ACCESSION: MSBNK-NaToxAq-NA000688
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 157

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 CID
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$SPLASH: splash10-00di-0319000000-8602b4df87efd35631b6
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  103.054 C8H7+ 1 103.0542 -1.94
  118.065 C8H8N+ 1 118.0651 -0.83
  120.0808 C8H10N+ 1 120.0808 0.04
  122.0963 C8H12N+ 1 122.0964 -0.8
  123.08 C8H11O+ 1 123.0804 -3.23
  138.0913 C8H12NO+ 1 138.0913 -0.31
  140.1069 C8H14NO+ 1 140.107 -0.49
  151.0752 C9H11O2+ 1 151.0754 -0.85
  156.1018 C8H14NO2+ 1 156.1019 -0.98
  169.086 C9H13O3+ 1 169.0859 0.54
  220.1331 C13H18NO2+ 1 220.1332 -0.48
  242.154 C16H20NO+ 1 242.1539 0.39
  258.1496 C16H20NO2+ 1 258.1489 2.75
  260.165 C16H22NO2+ 1 260.1645 2.04
  276.1594 C16H22NO3+ 1 276.1594 -0.01
  290.1749 C17H24NO3+ 1 290.1751 -0.71
  294.1697 C16H24NO4+ 1 294.17 -1.04
  304.1547 C17H22NO4+ 1 304.1543 1.31
  306.1701 C17H24NO4+ 1 306.17 0.53
  308.1856 C17H26NO4+ 1 308.1856 -0.05
  322.1649 C17H24NO5+ 1 322.1649 0.14
  324.1804 C17H26NO5+ 1 324.1805 -0.31
PK$NUM_PEAK: 22
PK$PEAK: m/z int. rel.int.
  103.054 2983.1 13
  118.065 5320.3 24
  120.0808 64066.7 292
  122.0963 5967.1 27
  123.08 2211.3 10
  138.0913 36808.1 168
  140.1069 2638.9 12
  151.0752 6671.3 30
  156.1018 1554.4 7
  169.086 2945.5 13
  220.1331 4801 21
  242.154 2392.8 10
  258.1496 1442.9 6
  260.165 1393.2 6
  276.1594 42860.1 195
  290.1749 6210 28
  294.1697 2580.7 11
  304.1547 4539 20
  306.1701 12172.9 55
  308.1856 5604.3 25
  322.1649 59535.8 272
  324.1804 218542 999
//