ACCESSION: MSBNK-NaToxAq-NA003612
RECORD_TITLE: Echimidine N-oxide; LC-ESI-ITFT; MS2; CE: 100%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 100% (nominal)
AC$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$SPLASH: splash10-0536-9600000000-473870b8280c06817a5a
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  55.0541 C4H7+ 1 55.0542 -1.65
  65.0384 C5H5+ 1 65.0386 -2.02
  66.0464 C5H6+ 1 66.0464 0.21
  67.0417 C4H5N+ 1 67.0417 0.48
  67.0542 C5H7+ 1 67.0542 -0.81
  68.0494 C4H6N+ 1 68.0495 -0.53
  69.0334 C4H5O+ 1 69.0335 -0.77
  77.0385 C6H5+ 1 77.0386 -0.48
  79.0543 C6H7+ 1 79.0542 0.42
  80.0495 C5H6N+ 1 80.0495 0.32
  81.0573 C5H7N+ 1 81.0573 -0.59
  81.0698 C6H9+ 1 81.0699 -0.62
  82.0416 C5H6O+ 1 82.0413 3.25
  82.0652 C5H8N+ 1 82.0651 0.76
  83.0491 C5H7O+ 1 83.0491 0.03
  84.0445 C4H6NO+ 1 84.0444 0.91
  91.0542 C7H7+ 1 91.0542 0.05
  92.0495 C6H6N+ 1 92.0495 0.05
  93.0573 C6H7N+ 1 93.0573 0.28
  93.07 C7H9+ 1 93.0699 1.73
  94.0651 C6H8N+ 1 94.0651 -0.05
  95.0493 C6H7O+ 1 95.0491 1.45
  95.073 C6H9N+ 1 95.073 0.26
  96.0443 C5H6NO+ 1 96.0444 -1.23
  96.0809 C6H10N+ 1 96.0808 1.61
  98.0602 C5H8NO+ 1 98.06 1.54
  103.0543 C8H7+ 1 103.0542 0.41
  105.0574 C7H7N+ 1 105.0573 0.59
  105.07 C8H9+ 1 105.0699 1.07
  106.0651 C7H8N+ 1 106.0651 0.16
  107.0729 C7H9N+ 1 107.073 -0.05
  107.0856 C8H11+ 1 107.0855 0.78
  108.0808 C7H10N+ 1 108.0808 0.31
  109.0884 C7H11N+ 1 109.0886 -1.92
  110.06 C6H8NO+ 1 110.06 -0.36
  111.0679 C6H9NO+ 1 111.0679 0.2
  112.0757 C6H10NO+ 1 112.0757 0.21
  117.0574 C8H7N+ 1 117.0573 0.8
  118.0651 C8H8N+ 1 118.0651 0.16
  119.073 C8H9N+ 1 119.073 0.36
  120.0808 C8H10N+ 1 120.0808 0.05
  121.0888 C8H11N+ 1 121.0886 1.7
  122.06 C7H8NO+ 1 122.06 -0.17
  124.0757 C7H10NO+ 1 124.0757 -0.15
  132.0814 C9H10N+ 1 132.0808 4.73
  136.0757 C8H10NO+ 1 136.0757 0.06
  137.0835 C8H11NO+ 1 137.0835 -0.16
  138.0914 C8H12NO+ 1 138.0913 0.28
  141.091 C8H13O2+ 1 141.091 0.08
  154.0862 C8H12NO2+ 1 154.0863 -0.41
  172.0968 C8H14NO3+ 1 172.0968 -0.15
PK$NUM_PEAK: 51
PK$PEAK: m/z int. rel.int.
  55.0541 21049.4 195
  65.0384 1225.7 11
  66.0464 2045 19
  67.0417 3638 33
  67.0542 6999.6 65
  68.0494 6944.8 64
  69.0334 1282.3 11
  77.0385 3114.1 28
  79.0543 14745.4 137
  80.0495 53295.2 496
  81.0573 3997 37
  81.0698 7070.7 65
  82.0416 1653.7 15
  82.0652 7468.8 69
  83.0491 77235.4 718
  84.0445 7946.4 73
  91.0542 16389.7 152
  92.0495 5005.7 46
  93.0573 45231.1 421
  93.07 3881.4 36
  94.0651 107315 999
  95.0493 1700.4 15
  95.073 5507.3 51
  96.0443 2563.8 23
  96.0809 2202.2 20
  98.0602 2636.6 24
  103.0543 2279.5 21
  105.0574 2360.1 21
  105.07 2130.7 19
  106.0651 51969.9 483
  107.0729 3646.4 33
  107.0856 1163.3 10
  108.0808 25488.2 237
  109.0884 1988.6 18
  110.06 7925.6 73
  111.0679 13974.4 130
  112.0757 5012.8 46
  117.0574 4024 37
  118.0651 41990.3 390
  119.073 19432.9 180
  120.0808 38675.4 360
  121.0888 1536.1 14
  122.06 1769 16
  124.0757 8837.2 82
  132.0814 1324.5 12
  136.0757 35141.2 327
  137.0835 5067.4 47
  138.0914 3708.7 34
  141.091 7771.2 72
  154.0862 6234.8 58
  172.0968 1227.7 11
//