ACCESSION: MSBNK-NaToxAq-NA003310
RECORD_TITLE: Retrorsine; LC-ESI-ITFT; MS2; CE: 65%; 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 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$MASS_SPECTROMETRY: COLLISION_ENERGY 65% (nominal)
AC$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 1.607 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 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$SPLASH: splash10-00du-5900000000-2911e2fc31c355f0fea5
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  67.0542 C5H7+ 1 67.0542 -0.4
  68.0495 C4H6N+ 1 68.0495 0.67
  69.07 C5H9+ 1 69.0699 1.18
  71.0491 C4H7O+ 1 71.0491 -0.02
  77.0385 C6H5+ 1 77.0386 -1.02
  79.0542 C6H7+ 1 79.0542 0.21
  80.0495 C5H6N+ 1 80.0495 0.6
  81.0336 C5H5O+ 1 81.0335 1.38
  81.0574 C5H7N+ 1 81.0573 0.84
  81.0699 C6H9+ 1 81.0699 0.24
  82.0652 C5H8N+ 1 82.0651 0.69
  83.0494 C5H7O+ 1 83.0491 2.55
  84.0444 C4H6NO+ 1 84.0444 0.69
  91.0543 C7H7+ 1 91.0542 0.54
  92.0497 C6H6N+ 1 92.0495 1.96
  93.0699 C7H9+ 1 93.0699 0.66
  94.0652 C6H8N+ 1 94.0651 0.57
  95.0494 C6H7O+ 1 95.0491 3.03
  95.0731 C6H9N+ 1 95.073 1.12
  95.0856 C7H11+ 1 95.0855 0.69
  96.0808 C6H10N+ 1 96.0808 0.31
  99.044 C5H7O2+ 1 99.0441 -0.47
  103.0543 C8H7+ 1 103.0542 0.79
  105.0573 C7H7N+ 1 105.0573 0.45
  105.0699 C8H9+ 1 105.0699 -0.08
  106.0652 C7H8N+ 1 106.0651 0.89
  107.0728 C7H9N+ 1 107.073 -1.18
  107.0856 C8H11+ 1 107.0855 0.57
  108.0808 C7H10N+ 1 108.0808 0.67
  109.0648 C7H9O+ 1 109.0648 0.02
  109.0887 C7H11N+ 1 109.0886 0.74
  110.0601 C6H8NO+ 1 110.06 0.4
  110.0965 C7H12N+ 1 110.0964 0.81
  111.0804 C7H11O+ 1 111.0804 -0.24
  118.0652 C8H8N+ 1 118.0651 0.76
  119.0732 C8H9N+ 1 119.073 2.17
  120.0809 C8H10N+ 1 120.0808 0.64
  121.0648 C8H9O+ 1 121.0648 0.44
  121.0887 C8H11N+ 1 121.0886 0.96
  122.0965 C8H12N+ 1 122.0964 0.4
  123.0805 C8H11O+ 1 123.0804 0.27
  125.0964 C8H13O+ 1 125.0961 2.77
  136.0757 C8H10NO+ 1 136.0757 0.27
  138.0914 C8H12NO+ 1 138.0913 0.59
  139.0752 C8H11O2+ 1 139.0754 -1.02
  140.1072 C8H14NO+ 1 140.107 1.44
  151.0754 C9H11O2+ 1 151.0754 0.37
  154.0864 C8H12NO2+ 1 154.0863 0.65
  156.1021 C8H14NO2+ 1 156.1019 1.51
  169.0859 C9H13O3+ 1 169.0859 0.04
  220.1334 C13H18NO2+ 1 220.1332 0.83
  236.1277 C13H18NO3+ 1 236.1281 -1.98
  248.1647 C15H22NO2+ 1 248.1645 0.74
  276.1597 C16H22NO3+ 1 276.1594 0.91
  324.1809 C17H26NO5+ 1 324.1805 1.18
  352.1759 C18H26NO6+ 1 352.1755 1.24
PK$NUM_PEAK: 56
PK$PEAK: m/z int. rel.int.
  67.0542 11675 134
  68.0495 4978.7 57
  69.07 977.6 11
  71.0491 2073.8 23
  77.0385 3186.9 36
  79.0542 7893.7 90
  80.0495 11976.7 137
  81.0336 1304.1 14
  81.0574 2354.9 27
  81.0699 10566 121
  82.0652 9906.6 113
  83.0494 2510.2 28
  84.0444 1721.4 19
  91.0543 12966.5 149
  92.0497 1794.3 20
  93.0699 23869.8 274
  94.0652 51078.8 587
  95.0494 1524.1 17
  95.0731 2624.6 30
  95.0856 18683.4 214
  96.0808 26909.8 309
  99.044 2135.8 24
  103.0543 8178.4 94
  105.0573 1606.4 18
  105.0699 5948.6 68
  106.0652 2498.4 28
  107.0728 2134.4 24
  107.0856 3012.9 34
  108.0808 15548.8 178
  109.0648 4550 52
  109.0887 2559.4 29
  110.0601 3309.8 38
  110.0965 9656.5 110
  111.0804 1750.7 20
  118.0652 9084.1 104
  119.0732 1777.8 20
  120.0809 86910.1 999
  121.0648 4780 54
  121.0887 5208.8 59
  122.0965 20629.7 237
  123.0805 22807.5 262
  125.0964 1288.6 14
  136.0757 2846.2 32
  138.0914 79610.3 915
  139.0752 2474.6 28
  140.1072 3163.1 36
  151.0754 11792.7 135
  154.0864 1741.8 20
  156.1021 5025 57
  169.0859 4378.4 50
  220.1334 9458.7 108
  236.1277 2302.2 26
  248.1647 2100.3 24
  276.1597 5919.6 68
  324.1809 15842 182
  352.1759 15544 178
//