ACCESSION: MSBNK-NaToxAq-NA003065
RECORD_TITLE: Jacobine 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 2257
CH$NAME: Jacobine N-oxide
CH$NAME: (1R,3`S,4S,6R,7R,17R)-7-hydroxy-3`,6,7-trimethyl-14-oxidospiro[2,9-dioxa-14-azoniatricyclo[9.5.1.014,17]heptadec-11-ene-4,2`-oxirane]-3,8-dione
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C18H25NO7
CH$EXACT_MASS: 367.1631
CH$SMILES: C[C@@H]1C[C@]2([C@@H](O2)C)C(=O)O[C@@H]3CC[N+]4([C@@H]3C(=CC4)COC(=O)[C@]1(C)O)[O-]
CH$IUPAC: InChI=1S/C18H25NO7/c1-10-8-18(11(2)26-18)16(21)25-13-5-7-19(23)6-4-12(14(13)19)9-24-15(20)17(10,3)22/h4,10-11,13-14,22H,5-9H2,1-3H3/t10-,11+,13-,14-,17-,18+,19?/m1/s1
CH$LINK: CHEBI
136451
CH$LINK: PUBCHEM
CID:132282048
CH$LINK: INCHIKEY
NKRQJWQYBNTAEV-SAJQNFQWSA-N
CH$LINK: CHEMSPIDER
76962848
AC$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$CHROMATOGRAPHY: RETENTION_TIME 1.283 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 368.1701
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: splash10-00di-4900000000-56d27de4b153e1cb9e96
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
67.0542 C5H7+ 1 67.0542 -0.06
68.0494 C4H6N+ 1 68.0495 -0.68
69.0698 C5H9+ 1 69.0699 -0.92
77.0386 C6H5+ 1 77.0386 0.77
79.0542 C6H7+ 1 79.0542 0.21
80.0495 C5H6N+ 1 80.0495 0.22
81.0331 C5H5O+ 1 81.0335 -4.83
81.0575 C5H7N+ 1 81.0573 2.44
81.0699 C6H9+ 1 81.0699 0.33
82.0652 C5H8N+ 1 82.0651 0.97
83.0491 C5H7O+ 1 83.0491 -0.94
84.0444 C4H6NO+ 1 84.0444 0.24
85.0652 C5H9O+ 1 85.0648 4.54
86.06 C4H8NO+ 1 86.06 -0.93
91.0542 C7H7+ 1 91.0542 0.2
92.0494 C6H6N+ 1 92.0495 -1.36
93.0573 C6H7N+ 1 93.0573 0.28
93.0699 C7H9+ 1 93.0699 0.57
94.0651 C6H8N+ 1 94.0651 0.17
95.0492 C6H7O+ 1 95.0491 0.14
95.073 C6H9N+ 1 95.073 0
95.0859 C7H11+ 1 95.0855 4.22
96.0447 C5H6NO+ 1 96.0444 3.57
96.0808 C6H10N+ 1 96.0808 -0.17
97.0648 C6H9O+ 1 97.0648 -0.34
98.0599 C5H8NO+ 1 98.06 -1.08
99.044 C5H7O2+ 1 99.0441 -0.93
103.054 C8H7+ 1 103.0542 -2.17
105.0703 C8H9+ 1 105.0699 3.84
106.0652 C7H8N+ 1 106.0651 0.31
107.073 C7H9N+ 1 107.073 0.46
108.0808 C7H10N+ 1 108.0808 0.39
109.0888 C7H11N+ 1 109.0886 2.07
110.0601 C6H8NO+ 1 110.06 0.33
110.0966 C7H12N+ 1 110.0964 1.57
111.0681 C6H9NO+ 1 111.0679 2.4
112.0756 C6H10NO+ 1 112.0757 -1.08
113.0597 C6H9O2+ 1 113.0597 -0.07
118.0652 C8H8N+ 1 118.0651 0.31
119.073 C8H9N+ 1 119.073 0.32
120.0808 C8H10N+ 1 120.0808 0.26
121.0886 C8H11N+ 1 121.0886 0.02
122.0964 C8H12N+ 1 122.0964 -0.22
124.0757 C7H10NO+ 1 124.0757 0.41
134.0962 C9H12N+ 1 134.0964 -1.73
136.0757 C8H10NO+ 1 136.0757 0.15
137.0834 C8H11NO+ 1 137.0835 -0.51
138.0913 C8H12NO+ 1 138.0913 -0.63
139.0992 C8H13NO+ 1 139.0992 0.14
140.1072 C8H14NO+ 1 140.107 1.33
141.0545 C7H9O3+ 1 141.0546 -0.75
146.0964 C10H12N+ 1 146.0964 0.11
150.0911 C9H12NO+ 1 150.0913 -1.39
152.1077 C9H14NO+ 1 152.107 4.53
154.0864 C8H12NO2+ 1 154.0863 1.05
156.102 C8H14NO2+ 1 156.1019 0.53
162.0914 C10H12NO+ 1 162.0913 0.15
163.0994 C10H13NO+ 1 163.0992 1.17
174.1273 C12H16N+ 1 174.1277 -2.46
190.1228 C12H16NO+ 1 190.1226 0.67
192.0656 C10H10NO3+ 1 192.0655 0.52
192.1021 C11H14NO2+ 1 192.1019 0.88
218.1185 C13H16NO2+ 1 218.1176 4.55
232.1334 C14H18NO2+ 1 232.1332 0.64
268.1536 C14H22NO4+ 1 268.1543 -2.62
278.139 C15H20NO4+ 1 278.1387 0.96
296.1495 C15H22NO5+ 1 296.1492 0.86
368.1707 C18H26NO7+ 1 368.1704 0.83
PK$NUM_PEAK: 68
PK$PEAK: m/z int. rel.int.
67.0542 4348.6 29
68.0494 3864.8 25
69.0698 2117 14
77.0386 8741.5 58
79.0542 9078.2 60
80.0495 14785.3 98
81.0331 1169.8 7
81.0575 1259.2 8
81.0699 4920.4 32
82.0652 4104 27
83.0491 1192 7
84.0444 1514 10
85.0652 1053.4 7
86.06 1675.2 11
91.0542 17929 119
92.0494 2082.8 13
93.0573 26357.1 175
93.0699 11878.9 79
94.0651 34018.4 227
95.0492 4547.2 30
95.073 24047.2 160
95.0859 2107.1 14
96.0447 1827.5 12
96.0808 5386.3 35
97.0648 2066.1 13
98.0599 1943.1 12
99.044 1507 10
103.054 3372.3 22
105.0703 1659.5 11
106.0652 17541.4 117
107.073 2009.5 13
108.0808 9183.7 61
109.0888 1842.9 12
110.0601 5386.7 35
110.0966 2197.3 14
111.0681 2369.6 15
112.0756 1587.9 10
113.0597 15863.9 105
118.0652 30149.3 201
119.073 35085.5 234
120.0808 149706.1 999
121.0886 28876.6 192
122.0964 21124.5 140
124.0757 5726.1 38
134.0962 1778.6 11
136.0757 13787.9 92
137.0834 1786.1 11
138.0913 14269.8 95
139.0992 9449 63
140.1072 1737.8 11
141.0545 1163 7
146.0964 2128.9 14
150.0911 1884.2 12
152.1077 1629 10
154.0864 2467.5 16
156.102 9492.3 63
162.0914 7575.2 50
163.0994 4605.9 30
174.1273 2172.1 14
190.1228 8765.4 58
192.0656 4351.9 29
192.1021 1886.3 12
218.1185 1361 9
232.1334 2266.9 15
268.1536 3181.3 21
278.139 1774.3 11
296.1495 14785.4 98
368.1707 2176.4 14
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