ACCESSION: MSBNK-NaToxAq-NA000687
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 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 HCD
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 2.526 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$SPLASH: splash10-006x-9700000000-95beea5d7b1d6aa1b672
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  67.0542 C5H7+ 1 67.0542 -0.53
  77.0386 C6H5+ 1 77.0386 -0.03
  80.0493 C5H6N+ 1 80.0495 -2.18
  81.0697 C6H9+ 1 81.0699 -1.66
  82.0651 C5H8N+ 1 82.0651 -0.34
  91.0543 C7H7+ 1 91.0542 1.32
  93.0699 C7H9+ 1 93.0699 0.45
  94.0652 C6H8N+ 1 94.0651 0.51
  95.0854 C7H11+ 1 95.0855 -1.63
  96.0807 C6H10N+ 1 96.0808 -1.12
  103.0539 C8H7+ 1 103.0542 -3.2
  108.0806 C7H10N+ 1 108.0808 -1.32
  118.065 C8H8N+ 1 118.0651 -0.9
  120.0808 C8H10N+ 1 120.0808 0.1
  122.0962 C8H12N+ 1 122.0964 -1.55
  123.0803 C8H11O+ 1 123.0804 -1.06
  138.0914 C8H12NO+ 1 138.0913 0.13
  151.0748 C9H11O2+ 1 151.0754 -3.88
PK$NUM_PEAK: 18
PK$PEAK: m/z int. rel.int.
  67.0542 3034.9 326
  77.0386 1472.3 158
  80.0493 1417.7 152
  81.0697 1497.9 160
  82.0651 2897.6 311
  91.0543 3325 357
  93.0699 4315.6 463
  94.0652 8408.4 903
  95.0854 3445.2 370
  96.0807 3285.6 353
  103.0539 1487.3 159
  108.0806 2466.5 265
  118.065 1153 123
  120.0808 9295.8 999
  122.0962 2006.4 215
  123.0803 3097.7 332
  138.0914 6920.2 743
  151.0748 1499.8 161
//