ACCESSION: MSBNK-NaToxAq-NA003655
RECORD_TITLE: Heliotrine; LC-ESI-ITFT; MS2; CE: 90%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 90% (nominal)
AC$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$SPLASH: splash10-0ac3-8900000000-2dfed476c29786a1fbc7
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
65.0386 C5H5+ 1 65.0386 -0.14
67.0416 C4H5N+ 1 67.0417 -0.2
67.0542 C5H7+ 1 67.0542 -0.7
68.0494 C4H6N+ 1 68.0495 -0.53
69.07 C5H9+ 1 69.0699 1.64
77.0386 C6H5+ 1 77.0386 -0.08
78.034 C5H4N+ 1 78.0338 2.37
79.0542 C6H7+ 1 79.0542 -0.54
80.0495 C5H6N+ 1 80.0495 0.32
81.0572 C5H7N+ 1 81.0573 -0.68
81.0698 C6H9+ 1 81.0699 -0.72
82.0651 C5H8N+ 1 82.0651 0.29
84.0444 C4H6NO+ 1 84.0444 -0.09
86.0601 C4H8NO+ 1 86.06 0.84
91.0542 C7H7+ 1 91.0542 -0.29
92.0495 C6H6N+ 1 92.0495 -0.03
93.0575 C6H7N+ 1 93.0573 1.76
93.0699 C7H9+ 1 93.0699 0.33
94.0651 C6H8N+ 1 94.0651 0.03
95.0729 C6H9N+ 1 95.073 -0.3
96.0808 C6H10N+ 1 96.0808 0.03
103.0543 C8H7+ 1 103.0542 0.26
105.057 C7H7N+ 1 105.0573 -2.39
108.0808 C7H10N+ 1 108.0808 0.03
109.0648 C7H9O+ 1 109.0648 -0.12
110.06 C6H8NO+ 1 110.06 -0.15
110.0964 C7H12N+ 1 110.0964 0.11
112.0756 C6H10NO+ 1 112.0757 -0.41
118.0651 C8H8N+ 1 118.0651 0.03
119.0732 C8H9N+ 1 119.073 1.9
120.0808 C8H10N+ 1 120.0808 -0.01
126.0914 C7H12NO+ 1 126.0913 0.1
138.0914 C8H12NO+ 1 138.0913 0.28
139.0993 C8H13NO+ 1 139.0992 0.93
156.1019 C8H14NO2+ 1 156.1019 0.27
PK$NUM_PEAK: 35
PK$PEAK: m/z int. rel.int.
65.0386 1787.5 22
67.0416 7717.2 95
67.0542 8003.2 99
68.0494 4223.7 52
69.07 1076.5 13
77.0386 2310.6 28
78.034 1396.5 17
79.0542 4341.9 53
80.0495 27363 339
81.0572 6538.7 81
81.0698 5483.3 68
82.0651 48166.3 597
84.0444 1556.6 19
86.0601 7429.2 92
91.0542 6557.2 81
92.0495 4133 51
93.0575 2537.7 31
93.0699 5130.6 63
94.0651 79138.7 981
95.0729 18742.1 232
96.0808 24632.9 305
103.0543 3967.1 49
105.057 2330.3 28
108.0808 61971.7 768
109.0648 3247.5 40
110.06 6547.8 81
110.0964 3571.1 44
112.0756 13758.3 170
118.0651 5938.5 73
119.0732 1273.2 15
120.0808 80529.9 999
126.0914 3004.3 37
138.0914 48377.8 600
139.0993 4272.2 52
156.1019 53778.2 667
//
