ACCESSION: MSBNK-RIKEN-PR301618
RECORD_TITLE: Piperlongumine; 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$NAME: Piperlongumine
CH$COMPOUND_CLASS: Cinnamic acids and derivatives
CH$FORMULA: C₁₇H₁₉NO₅
CH$EXACT_MASS: 317.341
CH$SMILES: COC1=CC(\C=C\C(=O)N2CCC=CC2=O)=CC(OC)=C1OC
CH$IUPAC: InChI=1S/C17H19NO5/c1-21-13-10-12(11-14(22-2)17(13)23-3)7-8-16(20)18-9-5-4-6-15(18)19/h4,6-8,10-11H,5,9H2,1-3H3/b8-7+
CH$LINK: INCHIKEY VABYUUZNAVQNPG-BQYQJAHWSA-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 6.826983
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 318.1335992

PK$SPLASH: splash10-0f72-1900000000-875e20161dc8d0c5440e
PK$NUM_PEAK: 69
PK$PEAK: m/z int. rel.int.
  65.04442 150.0 150
  75.0256 162.0 162
  77.03638 79.0 79
  78.04572 237.0 237
  79.05376 79.0 79
  90.0433 111.0 111
  91.05538 198.0 198
  92.03079 83.0 83
  92.05902 269.0 269
  102.0444 727.0 726
  102.05124 265.0 265
  103.04828 91.0 91
  103.05453 352.0 352
  105.03609 162.0 162
  105.07045 206.0 206
  107.04546 150.0 150
  115.04948 95.0 95
  116.05493 134.0 134
  118.04057 186.0 186
  119.04279 103.0 103
  119.05276 431.0 431
  119.62757 87.0 87
  120.02141 478.0 478
  120.05621 99.0 99
  129.03838 79.0 79
  130.04355 99.0 99
  131.03488 71.0 71
  131.04768 166.0 166
  132.01372 190.0 190
  132.02196 324.0 324
  132.04184 154.0 154
  132.05597 87.0 87
  133.02687 261.0 261
  133.0361 119.0 119
  133.05725 206.0 206
  134.03925 186.0 186
  135.0455 1000.0 999
  137.04976 67.0 67
  138.17322 83.0 83
  145.02827 150.0 150
  146.04172 79.0 79
  147.02936 221.0 221
  147.04033 617.0 616
  147.04718 241.0 241
  148.01668 87.0 87
  148.05013 352.0 352
  149.06018 482.0 482
  150.06764 79.0 79
  150.07518 75.0 75
  151.01662 91.0 91
  157.03304 71.0 71
  159.04384 91.0 91
  161.01978 83.0 83
  161.02861 103.0 103
  161.06062 281.0 281
  161.06725 83.0 83
  162.03203 79.0 79
  162.0618 79.0 79
  162.07106 316.0 316
  163.02997 111.0 111
  163.04143 660.0 659
  163.08554 83.0 83
  164.03214 91.0 91
  176.00276 107.0 107
  178.06581 134.0 134
  179.0668 99.0 99
  187.0575 99.0 99
  191.03139 95.0 95
  230.08315 71.0 71
//