ACCESSION: MSBNK-NaToxAq-NA002937
RECORD_TITLE: Retrorsine; 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 2325

CH$NAME: Retrorsine
CH$NAME: (1R,4Z,6R,7S,17R)-4-ethylidene-7-hydroxy-7-(hydroxymethyl)-6-methyl-2,9-dioxa-14-azatricyclo[9.5.1.014,17]heptadec-11-ene-3,8-dione
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₁₈H₂₅NO₆
CH$EXACT_MASS: 351.1682
CH$SMILES: C/C=C\1/C[C@H]([C@@](C(=O)OCC2=CCN3[C@H]2[C@@H](CC3)OC1=O)(CO)O)C
CH$IUPAC: InChI=1S/C18H25NO6/c1-3-12-8-11(2)18(23,10-20)17(22)24-9-13-4-6-19-7-5-14(15(13)19)25-16(12)21/h3-4,11,14-15,20,23H,5-10H2,1-2H3/b12-3-/t11-,14-,15-,18-/m1/s1
CH$LINK: CAS 480-54-6
CH$LINK: CHEBI 8822
CH$LINK: KEGG C10364
CH$LINK: PUBCHEM CID:5281743
CH$LINK: INCHIKEY BCJMNZRQJAVDLD-CQRYIUNCSA-N
CH$LINK: CHEMSPIDER 10202249
CH$LINK: COMPTOX DTXSID6021242

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 1.617 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 143.0014
MS$FOCUSED_ION: PRECURSOR_M/Z 352.1755
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$SPLASH: splash10-0uk9-2908000000-4a9ac4be8ca59fcc102f
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  67.0542 C5H7+ 1 67.0542 -0.93
  68.0494 C4H6N+ 1 68.0495 -1.63
  79.0542 C6H7+ 1 79.0542 -0.84
  80.0494 C5H6N+ 1 80.0495 -0.8
  81.0699 C6H9+ 1 81.0699 0.77
  82.0652 C5H8N+ 1 82.0651 0.7
  91.0543 C7H7+ 1 91.0542 0.48
  93.0698 C7H9+ 1 93.0699 -0.39
  94.0651 C6H8N+ 1 94.0651 -0.2
  95.0855 C7H11+ 1 95.0855 0.08
  96.0807 C6H10N+ 1 96.0808 -0.29
  103.0541 C8H7+ 1 103.0542 -1.41
  105.0698 C8H9+ 1 105.0699 -0.87
  107.0852 C8H11+ 1 107.0855 -3.48
  108.0806 C7H10N+ 1 108.0808 -1.23
  109.0647 C7H9O+ 1 109.0648 -0.95
  110.06 C6H8NO+ 1 110.06 -0.09
  110.0964 C7H12N+ 1 110.0964 -0.03
  118.065 C8H8N+ 1 118.0651 -0.77
  120.0807 C8H10N+ 1 120.0808 -0.37
  121.0646 C8H9O+ 1 121.0648 -1.64
  121.0886 C8H11N+ 1 121.0886 0.33
  122.0964 C8H12N+ 1 122.0964 -0.55
  123.0803 C8H11O+ 1 123.0804 -1.23
  125.0961 C8H13O+ 1 125.0961 0.37
  138.0913 C8H12NO+ 1 138.0913 -0.47
  139.0754 C8H11O2+ 1 139.0754 0.66
  140.107 C8H14NO+ 1 140.107 -0.15
  151.0752 C9H11O2+ 1 151.0754 -0.82
  156.1012 C8H14NO2+ 1 156.1019 -4.33
  169.0859 C9H13O3+ 1 169.0859 -0.11
  220.133 C13H18NO2+ 1 220.1332 -0.83
  276.1593 C16H22NO3+ 1 276.1594 -0.35
  306.171 C17H24NO4+ 1 306.17 3.23
  308.1853 C17H26NO4+ 1 308.1856 -1.03
  322.1645 C17H24NO5+ 1 322.1649 -1.14
  324.1805 C17H26NO5+ 1 324.1805 -0.27
  352.1754 C18H26NO6+ 1 352.1755 -0.31
PK$NUM_PEAK: 38
PK$PEAK: m/z int. rel.int.
  67.0542 3732.7 18
  68.0494 2379.7 11
  79.0542 2892.1 13
  80.0494 4378.4 21
  81.0699 3583.7 17
  82.0652 2048.2 9
  91.0543 4077 19
  93.0698 10684.6 51
  94.0651 28285.7 136
  95.0855 6490.2 31
  96.0807 11621.4 56
  103.0541 4374.9 21
  105.0698 2923.1 14
  107.0852 2025.1 9
  108.0806 6646.8 32
  109.0647 2099 10
  110.06 2348.4 11
  110.0964 5935.2 28
  118.065 3875.5 18
  120.0807 95039.6 458
  121.0646 2270.5 10
  121.0886 3045.1 14
  122.0964 17896.9 86
  123.0803 11120.3 53
  125.0961 1403.4 6
  138.0913 92141.5 444
  139.0754 1504.6 7
  140.107 4087.3 19
  151.0752 11189.3 53
  156.1012 1638.9 7
  169.0859 5705.9 27
  220.133 6533.8 31
  276.1593 8184.1 39
  306.171 1226.4 5
  308.1853 1752.1 8
  322.1645 5963.7 28
  324.1805 46463.5 224
  352.1754 207037.6 999
//