ACCESSION: MSBNK-NaToxAq-NA002683
RECORD_TITLE: Jacobine N-oxide; LC-ESI-ITFT; MS2; CE: 40%; 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 2257

CH$NAME: Jacobine N-oxide
CH$NAME: (1R,3`S,4S,6R,7R,17R)-7-hydroxy-3`,6,7-trimethyl-14-oxidospiro[2,9-dioxa-14-azoniatricyclo[9.5.1.014,17]heptadec-11-ene-4,2`-oxirane]-3,8-dione
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₁₈H₂₅NO₇
CH$EXACT_MASS: 367.1631
CH$SMILES: C[C@@H]1C[C@]2([C@@H](O2)C)C(=O)O[C@@H]3CC[N+]4([C@@H]3C(=CC4)COC(=O)[C@]1(C)O)[O-]
CH$IUPAC: InChI=1S/C18H25NO7/c1-10-8-18(11(2)26-18)16(21)25-13-5-7-19(23)6-4-12(14(13)19)9-24-15(20)17(10,3)22/h4,10-11,13-14,22H,5-9H2,1-3H3/t10-,11+,13-,14-,17-,18+,19?/m1/s1
CH$LINK: CHEBI 136451
CH$LINK: PUBCHEM CID:132282048
CH$LINK: INCHIKEY NKRQJWQYBNTAEV-SAJQNFQWSA-N
CH$LINK: CHEMSPIDER 76962848

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$MASS_SPECTROMETRY: COLLISION_ENERGY 40% (nominal)
AC$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 1.290 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 368.1704
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$SPLASH: splash10-014j-1559000000-7115c29b2be26d23296a
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  79.0543 C6H7+ 1 79.0542 0.51
  80.0495 C5H6N+ 1 80.0495 0.73
  91.0542 C7H7+ 1 91.0542 -0.1
  93.0574 C6H7N+ 1 93.0573 0.71
  93.0699 C7H9+ 1 93.0699 0.68
  94.0652 C6H8N+ 1 94.0651 0.45
  95.073 C6H9N+ 1 95.073 0.03
  96.0809 C6H10N+ 1 96.0808 1.61
  106.065 C7H8N+ 1 106.0651 -1.41
  108.0807 C7H10N+ 1 108.0808 -1.02
  110.0601 C6H8NO+ 1 110.06 0.67
  113.0596 C6H9O2+ 1 113.0597 -0.77
  118.0651 C8H8N+ 1 118.0651 -0.19
  119.073 C8H9N+ 1 119.073 0.2
  120.0808 C8H10N+ 1 120.0808 0.01
  121.0886 C8H11N+ 1 121.0886 -0.05
  122.0964 C8H12N+ 1 122.0964 -0.17
  124.0759 C7H10NO+ 1 124.0757 1.75
  136.0757 C8H10NO+ 1 136.0757 -0.25
  138.0915 C8H12NO+ 1 138.0913 0.85
  139.0991 C8H13NO+ 1 139.0992 -0.15
  140.107 C8H14NO+ 1 140.107 0.07
  154.0863 C8H12NO2+ 1 154.0863 0.58
  156.1018 C8H14NO2+ 1 156.1019 -0.71
  174.1284 C12H16N+ 1 174.1277 4.07
  178.086 C10H12NO2+ 1 178.0863 -1.38
  190.1223 C12H16NO+ 1 190.1226 -1.89
  192.1016 C11H14NO2+ 1 192.1019 -1.5
  218.1541 C14H20NO+ 1 218.1539 0.73
  236.128 C13H18NO3+ 1 236.1281 -0.69
  262.1443 C15H20NO3+ 1 262.1438 2.05
  268.1546 C14H22NO4+ 1 268.1543 0.96
  278.1384 C15H20NO4+ 1 278.1387 -0.85
  280.1543 C15H22NO4+ 1 280.1543 -0.06
  296.1493 C15H22NO5+ 1 296.1492 0.31
  324.1442 C16H22NO6+ 1 324.1442 0.14
  340.1743 C17H26NO6+ 1 340.1755 -3.32
  368.1704 C18H26NO7+ 1 368.1704 0.13
PK$NUM_PEAK: 38
PK$PEAK: m/z int. rel.int.
  79.0543 1001.2 4
  80.0495 2183.4 8
  91.0542 2510 10
  93.0574 2214.1 9
  93.0699 3751.3 15
  94.0652 3416.2 13
  95.073 13024.5 53
  96.0809 1402.4 5
  106.065 3311.5 13
  108.0807 2305.5 9
  110.0601 1567.3 6
  113.0596 2201.3 8
  118.0651 14828.2 60
  119.073 17034.8 69
  120.0808 45673.3 186
  121.0886 15565.5 63
  122.0964 8893.2 36
  124.0759 1267.7 5
  136.0757 5961.8 24
  138.0915 8902.9 36
  139.0991 23094 94
  140.107 1260.7 5
  154.0863 4751.2 19
  156.1018 4603.5 18
  174.1284 1665.5 6
  178.086 1420.4 5
  190.1223 3742.5 15
  192.1016 2061.8 8
  218.1541 1654.5 6
  236.128 1847.6 7
  262.1443 1676.6 6
  268.1546 1437.8 5
  278.1384 2421.4 9
  280.1543 2342.1 9
  296.1493 143177.7 585
  324.1442 10420.1 42
  340.1743 1858.2 7
  368.1704 244482.9 999
//