ACCESSION: MSBNK-NaToxAq-NA003287
RECORD_TITLE: Heliotrine; LC-ESI-ITFT; MS2; CE: 75%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 75% (nominal)
AC$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, 95/5/0 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$SPLASH: splash10-0a4r-4900000000-cc44a79f22f92792bf6b
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  67.0415 C4H5N+ 1 67.0417 -1.95
  67.0541 C5H7+ 1 67.0542 -2.11
  68.0493 C4H6N+ 1 68.0495 -2.02
  79.0542 C6H7+ 1 79.0542 -0.56
  80.0495 C5H6N+ 1 80.0495 -0.26
  81.0573 C5H7N+ 1 81.0573 -0.57
  81.0698 C6H9+ 1 81.0699 -0.8
  82.0651 C5H8N+ 1 82.0651 -0.42
  86.0601 C4H8NO+ 1 86.06 0.22
  91.0541 C7H7+ 1 91.0542 -1.31
  92.0494 C6H6N+ 1 92.0495 -1.19
  93.0699 C7H9+ 1 93.0699 0.16
  94.0651 C6H8N+ 1 94.0651 -0.72
  95.0729 C6H9N+ 1 95.073 -0.81
  96.0807 C6H10N+ 1 96.0808 -0.57
  103.0541 C8H7+ 1 103.0542 -0.91
  108.0807 C7H10N+ 1 108.0808 -0.46
  109.065 C7H9O+ 1 109.0648 2.19
  110.06 C6H8NO+ 1 110.06 -0.57
  110.0964 C7H12N+ 1 110.0964 -0.37
  112.0756 C6H10NO+ 1 112.0757 -1.08
  118.0649 C8H8N+ 1 118.0651 -2.02
  120.0807 C8H10N+ 1 120.0808 -0.69
  121.0889 C8H11N+ 1 121.0886 2.28
  126.0911 C7H12NO+ 1 126.0913 -1.52
  136.0759 C8H10NO+ 1 136.0757 1.61
  138.0913 C8H12NO+ 1 138.0913 -0.63
  139.0991 C8H13NO+ 1 139.0992 -0.74
  156.1018 C8H14NO2+ 1 156.1019 -0.44
PK$NUM_PEAK: 29
PK$PEAK: m/z int. rel.int.
  67.0415 3785.2 25
  67.0541 4453.1 30
  68.0493 2458.7 16
  79.0542 3220.2 21
  80.0495 12849.6 86
  81.0573 3903.5 26
  81.0698 4320.4 29
  82.0651 43573.7 293
  86.0601 5448.9 36
  91.0541 4972.4 33
  92.0494 3271.2 22
  93.0699 3460 23
  94.0651 84272.7 567
  95.0729 20684.3 139
  96.0807 42968.7 289
  103.0541 3356.3 22
  108.0807 53389.4 359
  109.065 1990.3 13
  110.06 7989.9 53
  110.0964 2788.2 18
  112.0756 11798.6 79
  118.0649 3382.2 22
  120.0807 96963.5 653
  121.0889 2056.8 13
  126.0911 1863.3 12
  136.0759 1228.3 8
  138.0913 120822.9 814
  139.0991 10521.3 70
  156.1018 148260.9 999
//