ACCESSION: MSBNK-NaToxAq-NA000545
RECORD_TITLE: Retrorsine; LC-ESI-ITFT; MS2; CE: 60%; R=15000; [M+H]+
DATE: 2019.02.28
AUTHORS: Tobias Schulze, Jawameer Hama, Hubert Schupke, Martin Krauss, Helmholtz Centre for Environmental Research GmbH - UFZ, Leipzig, Germany and University of Copenhagen (UCPH), Denmark
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2019
COMMENT: CONFIDENCE Reference Standard (Level 1)
COMMENT: INTERNAL_ID 127

CH$NAME: Retrorsine
CH$NAME: beta-Longilobine
CH$NAME: (1R,4Z,6R,7S,17R)-4-ethylidene-7-hydroxy-7-(hydroxymethyl)-6-methyl-2,9-dioxa-14-azatricyclo[9.5.1.0^{14,17}]heptadec-11-ene-3,8-dione
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₁₈H₂₅NO₆
CH$EXACT_MASS: 351.1682
CH$SMILES: C\C=C1\C[C@@H](C)[C@](O)(CO)C(=O)OCC2=CCN3CC[C@@H](OC1=O)[C@@H]23
CH$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 at 32 min
AC$CHROMATOGRAPHY: FLOW_RATE 300 uL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 2.526 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 61.0394
MS$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 2.11.0

PK$SPLASH: splash10-00dr-4901000000-3d912f7f97f62112217f
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  80.0495 C5H6N+ 1 80.0495 0.24
  93.0698 C7H9+ 1 93.0699 -1.31
  94.0652 C6H8N+ 1 94.0651 0.32
  95.0855 C7H11+ 1 95.0855 -0.07
  96.0809 C6H10N+ 1 96.0808 0.87
  103.0544 C8H7+ 1 103.0542 1.64
  108.0808 C7H10N+ 1 108.0808 0.42
  118.0652 C8H8N+ 1 118.0651 1.03
  120.0808 C8H10N+ 1 120.0808 0.47
  122.0965 C8H12N+ 1 122.0964 0.55
  123.0804 C8H11O+ 1 123.0804 -0.05
  138.0914 C8H12NO+ 1 138.0913 0.21
  151.0753 C9H11O2+ 1 151.0754 -0.63
  169.0852 C9H13O3+ 1 169.0859 -4.05
  220.1337 C13H18NO2+ 1 220.1332 2.38
  324.1803 C17H26NO5+ 1 324.1805 -0.83
  352.1753 C18H26NO6+ 1 352.1755 -0.39
PK$NUM_PEAK: 17
PK$PEAK: m/z int. rel.int.
  80.0495 2828.4 101
  93.0698 5236.3 188
  94.0652 14325.3 515
  95.0855 5935 213
  96.0809 5453.4 196
  103.0544 2177.9 78
  108.0808 4481.4 161
  118.0652 2257.3 81
  120.0808 27761.2 999
  122.0965 5500.2 197
  123.0804 4787.3 172
  138.0914 24358 876
  151.0753 2390.9 86
  169.0852 1372.8 49
  220.1337 2870 103
  324.1803 4776.1 171
  352.1753 4796.6 172
//