ACCESSION: MSBNK-NaToxAq-NA003248
RECORD_TITLE: Echimidine N-oxide; LC-ESI-ITFT; MS2; CE: 80%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 80% (nominal)
AC$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 6.568 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 414.2116
MS$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$SPLASH: splash10-0016-6900000000-70f3bc91f9b25f584c1a
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  55.0541 C4H7+ 1 55.0542 -2.31
  67.0416 C4H5N+ 1 67.0417 -0.47
  67.0542 C5H7+ 1 67.0542 -0.17
  68.0494 C4H6N+ 1 68.0495 -1.24
  79.0542 C6H7+ 1 79.0542 0.12
  80.0495 C5H6N+ 1 80.0495 0.31
  81.0573 C5H7N+ 1 81.0573 0.46
  81.0699 C6H9+ 1 81.0699 0.33
  82.0413 C5H6O+ 1 82.0413 -0.16
  82.065 C5H8N+ 1 82.0651 -1.63
  83.0491 C5H7O+ 1 83.0491 0.07
  84.0444 C4H6NO+ 1 84.0444 -0.03
  91.0542 C7H7+ 1 91.0542 -0.13
  92.0494 C6H6N+ 1 92.0495 -1.02
  93.0573 C6H7N+ 1 93.0573 0.36
  93.0699 C7H9+ 1 93.0699 0.25
  94.0651 C6H8N+ 1 94.0651 -0.16
  95.0729 C6H9N+ 1 95.073 -0.16
  96.0444 C5H6NO+ 1 96.0444 0.24
  97.0646 C6H9O+ 1 97.0648 -1.91
  98.0601 C5H8NO+ 1 98.06 0.47
  106.0651 C7H8N+ 1 106.0651 0.02
  107.0729 C7H9N+ 1 107.073 -0.47
  107.0857 C8H11+ 1 107.0855 1.21
  108.0808 C7H10N+ 1 108.0808 0.1
  109.0648 C7H9O+ 1 109.0648 -0.05
  109.0884 C7H11N+ 1 109.0886 -1.78
  110.06 C6H8NO+ 1 110.06 -0.64
  111.0678 C6H9NO+ 1 111.0679 -0.14
  112.0757 C6H10NO+ 1 112.0757 -0.13
  117.0571 C8H7N+ 1 117.0573 -1.66
  118.0651 C8H8N+ 1 118.0651 -0.01
  119.073 C8H9N+ 1 119.073 0.12
  120.0808 C8H10N+ 1 120.0808 0.14
  121.0883 C8H11N+ 1 121.0886 -2.69
  122.0595 C7H8NO+ 1 122.06 -4.72
  122.0965 C8H12N+ 1 122.0964 0.4
  124.0757 C7H10NO+ 1 124.0757 0.35
  126.0914 C7H12NO+ 1 126.0913 0.72
  136.0757 C8H10NO+ 1 136.0757 0.38
  137.0835 C8H11NO+ 1 137.0835 0.04
  138.0914 C8H12NO+ 1 138.0913 0.37
  141.091 C8H13O2+ 1 141.091 0.16
  146.0961 C10H12N+ 1 146.0964 -2.4
  148.1119 C10H14N+ 1 148.1121 -1.04
  154.0863 C8H12NO2+ 1 154.0863 0.06
  160.1115 C11H14N+ 1 160.1121 -3.81
  172.0969 C8H14NO3+ 1 172.0968 0.5
  174.1281 C12H16N+ 1 174.1277 2.27
  176.1063 C11H14NO+ 1 176.107 -3.68
  190.1222 C12H16NO+ 1 190.1226 -2.14
  192.1384 C12H18NO+ 1 192.1383 0.67
  220.1334 C13H18NO2+ 1 220.1332 0.83
  254.1388 C13H20NO4+ 1 254.1387 0.42
PK$NUM_PEAK: 54
PK$PEAK: m/z int. rel.int.
  55.0541 18767.5 193
  67.0416 1532.1 15
  67.0542 2083.5 21
  68.0494 5062.6 52
  79.0542 9532.8 98
  80.0495 18582.7 191
  81.0573 4515.9 46
  81.0699 7931.5 81
  82.0413 1678.4 17
  82.065 5489.6 56
  83.0491 96854.7 999
  84.0444 8573.5 88
  91.0542 6436.9 66
  92.0494 1087.3 11
  93.0573 28802.1 297
  93.0699 3380.5 34
  94.0651 58847.6 606
  95.0729 6708.1 69
  96.0444 1489.1 15
  97.0646 1350.4 13
  98.0601 2416.2 24
  106.0651 46418.3 478
  107.0729 3684.7 38
  107.0857 1645.4 16
  108.0808 20697.5 213
  109.0648 2240.7 23
  109.0884 3758.7 38
  110.06 4647.4 47
  111.0678 23282.4 240
  112.0757 6599.6 68
  117.0571 1480.8 15
  118.0651 22585.9 232
  119.073 26377.7 272
  120.0808 46370.4 478
  121.0883 2472.4 25
  122.0595 1780.4 18
  122.0965 1628.1 16
  124.0757 10665.1 110
  126.0914 2138.6 22
  136.0757 52690.5 543
  137.0835 27441.4 283
  138.0914 7505.2 77
  141.091 34208 352
  146.0961 1648.4 17
  148.1119 1646.7 16
  154.0863 23950.2 247
  160.1115 1327.6 13
  172.0969 4391.5 45
  174.1281 1933.3 19
  176.1063 1858.2 19
  190.1222 1262 13
  192.1384 1754.2 18
  220.1334 3111.5 32
  254.1388 12904.5 133
//