ACCESSION: MSBNK-NaToxAq-NA003657
RECORD_TITLE: Heliotrine; LC-ESI-ITFT; MS2; CE: 100%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 100% (nominal)
AC$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 1.773 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 143.0015
MS$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$SPLASH: splash10-0ac3-9600000000-4e307c9f942364d06092
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  65.0385 C5H5+ 1 65.0386 -0.85
  67.0416 C4H5N+ 1 67.0417 -0.54
  67.0542 C5H7+ 1 67.0542 0.1
  68.0494 C4H6N+ 1 68.0495 -1.09
  77.0386 C6H5+ 1 77.0386 -0.28
  78.0339 C5H4N+ 1 78.0338 1.29
  79.0543 C6H7+ 1 79.0542 0.71
  80.0495 C5H6N+ 1 80.0495 0.41
  81.0573 C5H7N+ 1 81.0573 -0.11
  81.0698 C6H9+ 1 81.0699 -1
  82.0652 C5H8N+ 1 82.0651 0.57
  85.0522 C4H7NO+ 1 85.0522 -0.57
  86.0601 C4H8NO+ 1 86.06 0.93
  91.0542 C7H7+ 1 91.0542 -0.12
  92.0497 C6H6N+ 1 92.0495 2.37
  93.0573 C6H7N+ 1 93.0573 0.12
  93.07 C7H9+ 1 93.0699 1.64
  94.0651 C6H8N+ 1 94.0651 0.19
  95.0729 C6H9N+ 1 95.073 -0.14
  96.0808 C6H10N+ 1 96.0808 0.03
  103.0542 C8H7+ 1 103.0542 -0.11
  105.0573 C7H7N+ 1 105.0573 0.01
  106.0654 C7H8N+ 1 106.0651 2.96
  108.0808 C7H10N+ 1 108.0808 0.24
  110.06 C6H8NO+ 1 110.06 -0.29
  110.0964 C7H12N+ 1 110.0964 -0.02
  112.0757 C6H10NO+ 1 112.0757 0
  118.0651 C8H8N+ 1 118.0651 -0.36
  120.0808 C8H10N+ 1 120.0808 0.3
  126.0912 C7H12NO+ 1 126.0913 -1.41
  138.0913 C8H12NO+ 1 138.0913 0.06
  156.102 C8H14NO2+ 1 156.1019 0.75
PK$NUM_PEAK: 32
PK$PEAK: m/z int. rel.int.
  65.0385 1371.6 20
  67.0416 7871.5 116
  67.0542 8927.3 132
  68.0494 4729.5 70
  77.0386 2773.1 41
  78.0339 1417.5 21
  79.0543 2490.8 37
  80.0495 33459.3 497
  81.0573 7155.2 106
  81.0698 5190.3 77
  82.0652 37732.4 560
  85.0522 1579.4 23
  86.0601 5529.5 82
  91.0542 8684 129
  92.0497 4620.5 68
  93.0573 4708.1 69
  93.07 3883.2 57
  94.0651 67249.6 999
  95.0729 13252.6 196
  96.0808 13595.7 201
  103.0542 2902.6 43
  105.0573 2555.5 37
  106.0654 1200.2 17
  108.0808 48878.8 726
  110.06 4462 66
  110.0964 2253.7 33
  112.0757 8476.1 125
  118.0651 4676.3 69
  120.0808 55675.3 827
  126.0912 1728.7 25
  138.0913 24689.2 366
  156.102 22797.1 338
//