ACCESSION: MSBNK-NaToxAq-NA003168
RECORD_TITLE: Retrorsine N-oxide; LC-ESI-ITFT; MS2; CE: 80%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 80% (nominal)
AC$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$SPLASH: splash10-0006-7900000000-1b3e30d4394d69466a88
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  53.0385 C4H5+ 1 53.0386 -0.77
  67.0543 C5H7+ 1 67.0542 0.51
  79.0543 C6H7+ 1 79.0542 0.99
  80.0495 C5H6N+ 1 80.0495 0.88
  81.0337 C5H5O+ 1 81.0335 2.04
  81.0572 C5H7N+ 1 81.0573 -0.95
  81.0699 C6H9+ 1 81.0699 0.42
  82.0651 C5H8N+ 1 82.0651 0.23
  83.0492 C5H7O+ 1 83.0491 0.71
  84.0445 C4H6NO+ 1 84.0444 0.87
  91.0542 C7H7+ 1 91.0542 0.2
  92.0493 C6H6N+ 1 92.0495 -2.18
  93.0573 C6H7N+ 1 93.0573 0.52
  93.0699 C7H9+ 1 93.0699 0.25
  94.0651 C6H8N+ 1 94.0651 0.25
  95.073 C6H9N+ 1 95.073 0.32
  95.0855 C7H11+ 1 95.0855 0.13
  96.0808 C6H10N+ 1 96.0808 0.7
  98.0602 C5H8NO+ 1 98.06 1.41
  105.0702 C8H9+ 1 105.0699 2.68
  106.0652 C7H8N+ 1 106.0651 0.67
  107.0727 C7H9N+ 1 107.073 -1.9
  107.0857 C8H11+ 1 107.0855 1.43
  108.0808 C7H10N+ 1 108.0808 0.1
  109.0649 C7H9O+ 1 109.0648 1.07
  109.0885 C7H11N+ 1 109.0886 -0.8
  111.068 C6H9NO+ 1 111.0679 0.96
  112.0761 C6H10NO+ 1 112.0757 3.82
  117.0573 C8H7N+ 1 117.0573 0.36
  118.0652 C8H8N+ 1 118.0651 0.44
  119.073 C8H9N+ 1 119.073 0.32
  120.0808 C8H10N+ 1 120.0808 0.52
  121.0885 C8H11N+ 1 121.0886 -0.55
  122.0965 C8H12N+ 1 122.0964 0.65
  123.0804 C8H11O+ 1 123.0804 -0.04
  124.0756 C7H10NO+ 1 124.0757 -0.51
  136.0757 C8H10NO+ 1 136.0757 0.27
  137.0838 C8H11NO+ 1 137.0835 1.82
  138.0914 C8H12NO+ 1 138.0913 0.48
  139.0753 C8H11O2+ 1 139.0754 -0.7
  148.1122 C10H14N+ 1 148.1121 0.61
  151.0755 C9H11O2+ 1 151.0754 0.77
  154.0863 C8H12NO2+ 1 154.0863 0.45
  178.1222 C11H16NO+ 1 178.1226 -2.42
PK$NUM_PEAK: 44
PK$PEAK: m/z int. rel.int.
  53.0385 2311.6 21
  67.0543 4403.5 41
  79.0543 5539.7 51
  80.0495 14934.3 139
  81.0337 1374.8 12
  81.0572 2015.8 18
  81.0699 10576.3 98
  82.0651 3460.4 32
  83.0492 2534.7 23
  84.0445 1430.8 13
  91.0542 7182.4 66
  92.0493 2596.2 24
  93.0573 47663.1 443
  93.0699 3585.5 33
  94.0651 107260.6 999
  95.073 14417.7 134
  95.0855 10917.7 101
  96.0808 1853.8 17
  98.0602 2832.6 26
  105.0702 3273.7 30
  106.0652 14227.8 132
  107.0727 1801.7 16
  107.0857 1616.7 15
  108.0808 20509.5 191
  109.0649 2700 25
  109.0885 2893 26
  111.068 2092.3 19
  112.0761 2596.2 24
  117.0573 2670.6 24
  118.0652 45316.2 422
  119.073 23584.6 219
  120.0808 68089.3 634
  121.0885 2548 23
  122.0965 8335.6 77
  123.0804 7131.4 66
  124.0756 2762.9 25
  136.0757 73937.8 688
  137.0838 1917.7 17
  138.0914 13303 123
  139.0753 4477.2 41
  148.1122 1714.6 15
  151.0755 3512.3 32
  154.0863 2358.7 21
  178.1222 1293.8 12
//