ACCESSION: MSBNK-RIKEN-PR301630
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$SPLASH: splash10-0006-0930000000-97dcdb3b0a42f72e82c2
PK$NUM_PEAK: 98
PK$PEAK: m/z int. rel.int.
  51.0243 21.0 21
  77.02872 15.0 15
  91.0495 15.0 15
  91.05467 61.0 61
  102.04275 19.0 19
  106.79028 14.0 14
  107.05538 18.0 18
  108.05547 14.0 14
  109.07105 16.0 16
  119.05394 25.0 25
  121.06319 15.0 15
  131.04506 14.0 14
  132.05814 23.0 23
  133.06139 68.0 68
  134.03499 26.0 26
  134.07768 13.0 13
  135.03047 42.0 42
  135.04556 21.0 21
  136.0873 18.0 18
  145.02716 20.0 20
  145.06773 17.0 17
  145.07449 21.0 21
  145.09311 14.0 14
  146.03595 59.0 59
  146.06012 23.0 23
  147.0325 18.0 18
  147.04399 107.0 107
  147.0524 27.0 27
  148.04955 105.0 105
  148.06468 14.0 14
  149.03806 13.0 13
  149.06139 90.0 90
  150.06282 20.0 20
  152.59782 27.0 27
  160.0463 16.0 16
  161.01526 17.0 17
  161.02454 20.0 20
  161.05939 32.0 32
  162.05278 23.0 23
  162.06819 269.0 269
  163.03853 231.0 231
  163.07045 115.0 115
  163.0802 29.0 29
  164.04149 21.0 21
  167.06789 17.0 17
  174.01657 18.0 18
  174.02751 15.0 15
  174.04822 14.0 14
  174.05447 13.0 13
  175.0368 202.0 202
  176.04491 35.0 35
  177.04102 19.0 19
  177.05241 57.0 57
  177.06184 40.0 40
  178.06328 244.0 244
  178.50755 17.0 17
  178.82645 14.0 14
  179.07051 28.0 28
  180.08798 15.0 15
  181.34859 14.0 14
  186.03493 15.0 15
  187.03508 15.0 15
  187.0457 14.0 14
  189.02455 13.0 13
  189.04936 105.0 105
  189.05898 37.0 37
  190.06235 1000.0 999
  191.01382 19.0 19
  191.02505 105.0 105
  191.0419 113.0 113
  191.06494 128.0 128
  191.07457 43.0 43
  191.22243 16.0 16
  192.03259 13.0 13
  192.06683 19.0 19
  193.04047 18.0 18
  193.06609 13.0 13
  193.08478 664.0 663
  194.09158 100.0 100
  199.05414 15.0 15
  199.06276 19.0 19
  200.06039 15.0 15
  205.04735 88.0 88
  206.0569 500.0 500
  207.05722 49.0 49
  211.22722 13.0 13
  214.08754 21.0 21
  220.94853 13.0 13
  221.02608 18.0 18
  221.05801 13.0 13
  221.08203 685.0 684
  222.0843 125.0 125
  229.07286 15.0 15
  243.09412 21.0 21
  274.07953 17.0 17
  274.10629 50.0 50
  275.1153 19.0 19
  302.07458 13.0 13
//