ACCESSION: MSBNK-NaToxAq-NA003166
RECORD_TITLE: Retrorsine 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 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$MASS_SPECTROMETRY: COLLISION_ENERGY 70% (nominal)
AC$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 2.073 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 368.1703
MS$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$SPLASH: splash10-00rf-4900000000-18eeedd39fa29a79081f
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  53.0385 C4H5+ 1 53.0386 -1.77
  67.0543 C5H7+ 1 67.0542 1.08
  79.0543 C6H7+ 1 79.0542 0.31
  80.0495 C5H6N+ 1 80.0495 0.41
  81.0335 C5H5O+ 1 81.0335 0.72
  81.0573 C5H7N+ 1 81.0573 -0.57
  81.0699 C6H9+ 1 81.0699 0.33
  82.0653 C5H8N+ 1 82.0651 2.27
  83.0491 C5H7O+ 1 83.0491 -0.39
  84.0444 C4H6NO+ 1 84.0444 0.6
  91.0542 C7H7+ 1 91.0542 0.2
  93.0574 C6H7N+ 1 93.0573 0.69
  93.0701 C7H9+ 1 93.0699 2.13
  94.0652 C6H8N+ 1 94.0651 0.41
  95.073 C6H9N+ 1 95.073 0.56
  95.0856 C7H11+ 1 95.0855 0.37
  96.0807 C6H10N+ 1 96.0808 -1.12
  98.06 C5H8NO+ 1 98.06 0.08
  99.044 C5H7O2+ 1 99.0441 -0.77
  105.07 C8H9+ 1 105.0699 0.79
  106.0652 C7H8N+ 1 106.0651 0.6
  107.0491 C7H7O+ 1 107.0491 -0.27
  107.0728 C7H9N+ 1 107.073 -1.4
  107.0855 C8H11+ 1 107.0855 0.22
  108.0808 C7H10N+ 1 108.0808 0.32
  109.0647 C7H9O+ 1 109.0648 -0.96
  109.0887 C7H11N+ 1 109.0886 0.67
  110.0602 C6H8NO+ 1 110.06 1.86
  111.0677 C6H9NO+ 1 111.0679 -1.79
  112.0757 C6H10NO+ 1 112.0757 -0.13
  117.0573 C8H7N+ 1 117.0573 -0.29
  118.0652 C8H8N+ 1 118.0651 0.44
  119.073 C8H9N+ 1 119.073 0.51
  120.0808 C8H10N+ 1 120.0808 0.52
  121.065 C8H9O+ 1 121.0648 1.89
  121.0887 C8H11N+ 1 121.0886 1.15
  122.0964 C8H12N+ 1 122.0964 0.15
  123.0804 C8H11O+ 1 123.0804 -0.04
  124.0758 C7H10NO+ 1 124.0757 0.84
  136.0757 C8H10NO+ 1 136.0757 0.38
  137.0597 C8H9O2+ 1 137.0597 0.2
  137.0835 C8H11NO+ 1 137.0835 0.04
  138.0914 C8H12NO+ 1 138.0913 0.26
  139.0755 C8H11O2+ 1 139.0754 1.39
  141.0907 C8H13O2+ 1 141.091 -1.89
  148.1125 C10H14N+ 1 148.1121 2.67
  151.0754 C9H11O2+ 1 151.0754 0.57
  152.1071 C9H14NO+ 1 152.107 0.42
  154.0862 C8H12NO2+ 1 154.0863 -0.34
  164.1073 C10H14NO+ 1 164.107 1.63
  167.107 C10H15O2+ 1 167.1067 1.81
  169.0858 C9H13O3+ 1 169.0859 -0.6
  178.1227 C11H16NO+ 1 178.1226 0.23
  218.1174 C13H16NO2+ 1 218.1176 -0.48
  218.1537 C14H20NO+ 1 218.1539 -1.22
  220.1334 C13H18NO2+ 1 220.1332 0.69
  227.1283 C12H19O4+ 1 227.1278 2.33
PK$NUM_PEAK: 57
PK$PEAK: m/z int. rel.int.
  53.0385 2427.1 21
  67.0543 3825.1 34
  79.0543 7315.5 65
  80.0495 10710.5 95
  81.0335 2687.1 24
  81.0573 2663.8 23
  81.0699 13655.1 122
  82.0653 2449.5 21
  83.0491 1622.5 14
  84.0444 2252.2 20
  91.0542 5728.4 51
  93.0574 55817.7 499
  93.0701 3810.7 34
  94.0652 92220.5 824
  95.073 25815.7 230
  95.0856 13551.5 121
  96.0807 1924.5 17
  98.06 5884.6 52
  99.044 1406.4 12
  105.07 3171.4 28
  106.0652 20159.3 180
  107.0491 1881.7 16
  107.0728 1514 13
  107.0855 1808.5 16
  108.0808 23061.9 206
  109.0647 3498 31
  109.0887 4448.7 39
  110.0602 3326.3 29
  111.0677 3005.4 26
  112.0757 5456.2 48
  117.0573 2581.6 23
  118.0652 62866.7 562
  119.073 41402.6 370
  120.0808 88951.5 795
  121.065 1123.1 10
  121.0887 6478.9 57
  122.0964 17167.9 153
  123.0804 12390.4 110
  124.0758 2914.7 26
  136.0757 111712.2 999
  137.0597 1526.8 13
  137.0835 4073 36
  138.0914 31899.5 285
  139.0755 7748.6 69
  141.0907 1551.3 13
  148.1125 1938.4 17
  151.0754 5829.1 52
  152.1071 1920.1 17
  154.0862 7576.8 67
  164.1073 2492.8 22
  167.107 1877.2 16
  169.0858 2875.5 25
  178.1227 4323.6 38
  218.1174 2226.2 19
  218.1537 1440.7 12
  220.1334 2290.6 20
  227.1283 2135.8 19
//