ACCESSION: MSBNK-NaToxAq-NA003654
RECORD_TITLE: Heliotrine; LC-ESI-ITFT; MS2; CE: 85%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 85% (nominal)
AC$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$SPLASH: splash10-0abc-6900000000-3fdeefa5b4704f89ac71
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  65.0387 C5H5+ 1 65.0386 2.08
  67.0416 C4H5N+ 1 67.0417 -0.88
  67.0542 C5H7+ 1 67.0542 0.1
  68.0495 C4H6N+ 1 68.0495 0.14
  69.07 C5H9+ 1 69.0699 1.86
  79.0542 C6H7+ 1 79.0542 -0.06
  80.0495 C5H6N+ 1 80.0495 0.6
  81.0573 C5H7N+ 1 81.0573 0.17
  81.0699 C6H9+ 1 81.0699 0.32
  82.0652 C5H8N+ 1 82.0651 0.57
  86.06 C4H8NO+ 1 86.06 -0.4
  91.0542 C7H7+ 1 91.0542 0.13
  92.0496 C6H6N+ 1 92.0495 1.29
  93.0572 C6H7N+ 1 93.0573 -0.62
  93.0699 C7H9+ 1 93.0699 0.25
  94.0652 C6H8N+ 1 94.0651 0.27
  95.0729 C6H9N+ 1 95.073 -0.14
  96.0808 C6H10N+ 1 96.0808 0.18
  103.0543 C8H7+ 1 103.0542 0.49
  105.0573 C7H7N+ 1 105.0573 -0.43
  108.0808 C7H10N+ 1 108.0808 0.38
  109.0646 C7H9O+ 1 109.0648 -1.38
  110.0601 C6H8NO+ 1 110.06 0.33
  110.0965 C7H12N+ 1 110.0964 0.74
  112.0757 C6H10NO+ 1 112.0757 -0.2
  118.0653 C8H8N+ 1 118.0651 1.26
  119.0731 C8H9N+ 1 119.073 1
  120.0808 C8H10N+ 1 120.0808 0.43
  126.0914 C7H12NO+ 1 126.0913 0.4
  138.0914 C8H12NO+ 1 138.0913 0.28
  139.0992 C8H13NO+ 1 139.0992 0.49
  156.102 C8H14NO2+ 1 156.1019 0.66
PK$NUM_PEAK: 32
PK$PEAK: m/z int. rel.int.
  65.0387 1412.6 16
  67.0416 6715.3 76
  67.0542 7244.7 82
  68.0495 4370.6 49
  69.07 1140.9 12
  79.0542 2827.3 32
  80.0495 23352.5 265
  81.0573 6628.9 75
  81.0699 4165.1 47
  82.0652 47653.9 541
  86.06 6866.7 77
  91.0542 4885.8 55
  92.0496 4334.7 49
  93.0572 1777.3 20
  93.0699 2875 32
  94.0652 83776.9 951
  95.0729 19582 222
  96.0808 29576 335
  103.0543 4534.5 51
  105.0573 1491.7 16
  108.0808 65129.6 739
  109.0646 2421.8 27
  110.0601 7196.1 81
  110.0965 2371.6 26
  112.0757 13120.6 149
  118.0653 5059.6 57
  119.0731 1280.5 14
  120.0808 87957.7 999
  126.0914 2385.6 27
  138.0914 68110.7 773
  139.0992 4472.4 50
  156.102 81051.2 920
//