ACCESSION: MSBNK-NaToxAq-NA003309
RECORD_TITLE: Retrorsine; LC-ESI-ITFT; MS2; CE: 60%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 60% (nominal)
AC$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$SPLASH: splash10-00dr-4902000000-3cccd761bddbdd2230f9
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  67.0541 C5H7+ 1 67.0542 -1.65
  68.0494 C4H6N+ 1 68.0495 -0.45
  77.0386 C6H5+ 1 77.0386 0.47
  79.0543 C6H7+ 1 79.0542 0.41
  80.0495 C5H6N+ 1 80.0495 0.31
  81.0699 C6H9+ 1 81.0699 0.33
  82.0652 C5H8N+ 1 82.0651 0.97
  83.0492 C5H7O+ 1 83.0491 0.71
  84.0445 C4H6NO+ 1 84.0444 1.51
  91.0543 C7H7+ 1 91.0542 0.45
  92.0497 C6H6N+ 1 92.0495 2.29
  93.0699 C7H9+ 1 93.0699 0
  94.0651 C6H8N+ 1 94.0651 0.01
  95.049 C6H7O+ 1 95.0491 -1.07
  95.0731 C6H9N+ 1 95.073 1.68
  95.0855 C7H11+ 1 95.0855 -0.44
  96.0808 C6H10N+ 1 96.0808 -0.17
  99.0442 C5H7O2+ 1 99.0441 1.46
  103.0542 C8H7+ 1 103.0542 -0.54
  105.0699 C8H9+ 1 105.0699 0.65
  106.0653 C7H8N+ 1 106.0651 1.32
  107.0727 C7H9N+ 1 107.073 -1.9
  107.0856 C8H11+ 1 107.0855 0.5
  108.0808 C7H10N+ 1 108.0808 0.25
  109.0648 C7H9O+ 1 109.0648 -0.05
  109.0885 C7H11N+ 1 109.0886 -1.22
  110.0602 C6H8NO+ 1 110.06 1.03
  110.0964 C7H12N+ 1 110.0964 -0.02
  111.0805 C7H11O+ 1 111.0804 0.31
  112.0752 C6H10NO+ 1 112.0757 -4.28
  118.0651 C8H8N+ 1 118.0651 -0.53
  120.0808 C8H10N+ 1 120.0808 0.01
  121.0648 C8H9O+ 1 121.0648 0.06
  121.0887 C8H11N+ 1 121.0886 0.46
  122.0964 C8H12N+ 1 122.0964 0.03
  123.0804 C8H11O+ 1 123.0804 -0.23
  125.0962 C8H13O+ 1 125.0961 0.64
  136.0758 C8H10NO+ 1 136.0757 0.94
  138.0913 C8H12NO+ 1 138.0913 -0.07
  139.0752 C8H11O2+ 1 139.0754 -0.81
  140.1072 C8H14NO+ 1 140.107 1.44
  151.0753 C9H11O2+ 1 151.0754 -0.34
  156.1019 C8H14NO2+ 1 156.1019 -0.35
  169.0859 C9H13O3+ 1 169.0859 0.04
  220.1331 C13H18NO2+ 1 220.1332 -0.69
  236.1277 C13H18NO3+ 1 236.1281 -1.85
  248.1642 C15H22NO2+ 1 248.1645 -1.04
  276.1594 C16H22NO3+ 1 276.1594 -0.19
  324.1805 C17H26NO5+ 1 324.1805 -0.14
  352.1753 C18H26NO6+ 1 352.1755 -0.32
PK$NUM_PEAK: 50
PK$PEAK: m/z int. rel.int.
  67.0541 8875.5 87
  68.0494 4465.4 43
  77.0386 2832.1 27
  79.0543 4916.8 48
  80.0495 9833.2 96
  81.0699 8222.2 80
  82.0652 7727.5 75
  83.0492 1944.6 19
  84.0445 1398.5 13
  91.0543 10407.5 102
  92.0497 1178 11
  93.0699 22911.6 225
  94.0651 53718.5 527
  95.049 1825.1 17
  95.0731 1502.7 14
  95.0855 16888.3 165
  96.0808 26930.2 264
  99.0442 2171.4 21
  103.0542 8470.6 83
  105.0699 6045.6 59
  106.0653 1744.3 17
  107.0727 2480.8 24
  107.0856 3548 34
  108.0808 15200.9 149
  109.0648 4144.9 40
  109.0885 1354.6 13
  110.0602 4069.9 39
  110.0964 9403.6 92
  111.0805 2018.1 19
  112.0752 1389.7 13
  118.0651 6528.4 64
  120.0808 101674.8 999
  121.0648 3168.9 31
  121.0887 3897.5 38
  122.0964 20061.8 197
  123.0804 20596.2 202
  125.0962 3079.5 30
  136.0758 1282 12
  138.0913 96043.2 943
  139.0752 2463.6 24
  140.1072 5228 51
  151.0753 15562.7 152
  156.1019 3369.5 33
  169.0859 4624.8 45
  220.1331 12114 119
  236.1277 1345.5 13
  248.1642 1807.2 17
  276.1594 7967.8 78
  324.1805 30637.8 301
  352.1753 47392 465
//