ACCESSION: MSBNK-NaToxAq-NA003286
RECORD_TITLE: Heliotrine; LC-ESI-ITFT; MS2; CE: 70%; R=15000; [M+H]+
DATE: 2020.02.22
AUTHORS: Tobias Schulze, Martin Krauss, Helmholtz Centre for Environmental Research GmbH - UFZ, Leipzig, Germany
LICENSE: CC0
COPYRIGHT: Copyright (C) 2020 by Helmholtz Centre for Environmental Research GmbH - UFZ, Leipzig, Germany
COMMENT: CONFIDENCE Reference Standard (Level 1)
COMMENT: INTERNAL_ID 2319

CH$NAME: Heliotrine
CH$NAME: [(7S,8R)-7-hydroxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl (2S)-2-hydroxy-2-[(1R)-1-methoxyethyl]-3-methylbutanoate
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₁₆H₂₇NO₅
CH$EXACT_MASS: 313.1889
CH$SMILES: C[C@H]([C@@](C(C)C)(C(=O)OCC1=CCN2[C@H]1[C@H](CC2)O)O)OC
CH$IUPAC: InChI=1S/C16H27NO5/c1-10(2)16(20,11(3)21-4)15(19)22-9-12-5-7-17-8-6-13(18)14(12)17/h5,10-11,13-14,18,20H,6-9H2,1-4H3/t11-,13+,14-,16+/m1/s1
CH$LINK: CAS 303-33-3
CH$LINK: CHEBI 5643
CH$LINK: KEGG C10324
CH$LINK: PUBCHEM CID:906426
CH$LINK: INCHIKEY LMFKRLGHEKVMNT-UJDVCPFMSA-N
CH$LINK: CHEMSPIDER 792587
CH$LINK: COMPTOX DTXSID3075381

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$MASS_SPECTROMETRY: COLLISION_ENERGY 70% (nominal)
AC$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, 95/5/0 at 32 min
AC$CHROMATOGRAPHY: FLOW_RATE 300 uL/min
AC$CHROMATOGRAPHY: RETENTION_TIME 1.853 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 143.0014
MS$FOCUSED_ION: PRECURSOR_M/Z 314.1962
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 2.14.1

PK$SPLASH: splash10-0a4r-3900000000-d3826234351f5d0a4c43
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  67.0416 C4H5N+ 1 67.0417 -0.02
  67.0542 C5H7+ 1 67.0542 -1.08
  68.0496 C4H6N+ 1 68.0495 2.24
  71.0853 C5H11+ 1 71.0855 -2.93
  79.0542 C6H7+ 1 79.0542 0.21
  80.0495 C5H6N+ 1 80.0495 0.03
  81.0571 C5H7N+ 1 81.0573 -1.89
  81.0699 C6H9+ 1 81.0699 -0.05
  82.0651 C5H8N+ 1 82.0651 0.23
  86.06 C4H8NO+ 1 86.06 -0.22
  91.0544 C7H7+ 1 91.0542 1.79
  92.0494 C6H6N+ 1 92.0495 -0.86
  93.0698 C7H9+ 1 93.0699 -0.74
  94.0651 C6H8N+ 1 94.0651 -0.08
  95.0729 C6H9N+ 1 95.073 -0.24
  96.0808 C6H10N+ 1 96.0808 -0.17
  103.0542 C8H7+ 1 103.0542 0.13
  108.0808 C7H10N+ 1 108.0808 0.1
  109.0649 C7H9O+ 1 109.0648 0.86
  110.06 C6H8NO+ 1 110.06 -0.08
  110.0966 C7H12N+ 1 110.0964 1.5
  112.0757 C6H10NO+ 1 112.0757 -0.06
  118.065 C8H8N+ 1 118.0651 -1.37
  120.0808 C8H10N+ 1 120.0808 0.07
  126.0912 C7H12NO+ 1 126.0913 -0.86
  136.0752 C8H10NO+ 1 136.0757 -3.43
  138.0913 C8H12NO+ 1 138.0913 -0.07
  139.0991 C8H13NO+ 1 139.0992 -0.19
  156.1019 C8H14NO2+ 1 156.1019 0.24
PK$NUM_PEAK: 29
PK$PEAK: m/z int. rel.int.
  67.0416 3635.1 18
  67.0542 4176.3 21
  68.0496 2311.4 11
  71.0853 1246.8 6
  79.0542 1339.4 6
  80.0495 9449.9 48
  81.0571 2470.9 12
  81.0699 3506.2 17
  82.0651 39121 199
  86.06 4662.1 23
  91.0544 2573.7 13
  92.0494 1701.2 8
  93.0698 4242 21
  94.0651 85505.4 436
  95.0729 19577.6 99
  96.0808 48916.6 249
  103.0542 2295.8 11
  108.0808 47990.2 245
  109.0649 3988.6 20
  110.06 8360.1 42
  110.0966 2481.3 12
  112.0757 9722.7 49
  118.065 2572.2 13
  120.0808 94959.3 484
  126.0912 1315.7 6
  136.0752 1123 5
  138.0913 170657.2 871
  139.0991 13752.7 70
  156.1019 195660.2 999
//