ACCESSION: MSBNK-RIKEN-PR301590
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$SPLASH: splash10-00di-0691000000-992feb619701f80b2911
PK$NUM_PEAK: 88
PK$PEAK: m/z int. rel.int.
  77.03947 10.0 10
  77.04488 7.0 7
  91.05791 10.0 10
  98.06525 11.0 11
  102.0459 8.0 8
  103.04923 7.0 7
  105.06193 9.0 9
  115.06252 5.0 5
  117.03799 7.0 7
  118.04326 9.0 9
  119.04107 5.0 5
  119.04877 7.0 7
  120.82264 6.0 6
  129.0359 10.0 10
  130.03967 15.0 15
  131.01999 7.0 7
  131.05382 9.0 9
  132.05151 15.0 15
  135.04364 24.0 24
  144.01416 9.0 9
  146.03908 5.0 5
  147.03558 11.0 11
  147.04768 26.0 26
  149.06134 7.0 7
  150.22833 7.0 7
  159.00197 6.0 6
  160.0549 6.0 6
  161.02075 5.0 5
  161.05222 19.0 19
  161.06934 7.0 7
  162.05632 13.0 13
  162.06929 43.0 43
  163.02899 25.0 25
  163.03899 14.0 14
  163.04706 20.0 20
  163.08174 6.0 6
  167.07628 10.0 10
  174.02675 10.0 10
  174.0658 11.0 11
  175.0433 39.0 39
  176.01987 5.0 5
  176.03355 6.0 6
  176.05127 18.0 18
  177.05644 25.0 25
  178.0564 5.0 5
  178.07083 21.0 21
  179.07375 6.0 6
  181.09131 6.0 6
  188.05298 8.0 8
  189.05753 10.0 10
  190.03683 18.0 18
  190.04904 18.0 18
  190.06442 129.0 129
  190.07379 40.0 40
  191.02341 6.0 6
  191.03908 35.0 35
  191.06593 13.0 13
  192.07065 19.0 19
  193.03377 10.0 10
  193.0686 17.0 17
  193.08385 75.0 75
  193.09247 43.0 43
  194.08965 29.0 29
  194.11267 7.0 7
  206.04939 7.0 7
  206.05969 28.0 28
  207.06879 6.0 6
  212.06857 8.0 8
  221.00529 6.0 6
  221.04663 11.0 11
  221.08041 1000.0 999
  222.08495 169.0 169
  223.08575 25.0 25
  225.78395 7.0 7
  229.11078 6.0 6
  274.1069 14.0 14
  274.11874 7.0 7
  274.47977 6.0 6
  276.07922 7.0 7
  289.12122 9.0 9
  289.14154 19.0 19
  300.1152 5.0 5
  304.13626 7.0 7
  317.11169 11.0 11
  317.12805 56.0 56
  318.09354 5.0 5
  318.12265 22.0 22
  318.1366 65.0 65
//