ACCESSION: MSBNK-NaToxAq-NA002851
RECORD_TITLE: Senecionine N-oxide; LC-ESI-ITFT; MS2; CE: 45%; R=15000; [M+H]+
DATE: 2020.02.21
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 2301

CH$NAME: Senecionine N-oxide
CH$NAME: (1R,4Z,6R,7R,17R)-4-ethylidene-7-hydroxy-6,7-dimethyl-14-oxido-2,9-dioxa-14-azoniatricyclo[9.5.1.014,17]heptadec-11-ene-3,8-dione
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₁₈H₂₅NO₆
CH$EXACT_MASS: 351.1682
CH$SMILES: C/C=C\1/C[C@H]([C@@](C(=O)OCC2=CC[N+]3([C@H]2[C@@H](CC3)OC1=O)[O-])(C)O)C
CH$IUPAC: InChI=1S/C18H25NO6/c1-4-12-9-11(2)18(3,22)17(21)24-10-13-5-7-19(23)8-6-14(15(13)19)25-16(12)20/h4-5,11,14-15,22H,6-10H2,1-3H3/b12-4-/t11-,14-,15-,18-,19?/m1/s1
CH$LINK: CAS 13354-33-1
CH$LINK: CHEBI 52070
CH$LINK: KEGG C15612
CH$LINK: PUBCHEM CID:5380876
CH$LINK: INCHIKEY PLGBHVNNYDZWGZ-GPUZEBNTSA-N
CH$LINK: CHEMSPIDER 21865984

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$MASS_SPECTROMETRY: COLLISION_ENERGY 45% (nominal)
AC$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 5.458 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 352.1754
MS$FOCUSED_ION: PRECURSOR_M/Z 352.1755
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$SPLASH: splash10-0udi-1918000000-24fdc5622852f477d7a4
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  67.0544 C5H7+ 1 67.0542 3.05
  79.0545 C6H7+ 1 79.0542 3.89
  80.0493 C5H6N+ 1 80.0495 -1.65
  81.0699 C6H9+ 1 81.0699 0.21
  84.0443 C4H6NO+ 1 84.0444 -0.51
  91.0543 C7H7+ 1 91.0542 0.65
  93.0573 C6H7N+ 1 93.0573 0.14
  94.0651 C6H8N+ 1 94.0651 -0.2
  95.073 C6H9N+ 1 95.073 0.43
  98.06 C5H8NO+ 1 98.06 0
  106.0651 C7H8N+ 1 106.0651 0.03
  107.0854 C8H11+ 1 107.0855 -1.27
  108.0808 C7H10N+ 1 108.0808 0.18
  109.0648 C7H9O+ 1 109.0648 0.1
  109.0887 C7H11N+ 1 109.0886 0.53
  110.0598 C6H8NO+ 1 110.06 -1.96
  112.0756 C6H10NO+ 1 112.0757 -1.17
  118.0651 C8H8N+ 1 118.0651 0.2
  119.073 C8H9N+ 1 119.073 0.14
  120.0808 C8H10N+ 1 120.0808 0.2
  121.0886 C8H11N+ 1 121.0886 0.01
  122.0964 C8H12N+ 1 122.0964 -0.3
  124.0884 C8H12O+ 1 124.0883 0.87
  125.0962 C8H13O+ 1 125.0961 0.98
  135.0807 C9H11O+ 1 135.0804 1.65
  136.0757 C8H10NO+ 1 136.0757 0.2
  137.0836 C8H11NO+ 1 137.0835 0.42
  138.0914 C8H12NO+ 1 138.0913 0.08
  139.0756 C8H11O2+ 1 139.0754 1.43
  139.0994 C8H13NO+ 1 139.0992 1.61
  148.112 C10H14N+ 1 148.1121 -0.6
  153.0909 C9H13O2+ 1 153.091 -0.52
  154.0863 C8H12NO2+ 1 154.0863 0.38
  178.1225 C11H16NO+ 1 178.1226 -1
  192.1379 C12H18NO+ 1 192.1383 -2.1
  202.1225 C13H16NO+ 1 202.1226 -0.84
  211.1326 C12H19O3+ 1 211.1329 -1.46
  218.1176 C13H16NO2+ 1 218.1176 0.35
  218.1539 C14H20NO+ 1 218.1539 -0.25
  220.1333 C13H18NO2+ 1 220.1332 0.27
  246.1489 C15H20NO2+ 1 246.1489 0.03
  248.1644 C15H22NO2+ 1 248.1645 -0.27
  254.1393 C13H20NO4+ 1 254.1387 2.26
  290.1754 C17H24NO3+ 1 290.1751 1.05
  324.1807 C17H26NO5+ 1 324.1805 0.49
  352.1756 C18H26NO6+ 1 352.1755 0.29
PK$NUM_PEAK: 46
PK$PEAK: m/z int. rel.int.
  67.0544 1261.4 3
  79.0545 1592.3 4
  80.0493 2652 7
  81.0699 11581.1 33
  84.0443 1132.3 3
  91.0543 2141.6 6
  93.0573 11842.1 33
  94.0651 13949.2 39
  95.073 30941.9 88
  98.06 1506 4
  106.0651 9090.4 25
  107.0854 1999.9 5
  108.0808 6436.2 18
  109.0648 3835.2 10
  109.0887 3218.3 9
  110.0598 2325.5 6
  112.0756 4342.1 12
  118.0651 68809.1 196
  119.073 46741.1 133
  120.0808 46695.5 133
  121.0886 32891.5 93
  122.0964 7455.3 21
  124.0884 1053.8 3
  125.0962 4941.3 14
  135.0807 1587.9 4
  136.0757 48286 137
  137.0836 10772.6 30
  138.0914 36705.4 104
  139.0756 1193 3
  139.0994 1591.9 4
  148.112 955.5 2
  153.0909 10602 30
  154.0863 22519 64
  178.1225 5226.3 14
  192.1379 1277.5 3
  202.1225 1851.3 5
  211.1326 1736.8 4
  218.1176 2771.6 7
  218.1539 2499.1 7
  220.1333 42744.9 121
  246.1489 13515.7 38
  248.1644 8831.7 25
  254.1393 3707 10
  290.1754 3041.4 8
  324.1807 16487 47
  352.1756 350323.9 999
//