ACCESSION: MSBNK-NaToxAq-NA003656
RECORD_TITLE: Heliotrine; LC-ESI-ITFT; MS2; CE: 95%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 95% (nominal)
AC$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$SPLASH: splash10-0ac3-9700000000-9bc2a7353c89149e3bfc
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  65.0386 C5H5+ 1 65.0386 -0.38
  67.0416 C4H5N+ 1 67.0417 -0.88
  67.0542 C5H7+ 1 67.0542 -0.35
  68.0495 C4H6N+ 1 68.0495 -0.31
  77.0387 C6H5+ 1 77.0386 1.4
  78.0338 C5H4N+ 1 78.0338 -0.18
  79.0542 C6H7+ 1 79.0542 -0.73
  80.0495 C5H6N+ 1 80.0495 0.32
  81.0573 C5H7N+ 1 81.0573 0.17
  81.0699 C6H9+ 1 81.0699 -0.15
  82.0651 C5H8N+ 1 82.0651 0.29
  84.0445 C4H6NO+ 1 84.0444 1.27
  85.0521 C4H7NO+ 1 85.0522 -1.65
  86.06 C4H8NO+ 1 86.06 -0.58
  91.0542 C7H7+ 1 91.0542 -0.62
  92.0495 C6H6N+ 1 92.0495 0.13
  93.0573 C6H7N+ 1 93.0573 0.12
  93.0698 C7H9+ 1 93.0699 -0.32
  94.0651 C6H8N+ 1 94.0651 0.03
  95.0729 C6H9N+ 1 95.073 -0.54
  96.0447 C5H6NO+ 1 96.0444 3.21
  96.0807 C6H10N+ 1 96.0808 -0.29
  103.0543 C8H7+ 1 103.0542 0.34
  105.0574 C7H7N+ 1 105.0573 0.88
  106.0652 C7H8N+ 1 106.0651 1.02
  108.0808 C7H10N+ 1 108.0808 0.03
  109.0649 C7H9O+ 1 109.0648 0.79
  110.06 C6H8NO+ 1 110.06 -0.29
  110.0966 C7H12N+ 1 110.0964 1.43
  112.0757 C6H10NO+ 1 112.0757 -0.13
  118.0651 C8H8N+ 1 118.0651 -0.16
  119.0733 C8H9N+ 1 119.073 2.67
  120.0808 C8H10N+ 1 120.0808 0.11
  126.0912 C7H12NO+ 1 126.0913 -1.41
  138.0914 C8H12NO+ 1 138.0913 0.17
  139.0992 C8H13NO+ 1 139.0992 0.6
  156.1019 C8H14NO2+ 1 156.1019 0.07
PK$NUM_PEAK: 37
PK$PEAK: m/z int. rel.int.
  65.0386 2439.9 31
  67.0416 6715.7 87
  67.0542 11226.1 146
  68.0495 5230.4 68
  77.0387 2720.5 35
  78.0338 1948.3 25
  79.0542 3026.2 39
  80.0495 32934.1 429
  81.0573 7579.4 98
  81.0699 5938.7 77
  82.0651 45354.6 591
  84.0445 1215.9 15
  85.0521 1804.1 23
  86.06 6598.4 86
  91.0542 6450.1 84
  92.0495 5619.1 73
  93.0573 4123 53
  93.0698 4267.7 55
  94.0651 76579.7 999
  95.0729 15004.7 195
  96.0447 1734.5 22
  96.0807 19567 255
  103.0543 4054.5 52
  105.0574 1502.2 19
  106.0652 1560 20
  108.0808 59475.6 775
  109.0649 2420.6 31
  110.06 4894.5 63
  110.0966 1507.4 19
  112.0757 12112.2 158
  118.0651 4266.5 55
  119.0733 1589.8 20
  120.0808 69842 911
  126.0912 1864.5 24
  138.0914 32452.9 423
  139.0992 2451.2 31
  156.1019 35868.8 467
//