ACCESSION: MSBNK-NaToxAq-NA003167
RECORD_TITLE: Retrorsine N-oxide; LC-ESI-ITFT; MS2; CE: 75%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 75% (nominal)
AC$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$SPLASH: splash10-00rf-5900000000-b2a076d2a989a58aeebc
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  53.0385 C4H5+ 1 53.0386 -1.2
  55.0541 C4H7+ 1 55.0542 -2.1
  67.0541 C5H7+ 1 67.0542 -1.31
  68.0493 C4H6N+ 1 68.0495 -2.14
  79.0543 C6H7+ 1 79.0542 0.5
  80.0495 C5H6N+ 1 80.0495 0.6
  81.0336 C5H5O+ 1 81.0335 0.91
  81.0573 C5H7N+ 1 81.0573 -0.39
  81.0699 C6H9+ 1 81.0699 0.14
  82.0652 C5H8N+ 1 82.0651 0.51
  83.0492 C5H7O+ 1 83.0491 0.25
  84.0445 C4H6NO+ 1 84.0444 1.87
  91.0543 C7H7+ 1 91.0542 0.54
  92.0493 C6H6N+ 1 92.0495 -1.52
  93.0574 C6H7N+ 1 93.0573 0.6
  93.0699 C7H9+ 1 93.0699 0.49
  94.0651 C6H8N+ 1 94.0651 0.25
  95.073 C6H9N+ 1 95.073 0.16
  95.0855 C7H11+ 1 95.0855 -0.28
  96.0807 C6H10N+ 1 96.0808 -1.28
  98.0601 C5H8NO+ 1 98.06 0.78
  105.07 C8H9+ 1 105.0699 0.79
  106.0652 C7H8N+ 1 106.0651 0.74
  107.0731 C7H9N+ 1 107.073 1.24
  107.0856 C8H11+ 1 107.0855 1.07
  108.0808 C7H10N+ 1 108.0808 0.32
  109.0648 C7H9O+ 1 109.0648 -0.12
  109.0888 C7H11N+ 1 109.0886 1.37
  110.0599 C6H8NO+ 1 110.06 -1.05
  111.0679 C6H9NO+ 1 111.0679 0.2
  112.0758 C6H10NO+ 1 112.0757 0.89
  117.0572 C8H7N+ 1 117.0573 -0.87
  118.0652 C8H8N+ 1 118.0651 0.31
  119.073 C8H9N+ 1 119.073 0.57
  120.0808 C8H10N+ 1 120.0808 0.45
  121.0649 C8H9O+ 1 121.0648 0.82
  121.0886 C8H11N+ 1 121.0886 0.08
  122.0965 C8H12N+ 1 122.0964 0.21
  123.0804 C8H11O+ 1 123.0804 -0.11
  124.0756 C7H10NO+ 1 124.0757 -0.51
  134.0967 C9H12N+ 1 134.0964 1.68
  136.0757 C8H10NO+ 1 136.0757 0.38
  137.0838 C8H11NO+ 1 137.0835 1.82
  138.0914 C8H12NO+ 1 138.0913 0.7
  139.0754 C8H11O2+ 1 139.0754 0.29
  146.0969 C10H12N+ 1 146.0964 3.24
  148.1127 C10H14N+ 1 148.1121 4.21
  151.0756 C9H11O2+ 1 151.0754 1.68
  154.0862 C8H12NO2+ 1 154.0863 -0.34
  164.1074 C10H14NO+ 1 164.107 2.56
  178.1227 C11H16NO+ 1 178.1226 0.23
  190.1228 C12H16NO+ 1 190.1226 0.83
  220.1332 C13H18NO2+ 1 220.1332 0.14
PK$NUM_PEAK: 53
PK$PEAK: m/z int. rel.int.
  53.0385 2504.8 25
  55.0541 1622.8 16
  67.0541 4551.1 46
  68.0493 1191.1 12
  79.0543 6890.5 70
  80.0495 12503.1 127
  81.0336 1985.6 20
  81.0573 2763.4 28
  81.0699 14466.7 147
  82.0652 2618.8 26
  83.0492 1978.4 20
  84.0445 2295.4 23
  91.0543 3686.1 37
  92.0493 2041.6 20
  93.0574 48034 489
  93.0699 2403.6 24
  94.0651 98076.3 999
  95.073 18391.2 187
  95.0855 12820 130
  96.0807 2422.1 24
  98.0601 4727.3 48
  105.07 2792.1 28
  106.0652 17164.5 174
  107.0731 2762.4 28
  107.0856 1241.7 12
  108.0808 24137.5 245
  109.0648 3883 39
  109.0888 3737.8 38
  110.0599 1464.1 14
  111.0679 1617.3 16
  112.0758 3875.2 39
  117.0572 1668.5 16
  118.0652 57563.7 586
  119.073 30436.4 310
  120.0808 78531.6 799
  121.0649 1092.9 11
  121.0886 4111.8 41
  122.0965 11769.5 119
  123.0804 8372 85
  124.0756 3496.8 35
  134.0967 1580.3 16
  136.0757 90213.4 918
  137.0838 2698.4 27
  138.0914 20336.1 207
  139.0754 6054.6 61
  146.0969 1968 20
  148.1127 2015.7 20
  151.0756 3721.3 37
  154.0862 3442.8 35
  164.1074 1622.7 16
  178.1227 3478.1 35
  190.1228 1170.1 11
  220.1332 1356.7 13
//