ACCESSION: MSBNK-NaToxAq-NA000544
RECORD_TITLE: Retrorsine; LC-ESI-ITFT; MS2; CE: 45%; 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 CID
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 45 % (nominal)
AC$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$SPLASH: splash10-00di-0319000000-e619abd42921336ef9f5
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  103.0542 C8H7+ 1 103.0542 0.16
  118.0651 C8H8N+ 1 118.0651 0.19
  120.0808 C8H10N+ 1 120.0808 0.15
  122.0965 C8H12N+ 1 122.0964 0.8
  123.0805 C8H11O+ 1 123.0804 0.51
  138.0913 C8H12NO+ 1 138.0913 -0.01
  140.1067 C8H14NO+ 1 140.107 -1.89
  151.0753 C9H11O2+ 1 151.0754 -0.43
  156.1019 C8H14NO2+ 1 156.1019 0.01
  169.086 C9H13O3+ 1 169.0859 0.29
  220.1332 C13H18NO2+ 1 220.1332 0.03
  242.1534 C16H20NO+ 1 242.1539 -2.31
  254.1399 C13H20NO4+ 1 254.1387 4.65
  258.1487 C16H20NO2+ 1 258.1489 -0.66
  260.1643 C16H22NO2+ 1 260.1645 -0.64
  276.1595 C16H22NO3+ 1 276.1594 0.11
  290.1751 C17H24NO3+ 1 290.1751 0.24
  294.1698 C16H24NO4+ 1 294.17 -0.72
  304.1544 C17H22NO4+ 1 304.1543 0.23
  306.17 C17H24NO4+ 1 306.17 0.05
  308.1857 C17H26NO4+ 1 308.1856 0.08
  322.165 C17H24NO5+ 1 322.1649 0.28
  324.1806 C17H26NO5+ 1 324.1805 0.02
  334.1647 C18H24NO5+ 1 334.1649 -0.5
PK$NUM_PEAK: 24
PK$PEAK: m/z int. rel.int.
  103.0542 2380.8 11
  118.0651 5001.4 24
  120.0808 59362.6 291
  122.0965 5835 28
  123.0805 1880.3 9
  138.0913 35056 172
  140.1067 2892 14
  151.0753 7289.1 35
  156.1019 1942.6 9
  169.086 2434.3 11
  220.1332 4160.1 20
  242.1534 3162.3 15
  254.1399 1493.3 7
  258.1487 1811.6 8
  260.1643 2650.2 13
  276.1595 39292.2 192
  290.1751 6307.6 30
  294.1698 2164.7 10
  304.1544 5533.3 27
  306.17 13397 65
  308.1857 5876.2 28
  322.165 56114.8 275
  324.1806 203503.8 999
  334.1647 1564.7 7
//