ACCESSION: MSBNK-NaToxAq-NA003066
RECORD_TITLE: Jacobine N-oxide; LC-ESI-ITFT; MS2; CE: 70%; 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 70% (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-4900000000-37cf12f9dc13d97c86c9
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
67.0542 C5H7+ 1 67.0542 -0.29
68.0494 C4H6N+ 1 68.0495 -0.9
77.0387 C6H5+ 1 77.0386 1.56
79.0543 C6H7+ 1 79.0542 1.18
80.0496 C5H6N+ 1 80.0495 0.98
81.0576 C5H7N+ 1 81.0573 3.19
81.0699 C6H9+ 1 81.0699 0.52
82.0651 C5H8N+ 1 82.0651 0.04
83.0491 C5H7O+ 1 83.0491 -0.21
84.0445 C4H6NO+ 1 84.0444 1.33
85.0649 C5H9O+ 1 85.0648 1.32
91.0543 C7H7+ 1 91.0542 0.7
92.0497 C6H6N+ 1 92.0495 2.54
93.0574 C6H7N+ 1 93.0573 0.85
93.0699 C7H9+ 1 93.0699 0.74
94.0652 C6H8N+ 1 94.0651 0.74
95.0491 C6H7O+ 1 95.0491 -0.34
95.073 C6H9N+ 1 95.073 0.56
95.0856 C7H11+ 1 95.0855 0.77
96.0444 C5H6NO+ 1 96.0444 0.4
96.0808 C6H10N+ 1 96.0808 -0.01
97.0646 C6H9O+ 1 97.0648 -1.52
98.0601 C5H8NO+ 1 98.06 0.55
99.0442 C5H7O2+ 1 99.0441 1.46
103.0543 C8H7+ 1 103.0542 0.5
105.0699 C8H9+ 1 105.0699 -0.08
106.0652 C7H8N+ 1 106.0651 0.81
107.0733 C7H9N+ 1 107.073 3.09
108.0809 C7H10N+ 1 108.0808 0.74
109.0886 C7H11N+ 1 109.0886 -0.03
110.0602 C6H8NO+ 1 110.06 1.79
110.0966 C7H12N+ 1 110.0964 1.71
111.068 C6H9NO+ 1 111.0679 1.44
113.0598 C6H9O2+ 1 113.0597 0.81
117.0573 C8H7N+ 1 117.0573 -0.35
118.0652 C8H8N+ 1 118.0651 0.83
119.0731 C8H9N+ 1 119.073 0.89
120.0809 C8H10N+ 1 120.0808 0.77
121.0887 C8H11N+ 1 121.0886 0.71
122.0964 C8H12N+ 1 122.0964 0.09
124.0758 C7H10NO+ 1 124.0757 1.09
132.081 C9H10N+ 1 132.0808 2.06
134.096 C9H12N+ 1 134.0964 -3.21
136.0759 C8H10NO+ 1 136.0757 1.39
138.0915 C8H12NO+ 1 138.0913 1.25
139.0993 C8H13NO+ 1 139.0992 0.69
140.1072 C8H14NO+ 1 140.107 1.33
146.0963 C10H12N+ 1 146.0964 -0.62
148.0757 C9H10NO+ 1 148.0757 -0.06
154.0864 C8H12NO2+ 1 154.0863 0.75
156.1022 C8H14NO2+ 1 156.1019 1.61
157.0861 C8H13O3+ 1 157.0859 1.24
162.0915 C10H12NO+ 1 162.0913 1.28
163.0995 C10H13NO+ 1 163.0992 1.92
174.1281 C12H16N+ 1 174.1277 2.18
190.1227 C12H16NO+ 1 190.1226 0.27
192.0658 C10H10NO3+ 1 192.0655 1.72
232.1344 C14H18NO2+ 1 232.1332 4.97
296.1504 C15H22NO5+ 1 296.1492 3.85
PK$NUM_PEAK: 59
PK$PEAK: m/z int. rel.int.
67.0542 3784.5 28
68.0494 2524.9 19
77.0387 8938.1 67
79.0543 9522.7 71
80.0496 13436.4 101
81.0576 2221.6 16
81.0699 3899.2 29
82.0651 3691.2 27
83.0491 1506.8 11
84.0445 1400.4 10
85.0649 1578.5 11
91.0543 18316.7 138
92.0497 2026.2 15
93.0574 27140 204
93.0699 9531.7 71
94.0652 34799.2 262
95.0491 4686.3 35
95.073 18038.8 136
95.0856 1457 10
96.0444 1687.4 12
96.0808 5025.1 37
97.0646 2431.5 18
98.0601 2450 18
99.0442 1386 10
103.0543 2064.9 15
105.0699 2408.7 18
106.0652 16420.1 123
107.0733 1670.9 12
108.0809 8802.8 66
109.0886 2552.5 19
110.0602 3991.2 30
110.0966 1551.1 11
111.068 1724.2 13
113.0598 9931.5 74
117.0573 952.2 7
118.0652 28796.7 217
119.0731 27322.5 206
120.0809 132398.7 999
121.0887 18335.1 138
122.0964 16646.1 125
124.0758 3797.1 28
132.081 1543.8 11
134.096 1208.4 9
136.0759 12119.7 91
138.0915 8974.6 67
139.0993 5624 42
140.1072 1203.1 9
146.0963 2006 15
148.0757 1633.4 12
154.0864 1890.1 14
156.1022 5942.7 44
157.0861 1151 8
162.0915 5766.4 43
163.0995 2654.6 20
174.1281 1585.4 11
190.1227 5764.3 43
192.0658 3501.5 26
232.1344 1366.6 10
296.1504 4219.2 31
//
