ACCESSION: MSBNK-NaToxAq-NA003206
RECORD_TITLE: Lycopsamine 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 2294

CH$NAME: Lycopsamine N-oxide
CH$NAME: [(7R,8R)-7-hydroxy-4-oxido-5,6,7,8-tetrahydro-3H-pyrrolizin-4-ium-1-yl]methyl (2S)-2-hydroxy-2-[(1S)-1-hydroxyethyl]-3-methylbutanoate
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₁₅H₂₅NO₆
CH$EXACT_MASS: 315.1682
CH$SMILES: C[C@@H]([C@@](C(C)C)(C(=O)OCC1=CC[N+]2([C@H]1[C@@H](CC2)O)[O-])O)O
CH$IUPAC: InChI=1S/C15H25NO6/c1-9(2)15(20,10(3)17)14(19)22-8-11-4-6-16(21)7-5-12(18)13(11)16/h4,9-10,12-13,17-18,20H,5-8H2,1-3H3/t10-,12+,13+,15-,16?/m0/s1
CH$LINK: PUBCHEM CID:340067
CH$LINK: INCHIKEY DNAWGBOKUFFVMB-FVZLBROTSA-N
CH$LINK: CHEMSPIDER 301478

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 1.287 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 143.0014
MS$FOCUSED_ION: PRECURSOR_M/Z 316.1755
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$SPLASH: splash10-00du-3900000000-509436b6b4519ea8f5ed
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  55.0541 C4H7+ 1 55.0542 -2.79
  67.0543 C5H7+ 1 67.0542 0.96
  68.0494 C4H6N+ 1 68.0495 -1.01
  70.0652 C4H8N+ 1 70.0651 0.55
  73.0648 C4H9O+ 1 73.0648 -0.03
  79.0542 C6H7+ 1 79.0542 -0.08
  80.0495 C5H6N+ 1 80.0495 0.41
  81.0574 C5H7N+ 1 81.0573 1.12
  81.0699 C6H9+ 1 81.0699 0.42
  82.0413 C5H6O+ 1 82.0413 -0.44
  82.0651 C5H8N+ 1 82.0651 -0.14
  83.0492 C5H7O+ 1 83.0491 0.25
  91.0541 C7H7+ 1 91.0542 -1.81
  92.0494 C6H6N+ 1 92.0495 -0.53
  93.0573 C6H7N+ 1 93.0573 0.36
  94.0651 C6H8N+ 1 94.0651 0.01
  95.0489 C6H7O+ 1 95.0491 -2.99
  95.0729 C6H9N+ 1 95.073 -0.49
  96.0444 C5H6NO+ 1 96.0444 0.08
  96.0806 C6H10N+ 1 96.0808 -1.36
  98.06 C5H8NO+ 1 98.06 -0.62
  102.0549 C4H8NO2+ 1 102.055 -0.33
  106.0651 C7H8N+ 1 106.0651 -0.05
  108.0807 C7H10N+ 1 108.0808 -0.32
  109.0649 C7H9O+ 1 109.0648 0.65
  109.0884 C7H11N+ 1 109.0886 -1.43
  110.0599 C6H8NO+ 1 110.06 -1.26
  111.0679 C6H9NO+ 1 111.0679 -0.01
  112.0757 C6H10NO+ 1 112.0757 0.07
  118.0649 C8H8N+ 1 118.0651 -1.63
  120.0806 C8H10N+ 1 120.0808 -1.26
  124.0759 C7H10NO+ 1 124.0757 1.89
  126.0913 C7H12NO+ 1 126.0913 -0.31
  128.0707 C6H10NO2+ 1 128.0706 0.36
  136.0757 C8H10NO+ 1 136.0757 0.15
  137.0836 C8H11NO+ 1 137.0835 0.49
  138.0913 C8H12NO+ 1 138.0913 -0.07
  140.071 C7H10NO2+ 1 140.0706 3.03
  154.0863 C8H12NO2+ 1 154.0863 0.26
  155.0941 C8H13NO2+ 1 155.0941 0.25
  172.0969 C8H14NO3+ 1 172.0968 0.32
  226.1437 C12H20NO3+ 1 226.1438 -0.38
  316.1755 C15H26NO6+ 1 316.1755 0.21
PK$NUM_PEAK: 43
PK$PEAK: m/z int. rel.int.
  55.0541 1539.8 6
  67.0543 4544.6 19
  68.0494 5475 23
  70.0652 1385.4 5
  73.0648 4072.8 17
  79.0542 2166.3 9
  80.0495 13178 56
  81.0574 1563.3 6
  81.0699 4779.7 20
  82.0413 11451.6 48
  82.0651 8365.6 35
  83.0492 15725 67
  91.0541 1203.6 5
  92.0494 1134.4 4
  93.0573 68827.4 294
  94.0651 93285 398
  95.0489 949.5 4
  95.0729 3583.3 15
  96.0444 3926 16
  96.0806 2594.5 11
  98.06 8942.8 38
  102.0549 6811.3 29
  106.0651 7924.8 33
  108.0807 12782 54
  109.0649 3642.3 15
  109.0884 2739.4 11
  110.0599 7505 32
  111.0679 63758.9 272
  112.0757 10051.7 42
  118.0649 2294.8 9
  120.0806 1937.3 8
  124.0759 3594.5 15
  126.0913 3330.6 14
  128.0707 4105.8 17
  136.0757 44325.5 189
  137.0836 16210.9 69
  138.0913 149912.5 640
  140.071 3185.6 13
  154.0863 16716.4 71
  155.0941 29772.3 127
  172.0969 233824.9 999
  226.1437 1344.3 5
  316.1755 8479.6 36
//