ACCESSION: MSBNK-RIKEN-PR301241
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$SPLASH: splash10-0006-9600000000-721e073c594934917a06
PK$NUM_PEAK: 93
PK$PEAK: m/z int. rel.int.
  55.04827 78.0 78
  55.05326 65.0 65
  56.05298 73.0 73
  57.03728 57.0 57
  65.0331 49.0 49
  68.05234 100.0 100
  68.05868 51.0 51
  69.05273 57.0 57
  69.06867 119.0 119
  71.04942 49.0 49
  77.03212 86.0 86
  77.0377 67.0 67
  77.04401 81.0 81
  79.05289 291.0 291
  80.04329 54.0 54
  80.05167 54.0 54
  80.05714 65.0 65
  80.29018 49.0 49
  81.0332 59.0 59
  81.05473 46.0 46
  81.05822 121.0 121
  81.06863 57.0 57
  82.0684 181.0 181
  84.03905 46.0 46
  84.05418 67.0 67
  85.05217 54.0 54
  85.06817 51.0 51
  91.04958 170.0 170
  91.05721 342.0 342
  92.04461 137.0 137
  92.04945 127.0 127
  92.05859 57.0 57
  93.04257 73.0 73
  93.05101 78.0 78
  93.05683 46.0 46
  93.07395 224.0 224
  94.01927 49.0 49
  94.05581 135.0 135
  94.0671 1000.0 999
  95.06469 49.0 49
  95.0871 129.0 129
  96.07825 167.0 167
  96.08366 105.0 105
  98.04487 57.0 57
  100.9894 75.0 75
  103.05347 191.0 191
  104.05883 46.0 46
  104.06329 121.0 121
  104.67333 46.0 46
  105.05891 84.0 84
  105.07296 151.0 151
  105.93681 49.0 49
  106.06328 49.0 49
  106.06801 59.0 59
  107.06705 146.0 146
  107.07431 59.0 59
  107.07968 86.0 86
  107.09212 84.0 84
  108.04868 54.0 54
  108.07308 92.0 92
  108.08038 116.0 116
  109.0452 81.0 81
  109.05852 84.0 84
  109.08701 65.0 65
  110.05393 73.0 73
  110.0637 65.0 65
  110.09862 57.0 57
  116.04515 46.0 46
  117.07471 57.0 57
  118.0406 81.0 81
  118.06123 221.0 221
  118.07288 70.0 70
  119.07027 65.0 65
  120.07581 173.0 173
  120.08412 391.0 391
  121.08228 62.0 62
  122.06186 46.0 46
  127.03403 81.0 81
  135.07599 54.0 54
  135.08331 46.0 46
  136.07225 75.0 75
  138.09412 57.0 57
  149.09732 49.0 49
  153.09607 46.0 46
  158.0883 73.0 73
  158.10588 102.0 102
  169.50743 54.0 54
  225.99008 75.0 75
  232.13216 46.0 46
  257.23224 54.0 54
  266.54013 54.0 54
  336.17776 100.0 100
  336.19098 86.0 86
//