ACCESSION: MSBNK-NaToxAq-NA003681
RECORD_TITLE: Retrorsine; LC-ESI-ITFT; MS2; CE: 95%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 95% (nominal)
AC$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$SPLASH: splash10-0006-9300000000-030b8d28adb6159d261f
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  65.0386 C5H5+ 1 65.0386 -0.38
  67.0417 C4H5N+ 1 67.0417 0.6
  67.0542 C5H7+ 1 67.0542 -0.47
  68.0494 C4H6N+ 1 68.0495 -0.98
  77.0386 C6H5+ 1 77.0386 0.22
  78.0335 C5H4N+ 1 78.0338 -3.6
  79.0542 C6H7+ 1 79.0542 0.14
  80.0495 C5H6N+ 1 80.0495 -0.16
  81.0573 C5H7N+ 1 81.0573 0.07
  81.0699 C6H9+ 1 81.0699 -0.06
  82.0652 C5H8N+ 1 82.0651 0.39
  83.049 C5H7O+ 1 83.0491 -1.17
  84.0441 C4H6NO+ 1 84.0444 -3.81
  91.0542 C7H7+ 1 91.0542 -0.21
  92.0493 C6H6N+ 1 92.0495 -1.52
  93.0572 C6H7N+ 1 93.0573 -1.44
  93.0698 C7H9+ 1 93.0699 -0.73
  94.0651 C6H8N+ 1 94.0651 -0.46
  95.0491 C6H7O+ 1 95.0491 -0.24
  95.0728 C6H9N+ 1 95.073 -1.58
  95.0855 C7H11+ 1 95.0855 -0.33
  96.0807 C6H10N+ 1 96.0808 -0.53
  103.0542 C8H7+ 1 103.0542 -0.62
  105.0698 C8H9+ 1 105.0699 -1.04
  106.0653 C7H8N+ 1 106.0651 1.45
  107.0726 C7H9N+ 1 107.073 -2.83
  108.0808 C7H10N+ 1 108.0808 0.31
  109.0645 C7H9O+ 1 109.0648 -2.5
  110.0597 C6H8NO+ 1 110.06 -2.79
  110.0963 C7H12N+ 1 110.0964 -0.79
  118.0651 C8H8N+ 1 118.0651 -0.62
  119.0728 C8H9N+ 1 119.073 -1.24
  120.0808 C8H10N+ 1 120.0808 -0.2
  122.0963 C8H12N+ 1 122.0964 -1.37
  123.0806 C8H11O+ 1 123.0804 1.36
  136.0754 C8H10NO+ 1 136.0757 -2.18
  138.0914 C8H12NO+ 1 138.0913 0.28
  151.0757 C9H11O2+ 1 151.0754 2.41
PK$NUM_PEAK: 38
PK$PEAK: m/z int. rel.int.
  65.0386 2407.6 67
  67.0417 1825.8 51
  67.0542 18940.3 534
  68.0494 5042.2 142
  77.0386 5890.2 166
  78.0335 1104.8 31
  79.0542 11439.6 322
  80.0495 14337.2 404
  81.0573 4014.8 113
  81.0699 9682 273
  82.0652 8682.1 244
  83.049 1558.4 43
  84.0441 1740.4 49
  91.0542 18008.7 508
  92.0493 1745.7 49
  93.0572 4048.7 114
  93.0698 10222 288
  94.0651 35404.3 999
  95.0491 2052.1 57
  95.0728 1211.7 34
  95.0855 10285 290
  96.0807 9413.2 265
  103.0542 5840.8 164
  105.0698 6133.4 173
  106.0653 3599.6 101
  107.0726 1793.5 50
  108.0808 8828.8 249
  109.0645 1527.3 43
  110.0597 2101.6 59
  110.0963 2311.9 65
  118.0651 6384.3 180
  119.0728 1472.7 41
  120.0808 19579.6 552
  122.0963 3768.6 106
  123.0806 2395.2 67
  136.0754 2321.4 65
  138.0914 5471.8 154
  151.0757 1174.8 33
//