ACCESSION: MSBNK-NaToxAq-NA000643
RECORD_TITLE: Retrorsine; LC-ESI-ITFT; MS2; CE: 65%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 65 % (nominal)
AC$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$SPLASH: splash10-00di-0319000000-48d6fc426823a1744456
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  103.0542 C8H7+ 1 103.0542 -0.11
  118.0653 C8H8N+ 1 118.0651 1.31
  120.0808 C8H10N+ 1 120.0808 0.42
  122.0966 C8H12N+ 1 122.0964 1.27
  123.0806 C8H11O+ 1 123.0804 1.55
  138.0914 C8H12NO+ 1 138.0913 0.35
  140.1072 C8H14NO+ 1 140.107 1.39
  151.0755 C9H11O2+ 1 151.0754 0.9
  156.1021 C8H14NO2+ 1 156.1019 0.93
  169.0855 C9H13O3+ 1 169.0859 -2.62
  220.1332 C13H18NO2+ 1 220.1332 -0.16
  260.1647 C16H22NO2+ 1 260.1645 0.74
  276.1595 C16H22NO3+ 1 276.1594 0.17
  290.1752 C17H24NO3+ 1 290.1751 0.61
  294.1713 C16H24NO4+ 1 294.17 4.3
  304.1539 C17H22NO4+ 1 304.1543 -1.56
  306.17 C17H24NO4+ 1 306.17 0.17
  308.1492 C16H22NO5+ 1 308.1492 -0.08
  308.1858 C17H26NO4+ 1 308.1856 0.59
  322.165 C17H24NO5+ 1 322.1649 0.26
  324.1806 C17H26NO5+ 1 324.1805 0.1
PK$NUM_PEAK: 21
PK$PEAK: m/z int. rel.int.
  103.0542 3488.6 16
  118.0653 5373.7 25
  120.0808 60233.4 282
  122.0966 6082.8 28
  123.0806 1550.8 7
  138.0914 38590.6 181
  140.1072 3110.6 14
  151.0755 5946.3 27
  156.1021 1666.7 7
  169.0855 2651.9 12
  220.1332 5494.6 25
  260.1647 1195.6 5
  276.1595 41867 196
  290.1752 6145.4 28
  294.1713 3302.1 15
  304.1539 5644.2 26
  306.17 11529 54
  308.1492 1276.1 5
  308.1858 6469.4 30
  322.165 61692.6 289
  324.1806 212797.4 999
//