ACCESSION: MSBNK-NaToxAq-NA002787
RECORD_TITLE: Retrorsine N-oxide; LC-ESI-ITFT; MS2; CE: 50%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 50% (nominal)
AC$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$SPLASH: splash10-01b9-2912000000-be79758ae817259125a0
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  53.0386 C4H5+ 1 53.0386 -0.02
  67.0541 C5H7+ 1 67.0542 -2.07
  79.0542 C6H7+ 1 79.0542 -0.07
  80.0496 C5H6N+ 1 80.0495 1.02
  81.0699 C6H9+ 1 81.0699 0.21
  82.0652 C5H8N+ 1 82.0651 0.98
  83.0488 C5H7O+ 1 83.0491 -3.57
  84.0445 C4H6NO+ 1 84.0444 1.67
  91.0543 C7H7+ 1 91.0542 0.4
  93.0573 C6H7N+ 1 93.0573 0.46
  94.0652 C6H8N+ 1 94.0651 0.29
  95.073 C6H9N+ 1 95.073 0.43
  95.0857 C7H11+ 1 95.0855 1.45
  98.0602 C5H8NO+ 1 98.06 1.56
  106.0652 C7H8N+ 1 106.0651 0.54
  107.049 C7H7O+ 1 107.0491 -1.05
  107.0859 C8H11+ 1 107.0855 3.36
  108.0808 C7H10N+ 1 108.0808 0.39
  109.0648 C7H9O+ 1 109.0648 -0.04
  109.0886 C7H11N+ 1 109.0886 -0.38
  110.0601 C6H8NO+ 1 110.06 0.4
  112.0758 C6H10NO+ 1 112.0757 0.6
  118.0652 C8H8N+ 1 118.0651 0.26
  119.073 C8H9N+ 1 119.073 0.52
  120.0808 C8H10N+ 1 120.0808 0.39
  121.0886 C8H11N+ 1 121.0886 0.27
  122.0965 C8H12N+ 1 122.0964 0.27
  123.0804 C8H11O+ 1 123.0804 -0.3
  124.076 C7H10NO+ 1 124.0757 2.49
  125.0963 C8H13O+ 1 125.0961 2.02
  136.0757 C8H10NO+ 1 136.0757 0.31
  137.0597 C8H9O2+ 1 137.0597 0.24
  137.0835 C8H11NO+ 1 137.0835 -0.03
  138.0914 C8H12NO+ 1 138.0913 0.08
  139.0753 C8H11O2+ 1 139.0754 -0.21
  139.0991 C8H13NO+ 1 139.0992 -0.25
  140.1071 C8H14NO+ 1 140.107 0.61
  151.0754 C9H11O2+ 1 151.0754 0.29
  152.1068 C9H14NO+ 1 152.107 -1.16
  154.0863 C8H12NO2+ 1 154.0863 0.28
  169.0859 C9H13O3+ 1 169.0859 0.16
  178.1227 C11H16NO+ 1 178.1226 0.29
  218.1179 C13H16NO2+ 1 218.1176 1.68
  218.1545 C14H20NO+ 1 218.1539 2.62
  220.1332 C13H18NO2+ 1 220.1332 0.14
  227.1277 C12H19O4+ 1 227.1278 -0.43
  236.1275 C13H18NO3+ 1 236.1281 -2.5
  246.149 C15H20NO2+ 1 246.1489 0.52
  248.1647 C15H22NO2+ 1 248.1645 0.59
  270.1333 C13H20NO5+ 1 270.1336 -1.26
  292.1547 C16H22NO4+ 1 292.1543 1.4
  306.1698 C17H24NO4+ 1 306.17 -0.55
  320.1501 C17H22NO5+ 1 320.1492 2.65
  338.1587 C17H24NO6+ 1 338.1598 -3.36
  340.176 C17H26NO6+ 1 340.1755 1.52
  368.1706 C18H26NO7+ 1 368.1704 0.55
PK$NUM_PEAK: 56
PK$PEAK: m/z int. rel.int.
  53.0386 1238.9 9
  67.0541 1296.7 10
  79.0542 3124.1 24
  80.0496 4157 32
  81.0699 10949.7 85
  82.0652 1203.2 9
  83.0488 1135.8 8
  84.0445 1265.5 9
  91.0543 3306 25
  93.0573 21015 164
  94.0652 26031.6 203
  95.073 35828.5 280
  95.0857 3274.7 25
  98.0602 2359.7 18
  106.0652 13589.5 106
  107.049 2279.9 17
  107.0859 1278.7 10
  108.0808 9973.7 78
  109.0648 5003.6 39
  109.0886 3631 28
  110.0601 1577.3 12
  112.0758 6310.4 49
  118.0652 67352.8 527
  119.073 59688 467
  120.0808 65928 516
  121.0886 32594.5 255
  122.0965 16794.9 131
  123.0804 8332.2 65
  124.076 1832 14
  125.0963 1497.7 11
  136.0757 66501.9 520
  137.0597 2052.9 16
  137.0835 13647.7 106
  138.0914 42984.7 336
  139.0753 3745.3 29
  139.0991 1748.8 13
  140.1071 1982 15
  151.0754 5091.8 39
  152.1068 3305.9 25
  154.0863 23239.4 182
  169.0859 5532.8 43
  178.1227 6594.5 51
  218.1179 3439.1 26
  218.1545 1689.9 13
  220.1332 29782.6 233
  227.1277 4693.4 36
  236.1275 1090.1 8
  246.149 9504.8 74
  248.1647 4354.9 34
  270.1333 1746.7 13
  292.1547 2667.5 20
  306.1698 2879.4 22
  320.1501 2119.8 16
  338.1587 2138.2 16
  340.176 11634 91
  368.1706 127518.2 999
//