 C8H10NO+ 1 136.0757 -0.52
137.0834 C8H11NO+ 1 137.0835 -0.85
138.0911 C8H12NO+ 1 138.0913 -1.51
141.0909 C8H13O2+ 1 141.091 -0.92
148.1118 C10H14N+ 1 148.1121 -1.87
150.0906 C9H12NO+ 1 150.0913 -4.95
152.1068 C9H14NO+ 1 152.107 -1.29
154.0862 C8H12NO2+ 1 154.0863 -0.63
155.0938 C8H13NO2+ 1 155.0941 -2.01
156.1015 C8H14NO2+ 1 156.1019 -2.5
172.0967 C8H14NO3+ 1 172.0968 -0.57
190.1224 C12H16NO+ 1 190.1226 -1.25
192.139 C12H18NO+ 1 192.1383 3.93
218.1174 C13H16NO2+ 1 218.1176 -0.55
220.133 C13H18NO2+ 1 220.1332 -0.97
237.1356 C13H19NO3+ 1 237.1359 -1.26
254.1385 C13H20NO4+ 1 254.1387 -0.78
256.1177 C12H18NO5+ 1 256.1179 -0.9
270.1332 C13H20NO5+ 1 270.1336 -1.42
328.1747 C16H26NO6+ 1 328.1755 -2.22
338.1589 C17H24NO6+ 1 338.1598 -2.62
PK$NUM_PEAK: 61
PK$PEAK: m/z int. rel.int.
55.0541 28204.1 101
59.049 9551.5 34
67.0542 1305.5 4
68.0494 7532.8 27
69.0698 2561.3 9
79.0542 6527.7 23
80.0494 30230.5 108
81.0572 4821.9 17
81.0698 19918.2 71
82.0413 2417.7 8
82.065 6255.5 22
83.0491 58790.7 211
84.0443 8529.7 30
91.0541 4921.5 17
92.0495 1960.3 7
92.062 1754.6 6
93.0573 113237.9 406
94.065 201357.6 722
95.0729 9087.7 32
96.0806 5300.3 19
97.0647 9031.7 32
98.06 1816.1 6
106.0651 164045.7 589
107.0727 2631.4 9
107.0854 4330.3 15
108.0807 49193.4 176
109.0646 8041 28
109.0884 5143.4 18
110.0599 8227.4 29
111.0678 120493.3 432
112.0757 4854.7 17
118.065 40319.9 144
119.0729 267214.4 959
120.0807 209086.8 750
121.0885 35465.6 127
122.0596 2685.7 9
122.0962 6184.6 22
124.0756 12844.9 46
126.091 3358.6 12
134.0966 3497.1 12
136.0756 205164 736
137.0834 278233.5 999
138.0911 231382.4 830
141.0909 20445.8 73
148.1118 3333.9 11
150.0906 1213.1 4
152.1068 5021 18
154.0862 52122 187
155.0938 15874.6 56
156.1015 4402.9 15
172.0967 85664.4 307
190.1224 5909.7 21
192.139 2347.9 8
218.1174 8653.8 31
220.133 14792.6 53
237.1356 6991 25
254.1385 214021.1 768
256.1177 8364.1 30
270.1332 4515.2 16
328.1747 3580.8 12
338.1589 6561.8 23
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