ACCESSION: MSBNK-NaToxAq-NA003529
RECORD_TITLE: Retrorsine 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 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$MASS_SPECTROMETRY: COLLISION_ENERGY 85% (nominal)
AC$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 2.074 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 143.0016
MS$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$SPLASH: splash10-0006-8900000000-f1aa3b6cab96f957d99b
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  53.0385 C4H5+ 1 53.0386 -1.51
  65.0385 C5H5+ 1 65.0386 -1.43
  67.0417 C4H5N+ 1 67.0417 1.17
  67.0543 C5H7+ 1 67.0542 0.67
  68.0493 C4H6N+ 1 68.0495 -2.1
  77.0387 C6H5+ 1 77.0386 1.3
  79.0543 C6H7+ 1 79.0542 1
  80.0496 C5H6N+ 1 80.0495 1.17
  81.0337 C5H5O+ 1 81.0335 2.88
  81.0574 C5H7N+ 1 81.0573 1.01
  81.0699 C6H9+ 1 81.0699 0.88
  82.0651 C5H8N+ 1 82.0651 0.29
  83.0493 C5H7O+ 1 83.0491 2.23
  84.0446 C4H6NO+ 1 84.0444 2.27
  91.0543 C7H7+ 1 91.0542 0.63
  92.0495 C6H6N+ 1 92.0495 0.22
  93.0574 C6H7N+ 1 93.0573 1.1
  93.0701 C7H9+ 1 93.0699 2.55
  94.0652 C6H8N+ 1 94.0651 0.84
  95.0731 C6H9N+ 1 95.073 1.23
  95.0856 C7H11+ 1 95.0855 0.79
  96.0445 C5H6NO+ 1 96.0444 1.55
  96.0808 C6H10N+ 1 96.0808 0.66
  98.0602 C5H8NO+ 1 98.06 1.46
  105.0701 C8H9+ 1 105.0699 2.52
  106.0652 C7H8N+ 1 106.0651 0.8
  107.073 C7H9N+ 1 107.073 0.66
  108.0809 C7H10N+ 1 108.0808 0.88
  109.065 C7H9O+ 1 109.0648 1.77
  109.0888 C7H11N+ 1 109.0886 2
  110.0601 C6H8NO+ 1 110.06 0.82
  111.068 C6H9NO+ 1 111.0679 1.02
  117.0575 C8H7N+ 1 117.0573 1.85
  118.0652 C8H8N+ 1 118.0651 0.87
  119.0731 C8H9N+ 1 119.073 1
  120.0809 C8H10N+ 1 120.0808 1
  122.0965 C8H12N+ 1 122.0964 0.51
  123.0805 C8H11O+ 1 123.0804 0.74
  124.0756 C7H10NO+ 1 124.0757 -1.08
  132.0807 C9H10N+ 1 132.0808 -0.47
  134.0965 C9H12N+ 1 134.0964 0.45
  136.0758 C8H10NO+ 1 136.0757 0.96
  138.0914 C8H12NO+ 1 138.0913 0.72
  139.0755 C8H11O2+ 1 139.0754 1.19
  146.0961 C10H12N+ 1 146.0964 -2.26
  151.0756 C9H11O2+ 1 151.0754 1.3
  154.0861 C8H12NO2+ 1 154.0863 -0.71
PK$NUM_PEAK: 47
PK$PEAK: m/z int. rel.int.
  53.0385 2695.8 18
  65.0385 932.8 6
  67.0417 2262 15
  67.0543 7210.7 48
  68.0493 1325 8
  77.0387 2526.7 16
  79.0543 9254.7 61
  80.0496 22115.8 147
  81.0337 2611.6 17
  81.0574 3177.2 21
  81.0699 14643.9 97
  82.0651 2839.1 18
  83.0493 2230.7 14
  84.0446 2261.9 15
  91.0543 9134.3 61
  92.0495 3676.5 24
  93.0574 61091.2 408
  93.0701 3844 25
  94.0652 149547.1 999
  95.0731 14209 94
  95.0856 11378.8 76
  96.0445 1646.5 10
  96.0808 3938.9 26
  98.0602 3603.3 24
  105.0701 3177 21
  106.0652 17946.6 119
  107.073 2647.8 17
  108.0809 27250.1 182
  109.065 2198.8 14
  109.0888 2019.8 13
  110.0601 2996.7 20
  111.068 1689.2 11
  117.0575 5399.1 36
  118.0652 60473.4 403
  119.0731 24537 163
  120.0809 82065.6 548
  122.0965 8121.6 54
  123.0805 6391 42
  124.0756 1612.5 10
  132.0807 2490.4 16
  134.0965 2319.4 15
  136.0758 87382.1 583
  138.0914 12591.4 84
  139.0755 4421.6 29
  146.0961 1184.3 7
  151.0756 2702.2 18
  154.0861 1168.7 7
//