ACCESSION: MSBNK-RIKEN-PR301614
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$SPLASH: splash10-0006-0920000000-1052f21d8822a5ce92a5
PK$NUM_PEAK: 99
PK$PEAK: m/z int. rel.int.
  86.53088 29.0 29
  89.03976 21.0 21
  90.04424 23.0 23
  99.04218 17.0 17
  106.07421 21.0 21
  107.07504 16.0 16
  107.71502 17.0 17
  118.04469 29.0 29
  119.05346 17.0 17
  130.04373 70.0 70
  131.01097 30.0 30
  131.04788 32.0 32
  132.0522 23.0 23
  132.05751 16.0 16
  133.05586 18.0 18
  134.03549 37.0 37
  135.04453 91.0 91
  136.04538 16.0 16
  136.0549 16.0 16
  143.1228 17.0 17
  144.05246 36.0 36
  146.05901 37.0 37
  146.85066 22.0 22
  147.02087 16.0 16
  147.04399 122.0 122
  148.04956 90.0 90
  149.05257 16.0 16
  149.06377 44.0 44
  150.0652 25.0 25
  156.60429 18.0 18
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  160.04518 36.0 36
  161.04289 17.0 17
  161.06293 77.0 77
  162.02351 19.0 19
  162.06258 130.0 130
  162.07498 97.0 97
  163.02702 16.0 16
  163.0392 283.0 283
  163.07214 49.0 49
  163.08058 30.0 30
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  164.04095 15.0 15
  164.08107 22.0 22
  165.04941 30.0 30
  165.09167 15.0 15
  166.04144 18.0 18
  169.02696 19.0 19
  173.02744 18.0 18
  173.06036 24.0 24
  174.0303 25.0 25
  174.03836 22.0 22
  175.04074 120.0 120
  176.04124 27.0 27
  176.05183 35.0 35
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  178.04288 15.0 15
  178.06082 426.0 426
  178.08949 17.0 17
  178.78358 19.0 19
  179.04915 29.0 29
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  190.06459 1000.0 999
  191.01517 30.0 30
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  191.06049 75.0 75
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  192.02773 24.0 24
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  194.06635 24.0 24
  194.09683 59.0 59
  195.09645 17.0 17
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  221.08115 643.0 642
  222.07945 92.0 92
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  272.12561 17.0 17
  274.10666 42.0 42
//