ACCESSION: MSBNK-RIKEN-PR301250
RECORD_TITLE: Senecionine; LC-ESI-QTOF; MS2
DATE: 2019.03.28
AUTHORS: Tetsuya Mori, Center for Sustainable Resource Science, RIKEN
LICENSE: CC BY-NC-SA
PUBLICATION: Tsugawa H., Nakabayashi R., Mori T., Yamada Y., Takahashi M., Rai A., Sugiyama R., Yamamoto H., Nakaya T., Yamazaki M., Kooke R., Bac-Molenaar JA., Oztolan-Erol N., Keurentjes JJB., Arita M., Saito K. (2019) "A cheminformatics approach to characterize metabolomes in stable-isotope-labeled organisms" Nature Methods 16(4):295-298. [doi:10.1038/s41592-019-0358-2]
COMMENT: registered in RIKEN PlaSMA

CH$NAME: Senecionine
CH$COMPOUND_CLASS: Macrolides and analogues
CH$FORMULA: C₁₈H₂₅NO₅
CH$EXACT_MASS: 335.4
CH$SMILES: C\C=C1\C[C@@H](C)[C@@](C)(O)C(=O)OCC2=CCN3CC[C@@H](OC1=O)[C@@H]23
CH$IUPAC: InChI=1S/C18H25NO5/c1-4-12-9-11(2)18(3,22)17(21)23-10-13-5-7-19-8-6-14(15(13)19)24-16(12)20/h4-5,11,14-15,22H,6-10H2,1-3H3/b12-4-/t11-,14-,15-,18-/m1/s1
CH$LINK: INCHIKEY HKODIGSRFALUTA-JTLQZVBZSA-N

AC$INSTRUMENT: LC, Waters Acquity UPLC System; MS, Waters Xevo G2 Q-Tof
AC$INSTRUMENT_TYPE: LC-ESI-QTOF
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 6V
AC$MASS_SPECTROMETRY: DESOLVATION_GAS_FLOW 800/h
AC$MASS_SPECTROMETRY: DESOLVATION_TEMPERATURE 450 C
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$CHROMATOGRAPHY: CAPILLARY_VOLTAGE +3.00 kV
AC$CHROMATOGRAPHY: COLUMN_NAME Acquity bridged ethyl hybrid C18 (1.7 um, 2.1 mm * 100 mm, Waters)
AC$CHROMATOGRAPHY: COLUMN_TEMPERATURE 40 C
AC$CHROMATOGRAPHY: FLOW_GRADIENT A/B = (99.5%/0.5% at 0 min, 99.5%/0.5% at 0.1 min, 20%/80% at 10 min, 0.5%/99.5% at 10.1 min, 0.5%/99.5% at 12.0 min, 99.5%/0.5% at 12.1 min, 99.5%/0.5% at 15.0 min)
AC$CHROMATOGRAPHY: FLOW_RATE 0.3 ml/min at 0 min, 0.3 ml/min at 10 min, 0.4 ml/min at 10.1 min, 0.4 ml/min at 14.4 min, 0.3 ml/min at 14.5 min
AC$CHROMATOGRAPHY: RETENTION_TIME 3.796233
AC$CHROMATOGRAPHY: SOLVENT A water including 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B acetonitrile including 0.1% formic acid

MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$FOCUSED_ION: PRECURSOR_M/Z 336.1805494

PK$SPLASH: splash10-000i-4905000000-36c070eaf2dffd1a1a04
PK$NUM_PEAK: 134
PK$PEAK: m/z int. rel.int.
  55.05331 6.0 6
  56.04811 6.0 6
  65.03374 7.0 7
  66.92325 10.0 10
  67.03503 6.0 6
  67.05334 16.0 16
  68.0498 24.0 24
  68.0598 12.0 12
  70.78397 7.0 7
  77.03555 5.0 5
  77.03963 19.0 19
  78.03453 14.0 14
  78.04717 12.0 12
  79.05527 33.0 33
  80.05029 36.0 36
  81.05634 17.0 17
  81.06274 14.0 14
  81.06929 38.0 38
  81.21509 7.0 7
  82.06414 19.0 19
  82.07194 8.0 8
  83.04721 7.0 7
  83.08396 10.0 10
  91.0539 47.0 47
  91.06244 9.0 9
  92.04752 7.0 7
  93.07189 87.0 87
  93.6316 7.0 7
  94.06522 447.0 447
  95.04848 9.0 9
  95.05967 8.0 8
  95.07138 16.0 16
  95.08595 16.0 16
  96.08044 180.0 180
  97.0834 13.0 13
  97.10445 14.0 14
  98.04222 6.0 6
  98.06675 7.0 7
  99.04739 8.0 8
  100.57496 13.0 13
  101.0591 6.0 6
  103.05611 88.0 88
  104.0583 10.0 10
  105.05936 7.0 7
  105.07349 18.0 18
  105.51807 7.0 7
  107.07395 21.0 21
  107.08514 54.0 54
  107.09341 16.0 16
  108.08201 104.0 104
  109.06282 46.0 46
  109.07892 11.0 11
  109.08757 6.0 6
  109.09773 8.0 8
  109.10345 7.0 7
  109.19076 6.0 6
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  110.09816 65.0 65
  111.07674 26.0 26
  111.10133 16.0 16
  117.0564 6.0 6
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  120.05982 21.0 21
  120.08083 659.0 658
  120.9359 6.0 6
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  121.07745 15.0 15
  121.08549 51.0 51
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  121.31552 9.0 9
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  122.09689 77.0 77
  123.1032 24.0 24
  125.08535 17.0 17
  125.09428 73.0 73
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  138.07544 23.0 23
  138.09012 488.0 488
  138.10307 38.0 38
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  197.02084 7.0 7
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  220.12814 45.0 45
  220.13934 8.0 8
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  239.98843 6.0 6
  241.02327 8.0 8
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  241.3488 8.0 8
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  290.15637 7.0 7
  290.1702 18.0 18
  290.18262 12.0 12
  292.99527 7.0 7
  308.12503 10.0 10
  308.15466 16.0 16
  308.18668 372.0 372
  308.20078 89.0 89
  309.19083 60.0 60
  310.17834 7.0 7
  310.49658 6.0 6
  311.4455 8.0 8
  318.17331 7.0 7
  336.091 7.0 7
  336.14624 8.0 8
  336.18051 1000.0 999
//