ACCESSION: MSBNK-NaToxAq-NA002786
RECORD_TITLE: Retrorsine N-oxide; LC-ESI-ITFT; MS2; CE: 45%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 45% (nominal)
AC$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$SPLASH: splash10-014i-1917000000-f0b8dcbdf00551ed8a1c
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  79.0543 C6H7+ 1 79.0542 0.9
  80.0497 C5H6N+ 1 80.0495 2.92
  81.0699 C6H9+ 1 81.0699 0.87
  91.0545 C7H7+ 1 91.0542 3.08
  93.0574 C6H7N+ 1 93.0573 1.2
  93.0701 C7H9+ 1 93.0699 1.99
  94.0652 C6H8N+ 1 94.0651 1.26
  95.073 C6H9N+ 1 95.073 0.76
  95.0858 C7H11+ 1 95.0855 3.37
  98.0602 C5H8NO+ 1 98.06 2.1
  105.0704 C8H9+ 1 105.0699 4.65
  106.0652 C7H8N+ 1 106.0651 0.47
  108.0808 C7H10N+ 1 108.0808 0.53
  109.0648 C7H9O+ 1 109.0648 0.17
  109.0887 C7H11N+ 1 109.0886 0.67
  112.0759 C6H10NO+ 1 112.0757 1.83
  118.0652 C8H8N+ 1 118.0651 0.78
  119.0731 C8H9N+ 1 119.073 0.9
  120.0809 C8H10N+ 1 120.0808 0.9
  121.0887 C8H11N+ 1 121.0886 0.77
  122.0965 C8H12N+ 1 122.0964 0.64
  123.0805 C8H11O+ 1 123.0804 0.19
  124.0759 C7H10NO+ 1 124.0757 1.81
  125.0962 C8H13O+ 1 125.0961 0.98
  136.0758 C8H10NO+ 1 136.0757 0.98
  137.0836 C8H11NO+ 1 137.0835 0.86
  138.0914 C8H12NO+ 1 138.0913 0.74
  139.0758 C8H11O2+ 1 139.0754 3.3
  139.099 C8H13NO+ 1 139.0992 -1.46
  140.107 C8H14NO+ 1 140.107 0.18
  151.0754 C9H11O2+ 1 151.0754 0.09
  152.1073 C9H14NO+ 1 152.107 1.75
  154.0863 C8H12NO2+ 1 154.0863 0.58
  169.0859 C9H13O3+ 1 169.0859 -0.38
  178.1225 C11H16NO+ 1 178.1226 -1
  218.1179 C13H16NO2+ 1 218.1176 1.4
  218.154 C14H20NO+ 1 218.1539 0.45
  220.1335 C13H18NO2+ 1 220.1332 1.18
  227.1285 C12H19O4+ 1 227.1278 3.13
  246.1492 C15H20NO2+ 1 246.1489 1.2
  248.1646 C15H22NO2+ 1 248.1645 0.29
  270.134 C13H20NO5+ 1 270.1336 1.57
  292.1552 C16H22NO4+ 1 292.1543 3.07
  306.1705 C17H24NO4+ 1 306.17 1.54
  320.1494 C17H22NO5+ 1 320.1492 0.36
  338.1605 C17H24NO6+ 1 338.1598 2.05
  340.1755 C17H26NO6+ 1 340.1755 0.09
  368.1707 C18H26NO7+ 1 368.1704 0.8
PK$NUM_PEAK: 48
PK$PEAK: m/z int. rel.int.
  79.0543 1776.3 6
  80.0497 3075.3 10
  81.0699 7600 27
  91.0545 2217.6 7
  93.0574 11755.2 41
  93.0701 1305.5 4
  94.0652 15218.7 54
  95.073 33799.6 120
  95.0858 2430.3 8
  98.0602 1975.1 7
  105.0704 1493.1 5
  106.0652 7709.3 27
  108.0808 7558.3 26
  109.0648 2763.4 9
  109.0887 2155.7 7
  112.0759 4397.5 15
  118.0652 64166.3 229
  119.0731 47360.8 169
  120.0809 53223.3 190
  121.0887 35505.6 126
  122.0965 11904.7 42
  123.0805 5689.4 20
  124.0759 1501.9 5
  125.0962 1763.6 6
  136.0758 51552.9 184
  137.0836 13716.6 48
  138.0914 33786.6 120
  139.0758 1883.1 6
  139.099 1575.9 5
  140.107 1698.3 6
  151.0754 4522.8 16
  152.1073 1596.7 5
  154.0863 22906.3 81
  169.0859 5418.1 19
  178.1225 3761.1 13
  218.1179 4651.7 16
  218.154 2246.5 8
  220.1335 37353.3 133
  227.1285 2483.2 8
  246.1492 12502.8 44
  248.1646 5776.3 20
  270.134 1491.5 5
  292.1552 1907.5 6
  306.1705 2458.7 8
  320.1494 2011.8 7
  338.1605 4867.6 17
  340.1755 14782.6 52
  368.1707 279821.2 999
//