ACCESSION: MSBNK-NaToxAq-NA002788
RECORD_TITLE: Retrorsine N-oxide; LC-ESI-ITFT; MS2; CE: 55%; R=15000; [M+H]+
DATE: 2020.02.21
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 2284

CH$NAME: Retrorsine N-oxide
CH$NAME: Unii-51819grv4U
CH$NAME: (1R,4Z,6R,7S,14S,17R)-4-ethylidene-7-hydroxy-7-(hydroxymethyl)-6-methyl-14-oxido-2,9-dioxa-14-azoniatricyclo[9.5.1.014,17]heptadec-11-ene-3,8-dione
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₁₈H₂₅NO₇
CH$EXACT_MASS: 367.1631
CH$SMILES: C/C=C\1/C[C@H]([C@@](C(=O)OCC2=CC[N@@+]3([C@H]2[C@@H](CC3)OC1=O)[O-])(CO)O)C
CH$IUPAC: InChI=1S/C18H25NO7/c1-3-12-8-11(2)18(23,10-20)17(22)25-9-13-4-6-19(24)7-5-14(15(13)19)26-16(12)21/h3-4,11,14-15,20,23H,5-10H2,1-2H3/b12-3-/t11-,14-,15-,18-,19-/m1/s1
CH$LINK: PUBCHEM CID:76972338
CH$LINK: INCHIKEY IDIMIWQPUHURPV-BJODLBMNSA-N
CH$LINK: CHEMSPIDER 32697679

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$MASS_SPECTROMETRY: COLLISION_ENERGY 55% (nominal)
AC$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 2.062 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 143.0015
MS$FOCUSED_ION: PRECURSOR_M/Z 368.1704
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$SPLASH: splash10-01bi-2901000000-f983f7124f91bac25c7d
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  53.0385 C4H5+ 1 53.0386 -1.39
  67.0542 C5H7+ 1 67.0542 -0.25
  79.0543 C6H7+ 1 79.0542 0.71
  80.0496 C5H6N+ 1 80.0495 1.11
  81.0699 C6H9+ 1 81.0699 0.58
  82.0652 C5H8N+ 1 82.0651 1.16
  83.0491 C5H7O+ 1 83.0491 -1.09
  84.0445 C4H6NO+ 1 84.0444 1.03
  91.0542 C7H7+ 1 91.0542 0.23
  93.0574 C6H7N+ 1 93.0573 0.96
  93.0699 C7H9+ 1 93.0699 0.6
  94.0652 C6H8N+ 1 94.0651 1.02
  95.073 C6H9N+ 1 95.073 0.92
  95.0856 C7H11+ 1 95.0855 0.81
  98.0601 C5H8NO+ 1 98.06 1.09
  105.0695 C8H9+ 1 105.0699 -3.85
  106.0652 C7H8N+ 1 106.0651 0.54
  107.0491 C7H7O+ 1 107.0491 -0.34
  107.0859 C8H11+ 1 107.0855 3.86
  108.0809 C7H10N+ 1 108.0808 1.31
  109.0649 C7H9O+ 1 109.0648 1.36
  109.0888 C7H11N+ 1 109.0886 1.86
  110.0601 C6H8NO+ 1 110.06 0.95
  112.0758 C6H10NO+ 1 112.0757 0.6
  118.0652 C8H8N+ 1 118.0651 0.78
  119.0731 C8H9N+ 1 119.073 0.9
  120.0809 C8H10N+ 1 120.0808 0.84
  121.0887 C8H11N+ 1 121.0886 1.02
  122.0965 C8H12N+ 1 122.0964 0.77
  123.0805 C8H11O+ 1 123.0804 0.25
  124.0757 C7H10NO+ 1 124.0757 -0.09
  125.0962 C8H13O+ 1 125.0961 0.8
  136.0758 C8H10NO+ 1 136.0757 0.87
  137.0602 C8H9O2+ 1 137.0597 3.35
  137.0837 C8H11NO+ 1 137.0835 1.09
  138.0914 C8H12NO+ 1 138.0913 0.74
  139.0754 C8H11O2+ 1 139.0754 0.56
  140.1074 C8H14NO+ 1 140.107 2.79
  151.0755 C9H11O2+ 1 151.0754 0.7
  152.1071 C9H14NO+ 1 152.107 0.75
  154.0864 C8H12NO2+ 1 154.0863 0.88
  169.0863 C9H13O3+ 1 169.0859 2.41
  178.1227 C11H16NO+ 1 178.1226 0.46
  218.118 C13H16NO2+ 1 218.1176 1.82
  218.1536 C14H20NO+ 1 218.1539 -1.51
  220.1333 C13H18NO2+ 1 220.1332 0.62
  227.1282 C12H19O4+ 1 227.1278 1.65
  236.1278 C13H18NO3+ 1 236.1281 -1.34
  246.1491 C15H20NO2+ 1 246.1489 1.08
  248.1649 C15H22NO2+ 1 248.1645 1.39
  292.1545 C16H22NO4+ 1 292.1543 0.56
  306.1696 C17H24NO4+ 1 306.17 -1.35
  320.1481 C17H22NO5+ 1 320.1492 -3.74
  340.1757 C17H26NO6+ 1 340.1755 0.72
  368.1707 C18H26NO7+ 1 368.1704 0.8
PK$NUM_PEAK: 55
PK$PEAK: m/z int. rel.int.
  53.0385 1226.6 14
  67.0542 1829.9 22
  79.0543 3816.9 46
  80.0496 5258.4 63
  81.0699 11599.5 140
  82.0652 1866.1 22
  83.0491 1384.3 16
  84.0445 2096.1 25
  91.0542 4471.7 54
  93.0574 28007.4 339
  93.0699 1952.7 23
  94.0652 35600.2 431
  95.073 32212.9 390
  95.0856 5695.8 69
  98.0601 3244.8 39
  105.0695 1061.8 12
  106.0652 13794.8 167
  107.0491 1699.4 20
  107.0859 1715.7 20
  108.0809 12952 157
  109.0649 4595.9 55
  109.0888 4149.9 50
  110.0601 2293.5 27
  112.0758 7366.1 89
  118.0652 63683.4 772
  119.0731 52837.4 640
  120.0809 69826.9 846
  121.0887 22588.5 273
  122.0965 17565.5 212
  123.0805 10747.9 130
  124.0757 1266.4 15
  125.0962 1714.8 20
  136.0758 82405.9 999
  137.0602 1453.7 17
  137.0837 13789.3 167
  138.0914 39786.1 482
  139.0754 5475.8 66
  140.1074 965.9 11
  151.0755 7653.1 92
  152.1071 2938.2 35
  154.0864 18946.3 229
  169.0863 3908.5 47
  178.1227 7911.4 95
  218.118 4960.8 60
  218.1536 2147.2 26
  220.1333 22392.3 271
  227.1282 4828.2 58
  236.1278 1199.7 14
  246.1491 6963.9 84
  248.1649 3465.2 42
  292.1545 1569.1 19
  306.1696 1884.6 22
  320.1481 1812.7 21
  340.1757 8475 102
  368.1707 43172.8 523
//