ACCESSION: MSBNK-NaToxAq-NA003611
RECORD_TITLE: Echimidine N-oxide; LC-ESI-ITFT; MS2; CE: 95%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 95% (nominal)
AC$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 6.545 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 414.2117
MS$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$SPLASH: splash10-0536-9700000000-33c2ee7c68745693fd2c
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
55.0541 C4H7+ 1 55.0542 -1.93
65.0386 C5H5+ 1 65.0386 -0.14
66.0464 C5H6+ 1 66.0464 -0.25
67.0417 C4H5N+ 1 67.0417 0.14
67.0542 C5H7+ 1 67.0542 -0.13
68.0495 C4H6N+ 1 68.0495 -0.31
77.0385 C6H5+ 1 77.0386 -0.68
79.0542 C6H7+ 1 79.0542 0.04
80.0495 C5H6N+ 1 80.0495 0.22
81.0572 C5H7N+ 1 81.0573 -0.77
81.0699 C6H9+ 1 81.0699 0.13
82.0413 C5H6O+ 1 82.0413 0.18
82.0652 C5H8N+ 1 82.0651 0.85
83.0491 C5H7O+ 1 83.0491 -0.07
84.0444 C4H6NO+ 1 84.0444 0.28
91.0542 C7H7+ 1 91.0542 -0.21
92.0496 C6H6N+ 1 92.0495 1.21
93.0573 C6H7N+ 1 93.0573 0.04
93.0698 C7H9+ 1 93.0699 -0.4
94.0651 C6H8N+ 1 94.0651 -0.14
95.0492 C6H7O+ 1 95.0491 0.16
95.0729 C6H9N+ 1 95.073 -0.38
96.0444 C5H6NO+ 1 96.0444 -0.04
98.0601 C5H8NO+ 1 98.06 0.91
103.0543 C8H7+ 1 103.0542 0.26
105.07 C8H9+ 1 105.0699 1.5
106.0651 C7H8N+ 1 106.0651 -0.13
107.0728 C7H9N+ 1 107.073 -0.98
107.0856 C8H11+ 1 107.0855 0.56
108.0808 C7H10N+ 1 108.0808 -0.18
109.065 C7H9O+ 1 109.0648 1.84
109.0886 C7H11N+ 1 109.0886 -0.38
110.0601 C6H8NO+ 1 110.06 0.19
111.0678 C6H9NO+ 1 111.0679 -0.14
112.0756 C6H10NO+ 1 112.0757 -0.54
117.0573 C8H7N+ 1 117.0573 0.22
118.0651 C8H8N+ 1 118.0651 -0.1
119.0729 C8H9N+ 1 119.073 -0.09
120.0808 C8H10N+ 1 120.0808 0.05
121.0886 C8H11N+ 1 121.0886 -0.13
122.0604 C7H8NO+ 1 122.06 2.58
124.0757 C7H10NO+ 1 124.0757 -0.28
126.0913 C7H12NO+ 1 126.0913 -0.56
132.0807 C9H10N+ 1 132.0808 -0.82
136.0757 C8H10NO+ 1 136.0757 0.18
137.0835 C8H11NO+ 1 137.0835 -0.05
138.0912 C8H12NO+ 1 138.0913 -1.05
141.0909 C8H13O2+ 1 141.091 -0.46
146.0965 C10H12N+ 1 146.0964 0.66
148.1124 C10H14N+ 1 148.1121 1.97
154.0863 C8H12NO2+ 1 154.0863 0.28
172.0971 C8H14NO3+ 1 172.0968 1.62
218.1182 C13H16NO2+ 1 218.1176 2.87
PK$NUM_PEAK: 53
PK$PEAK: m/z int. rel.int.
55.0541 27298.2 255
65.0386 1248.3 11
66.0464 1948.3 18
67.0417 3525.2 33
67.0542 5586.6 52
68.0495 8474.3 79
77.0385 3202.3 29
79.0542 14194.8 132
80.0495 50013.5 468
81.0572 5451 51
81.0699 9111.3 85
82.0413 3421.5 32
82.0652 6776.4 63
83.0491 86492.4 810
84.0444 10029.9 93
91.0542 14504.7 135
92.0496 5830 54
93.0573 45973.6 430
93.0698 5062.3 47
94.0651 106637.8 999
95.0492 2036.4 19
95.0729 6646.1 62
96.0444 3032 28
98.0601 2501.2 23
103.0543 2242.1 21
105.07 1479.9 13
106.0651 59492.3 557
107.0728 3395.7 31
107.0856 1678.7 15
108.0808 30616.4 286
109.065 2396.5 22
109.0886 3224.2 30
110.0601 6608 61
111.0678 19515.1 182
112.0756 6909.8 64
117.0573 3053.1 28
118.0651 43736.8 409
119.0729 26774.8 250
120.0808 51901 486
121.0886 1582.3 14
122.0604 1215.2 11
124.0757 11498.5 107
126.0913 1497.1 14
132.0807 2717.6 25
136.0757 47307 443
137.0835 9179.6 85
138.0912 3547.2 33
141.0909 13548.3 126
146.0965 2876.2 26
148.1124 1288.2 12
154.0863 9790 91
172.0971 1071.7 10
218.1182 1596 14
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