ACCESSION: MSBNK-NaToxAq-NA000641
RECORD_TITLE: Retrorsine; LC-ESI-ITFT; MS2; CE: 55%; 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 147

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$MASS_SPECTROMETRY: COLLISION_ENERGY 55 % (nominal)
AC$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 2.488 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 61.0395
MS$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$SPLASH: splash10-00di-0319000000-e3e61e9da79335d16a65
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  103.0543 C8H7+ 1 103.0542 0.33
  118.0653 C8H8N+ 1 118.0651 1.12
  120.0808 C8H10N+ 1 120.0808 0.23
  122.0963 C8H12N+ 1 122.0964 -1.11
  138.0913 C8H12NO+ 1 138.0913 -0.1
  140.1069 C8H14NO+ 1 140.107 -0.35
  151.0755 C9H11O2+ 1 151.0754 0.8
  156.1016 C8H14NO2+ 1 156.1019 -1.71
  169.0865 C9H13O3+ 1 169.0859 3.33
  220.1332 C13H18NO2+ 1 220.1332 -0.23
  260.165 C16H22NO2+ 1 260.1645 1.8
  276.1594 C16H22NO3+ 1 276.1594 -0.16
  290.1759 C17H24NO3+ 1 290.1751 2.92
  294.1693 C16H24NO4+ 1 294.17 -2.23
  304.1541 C17H22NO4+ 1 304.1543 -0.75
  306.1698 C17H24NO4+ 1 306.17 -0.63
  308.1495 C16H22NO5+ 1 308.1492 0.91
  308.1856 C17H26NO4+ 1 308.1856 -0.01
  322.165 C17H24NO5+ 1 322.1649 0.36
  324.1805 C17H26NO5+ 1 324.1805 -0.09
PK$NUM_PEAK: 20
PK$PEAK: m/z int. rel.int.
  103.0543 2159 13
  118.0653 3463.7 22
  120.0808 44606.8 284
  122.0963 4031.9 25
  138.0913 25869.3 164
  140.1069 1977.9 12
  151.0755 4432.8 28
  156.1016 1698.8 10
  169.0865 1887.9 12
  220.1332 4011.1 25
  260.165 1615.2 10
  276.1594 29284.6 186
  290.1759 5674.7 36
  294.1693 1701.6 10
  304.1541 3759.1 23
  306.1698 7953.3 50
  308.1495 1388.1 8
  308.1856 4282.7 27
  322.165 44309.9 282
  324.1805 156875 999
//