ACCESSION: MSBNK-NaToxAq-NA003680
RECORD_TITLE: Retrorsine; LC-ESI-ITFT; MS2; CE: 90%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 90% (nominal)
AC$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$SPLASH: splash10-0006-9400000000-3e678be9dabf53351833
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  53.0384 C4H5+ 1 53.0386 -3.74
  55.054 C4H7+ 1 55.0542 -4.42
  65.0385 C5H5+ 1 65.0386 -1.79
  67.0416 C4H5N+ 1 67.0417 -1.22
  67.0541 C5H7+ 1 67.0542 -1.38
  68.0494 C4H6N+ 1 68.0495 -0.42
  69.0699 C5H9+ 1 69.0699 -0.01
  77.0386 C6H5+ 1 77.0386 0.12
  79.0542 C6H7+ 1 79.0542 -0.15
  80.0494 C5H6N+ 1 80.0495 -0.35
  81.0336 C5H5O+ 1 81.0335 1.28
  81.0572 C5H7N+ 1 81.0573 -0.68
  81.0699 C6H9+ 1 81.0699 -0.15
  82.0651 C5H8N+ 1 82.0651 -0.63
  83.0489 C5H7O+ 1 83.0491 -3.28
  84.0443 C4H6NO+ 1 84.0444 -0.81
  91.0542 C7H7+ 1 91.0542 -0.46
  92.0496 C6H6N+ 1 92.0495 1.21
  93.0572 C6H7N+ 1 93.0573 -0.7
  93.0699 C7H9+ 1 93.0699 0.09
  94.0651 C6H8N+ 1 94.0651 -0.62
  95.0491 C6H7O+ 1 95.0491 -0.32
  95.0855 C7H11+ 1 95.0855 -0.41
  96.0807 C6H10N+ 1 96.0808 -0.29
  103.0541 C8H7+ 1 103.0542 -0.92
  105.0571 C7H7N+ 1 105.0573 -1.66
  105.0698 C8H9+ 1 105.0699 -0.67
  106.0652 C7H8N+ 1 106.0651 0.52
  107.0728 C7H9N+ 1 107.073 -0.98
  108.0807 C7H10N+ 1 108.0808 -0.75
  109.0644 C7H9O+ 1 109.0648 -3.34
  110.0602 C6H8NO+ 1 110.06 1.37
  110.0964 C7H12N+ 1 110.0964 -0.58
  118.065 C8H8N+ 1 118.0651 -0.81
  119.073 C8H9N+ 1 119.073 0.49
  120.0807 C8H10N+ 1 120.0808 -0.52
  121.0886 C8H11N+ 1 121.0886 -0.32
  122.0963 C8H12N+ 1 122.0964 -0.93
  123.0804 C8H11O+ 1 123.0804 -0.25
  136.0755 C8H10NO+ 1 136.0757 -1.62
  138.0913 C8H12NO+ 1 138.0913 0.06
  151.0755 C9H11O2+ 1 151.0754 1.2
  156.1022 C8H14NO2+ 1 156.1019 1.63
  220.133 C13H18NO2+ 1 220.1332 -0.77
PK$NUM_PEAK: 44
PK$PEAK: m/z int. rel.int.
  53.0384 1371.1 34
  55.054 1170 29
  65.0385 1542.4 39
  67.0416 1711 43
  67.0541 23897.3 608
  68.0494 5339.5 135
  69.0699 1826.4 46
  77.0386 6511.5 165
  79.0542 12923.2 328
  80.0494 15510.5 394
  81.0336 1266.9 32
  81.0572 2800.9 71
  81.0699 11997.9 305
  82.0651 10580.1 269
  83.0489 2691.6 68
  84.0443 1571.7 39
  91.0542 20030.8 509
  92.0496 1599.7 40
  93.0572 4564.3 116
  93.0699 11182.7 284
  94.0651 39255.7 999
  95.0491 2022.7 51
  95.0855 14807.6 376
  96.0807 13894.1 353
  103.0541 6484.3 165
  105.0571 2008 51
  105.0698 6967.6 177
  106.0652 3785.7 96
  107.0728 2916.2 74
  108.0807 10980.8 279
  109.0644 1352.8 34
  110.0602 3359.5 85
  110.0964 5243.3 133
  118.065 8157.1 207
  119.073 2708.9 68
  120.0807 26772.8 681
  121.0886 1439.7 36
  122.0963 6759.7 172
  123.0804 4577.1 116
  136.0755 2204.4 56
  138.0913 11688.7 297
  151.0755 3200.3 81
  156.1022 2260.1 57
  220.133 1590.8 40
//