ACCESSION: MSBNK-NaToxAq-NA003531
RECORD_TITLE: Retrorsine N-oxide; LC-ESI-ITFT; MS2; CE: 95%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 95% (nominal)
AC$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$SPLASH: splash10-0006-9600000000-434c0d2d7264dae82399
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  53.0386 C4H5+ 1 53.0386 -0.43
  66.0463 C5H6+ 1 66.0464 -1.17
  67.0416 C4H5N+ 1 67.0417 -0.99
  67.0542 C5H7+ 1 67.0542 0.1
  68.0493 C4H6N+ 1 68.0495 -1.88
  77.0386 C6H5+ 1 77.0386 0.22
  78.0337 C5H4N+ 1 78.0338 -2.03
  79.0543 C6H7+ 1 79.0542 1
  80.0495 C5H6N+ 1 80.0495 0.32
  81.0337 C5H5O+ 1 81.0335 3.06
  81.0573 C5H7N+ 1 81.0573 -0.21
  81.0699 C6H9+ 1 81.0699 0.04
  82.0652 C5H8N+ 1 82.0651 1.32
  83.0493 C5H7O+ 1 83.0491 2.32
  84.0446 C4H6NO+ 1 84.0444 2.36
  91.0542 C7H7+ 1 91.0542 0.21
  92.0494 C6H6N+ 1 92.0495 -0.28
  93.0573 C6H7N+ 1 93.0573 0.53
  93.0698 C7H9+ 1 93.0699 -0.49
  94.0651 C6H8N+ 1 94.0651 0.11
  95.0729 C6H9N+ 1 95.073 -0.46
  95.0856 C7H11+ 1 95.0855 0.39
  96.0444 C5H6NO+ 1 96.0444 0.51
  96.0808 C6H10N+ 1 96.0808 0.74
  98.0602 C5H8NO+ 1 98.06 2
  105.07 C8H9+ 1 105.0699 1.07
  106.0651 C7H8N+ 1 106.0651 0.23
  107.0729 C7H9N+ 1 107.073 -0.55
  108.0443 C6H6NO+ 1 108.0444 -0.74
  108.0808 C7H10N+ 1 108.0808 0.17
  109.0644 C7H9O+ 1 109.0648 -4.04
  109.0883 C7H11N+ 1 109.0886 -2.48
  110.0602 C6H8NO+ 1 110.06 1.72
  111.068 C6H9NO+ 1 111.0679 1.23
  117.0574 C8H7N+ 1 117.0573 0.61
  118.0652 C8H8N+ 1 118.0651 0.29
  119.073 C8H9N+ 1 119.073 0.17
  120.0808 C8H10N+ 1 120.0808 0.3
  122.0964 C8H12N+ 1 122.0964 -0.62
  123.0806 C8H11O+ 1 123.0804 1.12
  132.081 C9H10N+ 1 132.0808 1.61
  136.0757 C8H10NO+ 1 136.0757 0.29
  138.0913 C8H12NO+ 1 138.0913 0.06
  139.0752 C8H11O2+ 1 139.0754 -1.44
  146.0964 C10H12N+ 1 146.0964 -0.38
  154.0857 C8H12NO2+ 1 154.0863 -3.58
PK$NUM_PEAK: 46
PK$PEAK: m/z int. rel.int.
  53.0386 1762 12
  66.0463 2172 15
  67.0416 3002.6 20
  67.0542 8393.3 58
  68.0493 1634.1 11
  77.0386 2569.7 17
  78.0337 1077.6 7
  79.0543 10209.3 71
  80.0495 28390.3 198
  81.0337 1461.9 10
  81.0573 3279.4 22
  81.0699 12409.4 86
  82.0652 1962.6 13
  83.0493 2628.8 18
  84.0446 1399.5 9
  91.0542 11246.3 78
  92.0494 5541.2 38
  93.0573 50869.8 355
  93.0698 3869.6 27
  94.0651 143102.1 999
  95.0729 7246.3 50
  95.0856 8059.1 56
  96.0444 1307.9 9
  96.0808 2592.5 18
  98.0602 1566.7 10
  105.07 3508.3 24
  106.0651 15474.6 108
  107.0729 2246.5 15
  108.0443 1496.2 10
  108.0808 21696.4 151
  109.0644 1984.6 13
  109.0883 1675.4 11
  110.0602 3439 24
  111.068 1070 7
  117.0574 6597.1 46
  118.0652 48509.9 338
  119.073 13688 95
  120.0808 60983 425
  122.0964 2824.2 19
  123.0806 2864.4 19
  132.081 1522.5 10
  136.0757 48893.5 341
  138.0913 3438.8 24
  139.0752 2005.6 14
  146.0964 1192.3 8
  154.0857 1243.7 8
//