ACCESSION: MSBNK-NaToxAq-NA003530
RECORD_TITLE: Retrorsine N-oxide; LC-ESI-ITFT; MS2; CE: 90%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 90% (nominal)
AC$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$SPLASH: splash10-0006-9800000000-c4e77c85cd1201baa89d
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  53.0384 C4H5+ 1 53.0386 -2.66
  67.0417 C4H5N+ 1 67.0417 0.83
  67.0543 C5H7+ 1 67.0542 0.44
  68.0496 C4H6N+ 1 68.0495 1.71
  77.0386 C6H5+ 1 77.0386 0.71
  79.0543 C6H7+ 1 79.0542 1
  80.0496 C5H6N+ 1 80.0495 1.17
  81.0335 C5H5O+ 1 81.0335 0.05
  81.0574 C5H7N+ 1 81.0573 1.67
  81.07 C6H9+ 1 81.0699 1.07
  82.0653 C5H8N+ 1 82.0651 2.25
  83.0491 C5H7O+ 1 83.0491 -0.16
  84.0445 C4H6NO+ 1 84.0444 1.55
  91.0543 C7H7+ 1 91.0542 0.72
  92.0495 C6H6N+ 1 92.0495 0.38
  93.0574 C6H7N+ 1 93.0573 1.18
  93.0701 C7H9+ 1 93.0699 1.89
  94.0652 C6H8N+ 1 94.0651 0.84
  95.0731 C6H9N+ 1 95.073 1.39
  95.0856 C7H11+ 1 95.0855 0.47
  96.081 C6H10N+ 1 96.0808 2.41
  98.0603 C5H8NO+ 1 98.06 2.47
  105.0699 C8H9+ 1 105.0699 0.56
  106.0652 C7H8N+ 1 106.0651 1.09
  107.0731 C7H9N+ 1 107.073 1.73
  108.0444 C6H6NO+ 1 108.0444 0.53
  108.0809 C7H10N+ 1 108.0808 0.74
  109.0649 C7H9O+ 1 109.0648 1.07
  109.0883 C7H11N+ 1 109.0886 -2.69
  111.0681 C6H9NO+ 1 111.0679 1.78
  117.0574 C8H7N+ 1 117.0573 0.87
  118.0652 C8H8N+ 1 118.0651 0.87
  119.073 C8H9N+ 1 119.073 0.62
  120.0809 C8H10N+ 1 120.0808 1
  122.0964 C8H12N+ 1 122.0964 0.01
  123.0806 C8H11O+ 1 123.0804 1.61
  124.0757 C7H10NO+ 1 124.0757 0.4
  132.0812 C9H10N+ 1 132.0808 3.34
  134.0967 C9H12N+ 1 134.0964 1.7
  136.0758 C8H10NO+ 1 136.0757 1.07
  138.0914 C8H12NO+ 1 138.0913 0.61
  139.0754 C8H11O2+ 1 139.0754 0.42
  146.0962 C10H12N+ 1 146.0964 -1.22
  151.0753 C9H11O2+ 1 151.0754 -0.62
  154.0868 C8H12NO2+ 1 154.0863 3.85
PK$NUM_PEAK: 45
PK$PEAK: m/z int. rel.int.
  53.0384 1937.4 13
  67.0417 3031 21
  67.0543 7160.1 49
  68.0496 1738 12
  77.0386 2276.4 15
  79.0543 8068.2 56
  80.0496 25342.5 175
  81.0335 2852.8 19
  81.0574 3737.8 25
  81.07 14943.7 103
  82.0653 2270 15
  83.0491 2462.6 17
  84.0445 2413.5 16
  91.0543 10403.4 72
  92.0495 4304.8 29
  93.0574 54148.3 375
  93.0701 3722.6 25
  94.0652 143873.3 999
  95.0731 11071.7 76
  95.0856 9135.4 63
  96.081 3925.1 27
  98.0603 2004.6 13
  105.0699 3107.5 21
  106.0652 18746 130
  107.0731 2991.9 20
  108.0444 1375 9
  108.0809 24772.7 172
  109.0649 2526.1 17
  109.0883 1657.3 11
  111.0681 1356 9
  117.0574 5256.5 36
  118.0652 54456.6 378
  119.073 16882 117
  120.0809 70925.1 492
  122.0964 4993.4 34
  123.0806 3591.2 24
  124.0757 1763.8 12
  132.0812 2452 17
  134.0967 1797.5 12
  136.0758 66361.8 460
  138.0914 7306.1 50
  139.0754 3403.3 23
  146.0962 1706.4 11
  151.0753 2205.3 15
  154.0868 1225.8 8
//