ACCESSION: MSBNK-NaToxAq-NA003683
RECORD_TITLE: Retrorsine; LC-ESI-ITFT; MS2; CE: 105%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 105% (nominal)
AC$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$SPLASH: splash10-000x-9200000000-0345c7fd6c2bcd4b8960
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  65.0385 C5H5+ 1 65.0386 -1.55
  67.0417 C4H5N+ 1 67.0417 0.94
  67.0542 C5H7+ 1 67.0542 -0.01
  68.0495 C4H6N+ 1 68.0495 0.14
  69.0696 C5H9+ 1 69.0699 -4.65
  77.0386 C6H5+ 1 77.0386 0.91
  79.0543 C6H7+ 1 79.0542 0.91
  80.0496 C5H6N+ 1 80.0495 1.08
  81.0573 C5H7N+ 1 81.0573 0.36
  81.0699 C6H9+ 1 81.0699 0.51
  82.0652 C5H8N+ 1 82.0651 0.67
  91.0543 C7H7+ 1 91.0542 0.47
  92.0496 C6H6N+ 1 92.0495 1.13
  93.0573 C6H7N+ 1 93.0573 -0.46
  93.0698 C7H9+ 1 93.0699 -0.32
  94.0652 C6H8N+ 1 94.0651 0.35
  95.0726 C6H9N+ 1 95.073 -3.43
  95.0856 C7H11+ 1 95.0855 0.47
  96.081 C6H10N+ 1 96.0808 2.17
  103.0544 C8H7+ 1 103.0542 1.97
  105.0571 C7H7N+ 1 105.0573 -1.74
  105.07 C8H9+ 1 105.0699 1.5
  106.0652 C7H8N+ 1 106.0651 0.95
  107.0732 C7H9N+ 1 107.073 2.01
  108.0809 C7H10N+ 1 108.0808 1.16
  110.0602 C6H8NO+ 1 110.06 1.58
  110.0963 C7H12N+ 1 110.0964 -0.79
  118.0652 C8H8N+ 1 118.0651 0.22
  119.0734 C8H9N+ 1 119.073 3.44
  120.0809 C8H10N+ 1 120.0808 1
  122.0965 C8H12N+ 1 122.0964 0.94
  138.0911 C8H12NO+ 1 138.0913 -1.49
PK$NUM_PEAK: 32
PK$PEAK: m/z int. rel.int.
  65.0385 1848.7 73
  67.0417 1893.1 74
  67.0542 18864.6 747
  68.0495 4617 182
  69.0696 873.6 34
  77.0386 8548.4 338
  79.0543 8790.9 348
  80.0496 14294.5 566
  81.0573 3316.9 131
  81.0699 8486 336
  82.0652 7684.1 304
  91.0543 13923.4 551
  92.0496 2166.5 85
  93.0573 4399.1 174
  93.0698 6153.7 243
  94.0652 25225.3 999
  95.0726 1274.5 50
  95.0856 5117.1 202
  96.081 5148.7 203
  103.0544 3896.2 154
  105.0571 2662.9 105
  105.07 3518.8 139
  106.0652 3774.2 149
  107.0732 2233.9 88
  108.0809 7474.7 296
  110.0602 2298.4 91
  110.0963 1477.2 58
  118.0652 4293.1 170
  119.0734 1481.7 58
  120.0809 10498.5 415
  122.0965 1895.7 75
  138.0911 1181.5 46
//