ACCESSION: MSBNK-RIKEN-PR301622
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$SPLASH: splash10-00di-0591000000-9a1b9e6444d5d2f45fb4
PK$NUM_PEAK: 65
PK$PEAK: m/z int. rel.int.
  78.04901 5.0 5
  98.04999 6.0 6
  108.68258 5.0 5
  119.05357 16.0 16
  122.06643 5.0 5
  122.07289 6.0 6
  131.04741 12.0 12
  133.01865 6.0 6
  133.03188 5.0 5
  133.06636 6.0 6
  134.07541 5.0 5
  135.04483 16.0 16
  142.04243 7.0 7
  147.04721 23.0 23
  149.06006 5.0 5
  149.06993 7.0 7
  149.29228 5.0 5
  150.16121 12.0 12
  159.04219 5.0 5
  160.04979 14.0 14
  161.06151 6.0 6
  162.06705 71.0 71
  163.03247 31.0 31
  163.04041 23.0 23
  163.07428 9.0 9
  167.53592 5.0 5
  170.18045 8.0 8
  174.03308 10.0 10
  175.04355 18.0 18
  176.05194 11.0 11
  177.05287 9.0 9
  178.05942 52.0 52
  179.06561 11.0 11
  188.04675 5.0 5
  188.36642 9.0 9
  189.05069 5.0 5
  190.06244 181.0 181
  191.03056 24.0 24
  191.03812 12.0 12
  191.06429 16.0 16
  191.07672 6.0 6
  193.073 15.0 15
  193.08446 78.0 78
  194.088 10.0 10
  206.04561 6.0 6
  206.05295 24.0 24
  207.06369 15.0 15
  208.06485 5.0 5
  221.01488 5.0 5
  221.03059 5.0 5
  221.08096 1000.0 999
  222.05087 5.0 5
  222.08565 126.0 126
  223.08438 16.0 16
  249.09789 6.0 6
  274.10159 16.0 16
  274.11078 17.0 17
  290.12216 8.0 8
  290.14401 17.0 17
  302.09729 6.0 6
  311.8934 5.0 5
  317.12628 44.0 44
  317.13821 26.0 26
  318.13062 70.0 70
  318.14029 25.0 25
//