ACCESSION: MSBNK-NaToxAq-NA003569
RECORD_TITLE: Lycopsamine N-oxide; LC-ESI-ITFT; MS2; CE: 85%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 85% (nominal)
AC$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 1.285 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$SPLASH: splash10-0006-8900000000-622b50082166ecbf3b48
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  66.0465 C5H6+ 1 66.0464 0.79
  67.0415 C4H5N+ 1 67.0417 -1.9
  67.0542 C5H7+ 1 67.0542 -0.13
  68.0494 C4H6N+ 1 68.0495 -0.98
  70.0653 C4H8N+ 1 70.0651 2.52
  73.0648 C4H9O+ 1 73.0648 0.27
  79.0543 C6H7+ 1 79.0542 0.62
  80.0495 C5H6N+ 1 80.0495 0.13
  81.0574 C5H7N+ 1 81.0573 0.73
  81.0698 C6H9+ 1 81.0699 -0.34
  82.0413 C5H6O+ 1 82.0413 -0.19
  82.0651 C5H8N+ 1 82.0651 -0.08
  83.0491 C5H7O+ 1 83.0491 -0.07
  84.044 C4H6NO+ 1 84.0444 -4.35
  84.081 C5H10N+ 1 84.0808 2.35
  91.0544 C7H7+ 1 91.0542 1.97
  92.0493 C6H6N+ 1 92.0495 -2.35
  93.0573 C6H7N+ 1 93.0573 0.04
  94.0651 C6H8N+ 1 94.0651 -0.3
  95.0729 C6H9N+ 1 95.073 -0.78
  96.0443 C5H6NO+ 1 96.0444 -0.44
  96.0808 C6H10N+ 1 96.0808 0.34
  98.0601 C5H8NO+ 1 98.06 0.37
  102.0549 C4H8NO2+ 1 102.055 -0.35
  106.0651 C7H8N+ 1 106.0651 0.23
  108.0808 C7H10N+ 1 108.0808 -0.04
  109.0648 C7H9O+ 1 109.0648 0.3
  110.06 C6H8NO+ 1 110.06 -0.01
  111.0678 C6H9NO+ 1 111.0679 -0.21
  112.0756 C6H10NO+ 1 112.0757 -1.16
  118.0651 C8H8N+ 1 118.0651 -0.23
  120.0809 C8H10N+ 1 120.0808 0.75
  124.0755 C7H10NO+ 1 124.0757 -1.44
  126.0912 C7H12NO+ 1 126.0913 -1.17
  128.0705 C6H10NO2+ 1 128.0706 -0.95
  136.0757 C8H10NO+ 1 136.0757 -0.05
  137.0836 C8H11NO+ 1 137.0835 0.4
  138.0913 C8H12NO+ 1 138.0913 -0.16
  140.071 C7H10NO2+ 1 140.0706 2.62
  142.0863 C7H12NO2+ 1 142.0863 0.42
  154.0862 C8H12NO2+ 1 154.0863 -0.31
  155.0941 C8H13NO2+ 1 155.0941 0.17
  172.0968 C8H14NO3+ 1 172.0968 0.12
PK$NUM_PEAK: 43
PK$PEAK: m/z int. rel.int.
  66.0465 1374.4 7
  67.0415 1660.7 9
  67.0542 5164 29
  68.0494 10908.8 62
  70.0653 1424.1 8
  73.0648 4398.8 25
  79.0543 3258.4 18
  80.0495 35546.2 203
  81.0574 4008.1 22
  81.0698 4617.4 26
  82.0413 7195.3 41
  82.0651 11471.1 65
  83.0491 17375.9 99
  84.044 1285.1 7
  84.081 1474.1 8
  91.0544 2115.8 12
  92.0493 3152.2 18
  93.0573 97708.3 560
  94.0651 174238.8 999
  95.0729 3657.6 20
  96.0443 5082.4 29
  96.0808 3992.7 22
  98.0601 7776.3 44
  102.0549 10434.6 59
  106.0651 13668.2 78
  108.0808 16669.4 95
  109.0648 3496.5 20
  110.06 9068.9 51
  111.0678 118959.6 682
  112.0756 7525.2 43
  118.0651 3262.5 18
  120.0809 2288.2 13
  124.0755 4979.8 28
  126.0912 2888.9 16
  128.0705 7208 41
  136.0757 34044.4 195
  137.0836 13389.1 76
  138.0913 76079.3 436
  140.071 2070.9 11
  142.0863 1599 9
  154.0862 8758.3 50
  155.0941 17271.3 99
  172.0968 103519.4 593
//