ACCESSION: MSBNK-NaToxAq-NA003679
RECORD_TITLE: Retrorsine; LC-ESI-ITFT; MS2; CE: 85%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 85% (nominal)
AC$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 1.527 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$SPLASH: splash10-0006-9500000000-06ac159c861aa844142a
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  53.0385 C4H5+ 1 53.0386 -1.44
  55.0542 C4H7+ 1 55.0542 0.22
  65.0385 C5H5+ 1 65.0386 -1.55
  67.0542 C5H7+ 1 67.0542 -0.58
  68.0494 C4H6N+ 1 68.0495 -0.42
  77.0386 C6H5+ 1 77.0386 0.31
  79.0543 C6H7+ 1 79.0542 0.71
  80.0495 C5H6N+ 1 80.0495 0.41
  81.0332 C5H5O+ 1 81.0335 -3.62
  81.0574 C5H7N+ 1 81.0573 1.2
  81.0699 C6H9+ 1 81.0699 0.04
  82.0651 C5H8N+ 1 82.0651 0.29
  83.0492 C5H7O+ 1 83.0491 1.22
  91.0542 C7H7+ 1 91.0542 0.13
  92.0494 C6H6N+ 1 92.0495 -0.45
  93.0575 C6H7N+ 1 93.0573 1.68
  93.0698 C7H9+ 1 93.0699 -0.32
  94.0651 C6H8N+ 1 94.0651 0.03
  95.0491 C6H7O+ 1 95.0491 -0.24
  95.0731 C6H9N+ 1 95.073 1.15
  95.0855 C7H11+ 1 95.0855 -0.17
  96.0808 C6H10N+ 1 96.0808 0.26
  103.0542 C8H7+ 1 103.0542 0.12
  105.0573 C7H7N+ 1 105.0573 0.37
  105.0699 C8H9+ 1 105.0699 0.05
  106.0651 C7H8N+ 1 106.0651 -0.49
  107.073 C7H9N+ 1 107.073 0.23
  108.0808 C7H10N+ 1 108.0808 0.24
  109.0647 C7H9O+ 1 109.0648 -0.54
  110.06 C6H8NO+ 1 110.06 -0.36
  110.0966 C7H12N+ 1 110.0964 1.64
  118.0652 C8H8N+ 1 118.0651 0.29
  119.0726 C8H9N+ 1 119.073 -2.65
  120.0808 C8H10N+ 1 120.0808 0.18
  121.0882 C8H11N+ 1 121.0886 -3.53
  122.0964 C8H12N+ 1 122.0964 -0.24
  123.0804 C8H11O+ 1 123.0804 -0.68
  136.0757 C8H10NO+ 1 136.0757 0.4
  138.0914 C8H12NO+ 1 138.0913 0.17
  151.0755 C9H11O2+ 1 151.0754 0.8
  156.1017 C8H14NO2+ 1 156.1019 -1.1
  220.1335 C13H18NO2+ 1 220.1332 1.52
PK$NUM_PEAK: 42
PK$PEAK: m/z int. rel.int.
  53.0385 1002.5 23
  55.0542 1334.9 30
  65.0385 1899.7 44
  67.0542 22245.8 516
  68.0494 7298.9 169
  77.0386 7865.6 182
  79.0543 11600.9 269
  80.0495 14757.6 342
  81.0332 1527 35
  81.0574 4039.4 93
  81.0699 12016.2 278
  82.0651 9464.7 219
  83.0492 1974.6 45
  91.0542 19304.7 447
  92.0494 3091.8 71
  93.0575 1752.3 40
  93.0698 16758.7 388
  94.0651 43051.3 999
  95.0491 2371.3 55
  95.0731 2359 54
  95.0855 17282.2 401
  96.0808 18794.1 436
  103.0542 7258.4 168
  105.0573 2873.7 66
  105.0699 6815.3 158
  106.0651 4005.9 92
  107.073 2665 61
  108.0808 14435.3 334
  109.0647 1872.4 43
  110.06 1636.5 37
  110.0966 4285.3 99
  118.0652 7935.4 184
  119.0726 2283.3 52
  120.0808 34639.6 803
  121.0882 1195.6 27
  122.0964 7490.4 173
  123.0804 6367 147
  136.0757 2626.5 60
  138.0914 18443.7 427
  151.0755 3498.1 81
  156.1017 2405 55
  220.1335 1924.1 44
//