ACCESSION: MSBNK-RIKEN-PR310505
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: Annotation level-1

CH$NAME: Piperlongumine
CH$COMPOUND_CLASS: Cinnamic acid and derivatives
CH$FORMULA: C₁₇H₁₉NO₅
CH$EXACT_MASS: 317.341
CH$SMILES: COC1=CC(C=CC(=O)N2CCC=CC2=O)=CC(OC)=C1OC
CH$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
CH$LINK: INCHIKEY VABYUUZNAVQNPG-UHFFFAOYSA-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 6.83
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 318.1336

PK$SPLASH: splash10-00di-0691000000-77ce811b10ed5d29048a
PK$NUM_PEAK: 102
PK$PEAK: m/z int. rel.int.
  77.03947 40.0 10
  77.04488 27.0 7
  91.05791 37.0 10
  98.06525 42.0 11
  102.0459 29.0 8
  103.04923 27.0 7
  105.06193 35.0 9
  115.06252 21.0 5
  117.02703 19.0 5
  117.03799 25.0 7
  118.04326 33.0 9
  119.04107 21.0 5
  119.04877 25.0 7
  120.82264 23.0 6
  129.0359 39.0 10
  130.03967 59.0 15
  131.01999 25.0 7
  131.05382 34.0 9
  132.05151 57.0 15
  135.04364 91.0 24
  144.01416 35.0 9
  144.04948 19.0 5
  145.02353 17.0 4
  146.03908 20.0 5
  147.03558 44.0 11
  147.04768 100.0 26
  148.05626 18.0 5
  149.06134 27.0 7
  150.22833 28.0 7
  159.00197 22.0 6
  160.0549 24.0 6
  161.02075 21.0 5
  161.05222 71.0 19
  161.06934 28.0 7
  162.05632 51.0 13
  162.06929 164.0 43
  163.02899 97.0 25
  163.03899 55.0 14
  163.04706 75.0 20
  163.08174 22.0 6
  164.0424 18.0 5
  167.07628 37.0 10
  174.02675 40.0 10
  174.03835 17.0 4
  174.0658 43.0 11
  175.0433 150.0 39
  176.01987 20.0 5
  176.03355 22.0 6
  176.05127 68.0 18
  177.05644 94.0 25
  178.0564 20.0 5
  178.07083 79.0 21
  179.07375 24.0 6
  181.09131 23.0 6
  188.05298 29.0 8
  189.05753 40.0 10
  190.03683 70.0 18
  190.04904 68.0 18
  190.06442 493.0 129
  190.07379 155.0 40
  191.02341 24.0 6
  191.03908 133.0 35
  191.06593 48.0 13
  192.07065 74.0 19
  193.03377 38.0 10
  193.0686 66.0 17
  193.08385 288.0 75
  193.09247 165.0 43
  194.08965 113.0 29
  194.11267 25.0 7
  195.09131 18.0 5
  205.04108 18.0 5
  206.04939 25.0 7
  206.05969 107.0 28
  207.06879 24.0 6
  212.06857 30.0 8
  221.00529 24.0 6
  221.04663 42.0 11
  221.08041 3831.0 999
  222.08495 648.0 169
  223.08575 96.0 25
  225.78395 28.0 7
  226.1507 18.0 5
  229.11078 24.0 6
  234.07809 18.0 5
  258.90845 18.0 5
  261.14572 18.0 5
  274.09338 17.0 4
  274.1069 55.0 14
  274.11874 25.0 7
  274.47977 23.0 6
  276.07922 28.0 7
  276.1163 17.0 4
  289.12122 35.0 9
  289.14154 74.0 19
  300.1152 21.0 5
  304.13626 25.0 7
  317.11169 43.0 11
  317.12805 216.0 56
  318.09354 20.0 5
  318.12265 83.0 22
  318.1366 249.0 65
//