ACCESSION: MSBNK-NaToxAq-NA000732
RECORD_TITLE: Retrorsine; LC-ESI-ITFT; MS2; CE: 75%; 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 167

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$MASS_SPECTROMETRY: COLLISION_ENERGY 75 % (nominal)
AC$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 2.486 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$SPLASH: splash10-00di-0319000000-f114b5492912ec7c1181
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  103.0542 C8H7+ 1 103.0542 -0.29
  118.0651 C8H8N+ 1 118.0651 -0.6
  120.0809 C8H10N+ 1 120.0808 0.75
  122.0965 C8H12N+ 1 122.0964 0.46
  138.0914 C8H12NO+ 1 138.0913 0.7
  140.1071 C8H14NO+ 1 140.107 0.67
  151.0755 C9H11O2+ 1 151.0754 0.86
  169.0863 C9H13O3+ 1 169.0859 2.05
  220.1334 C13H18NO2+ 1 220.1332 0.71
  242.1535 C16H20NO+ 1 242.1539 -1.85
  258.1488 C16H20NO2+ 1 258.1489 -0.22
  276.1595 C16H22NO3+ 1 276.1594 0.24
  290.1753 C17H24NO3+ 1 290.1751 0.84
  294.1701 C16H24NO4+ 1 294.17 0.42
  304.1541 C17H22NO4+ 1 304.1543 -0.81
  306.1698 C17H24NO4+ 1 306.17 -0.77
  308.1859 C17H26NO4+ 1 308.1856 0.86
  322.1651 C17H24NO5+ 1 322.1649 0.74
  324.1807 C17H26NO5+ 1 324.1805 0.59
  334.166 C18H24NO5+ 1 334.1649 3.41
PK$NUM_PEAK: 20
PK$PEAK: m/z int. rel.int.
  103.0542 2496.6 13
  118.0651 3458.4 19
  120.0809 52250.9 289
  122.0965 4700.9 26
  138.0914 33647.2 186
  140.1071 1858.5 10
  151.0755 4222.6 23
  169.0863 1846.9 10
  220.1334 5041.9 27
  242.1535 2932.1 16
  258.1488 1979.2 10
  276.1595 33472.9 185
  290.1753 4028 22
  294.1701 3208.4 17
  304.1541 4631.8 25
  306.1698 11263.8 62
  308.1859 4330.2 23
  322.1651 46352.6 256
  324.1807 180457.7 999
  334.166 1232.1 6
//