ACCESSION: MSBNK-RIKEN-PR308040
RECORD_TITLE: Phillyrin; 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$NAME: Phillyrin
CH$COMPOUND_CLASS: Lignan glycosides
CH$FORMULA: C₂₇H₃₄O₁₁
CH$EXACT_MASS: 534.558
CH$SMILES: COC1=C(OC)C=C(C=C1)C1OCC2C1COC2C1=CC(OC)=C(OC2OC(CO)C(O)C(O)C2O)C=C1
CH$IUPAC: InChI=1S/C27H34O11/c1-32-17-6-4-13(8-19(17)33-2)25-15-11-36-26(16(15)12-35-25)14-5-7-18(20(9-14)34-3)37-27-24(31)23(30)22(29)21(10-28)38-27/h4-9,15-16,21-31H,10-12H2,1-3H3
CH$LINK: INCHIKEY KFFCKOBAHMGTMW-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 NEGATIVE
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$CHROMATOGRAPHY: CAPILLARY_VOLTAGE -2.75 kV
AC$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 5.128117
AC$CHROMATOGRAPHY: SOLVENT A water including 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B acetonitrile including 0.1% formic acid

MS$FOCUSED_ION: PRECURSOR_TYPE [M+HCOO]-
MS$FOCUSED_ION: PRECURSOR_M/Z 579.20831475183

PK$SPLASH: splash10-0a4i-1719000000-53dcf6ce8258701e9a5a
PK$NUM_PEAK: 30
PK$PEAK: m/z int. rel.int.
  53.60975 59.0 59
  61.13527 23.0 23
  71.01202 27.0 27
  85.0267 34.0 34
  94.50455 30.0 30
  121.02848 372.0 372
  122.03356 35.0 35
  122.03973 74.0 74
  123.47432 22.0 22
  133.03262 38.0 38
  135.0434 139.0 139
  135.04875 72.0 72
  147.04366 30.0 30
  147.50128 30.0 30
  151.03215 35.0 35
  160.05203 32.0 32
  160.05923 41.0 41
  162.02621 27.0 27
  163.03857 31.0 31
  164.04655 66.0 66
  165.04877 91.0 91
  173.49861 24.0 24
  177.05617 78.0 78
  179.01973 32.0 32
  179.03758 23.0 23
  202.32834 22.0 22
  272.09039 112.0 112
  296.0737 55.0 55
  356.12485 1000.0 999
  357.13181 454.0 454
//