ACCESSION: MSBNK-RIKEN-PR309038
RECORD_TITLE: Isoflavanone base + 3O, 1Prenyl; 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-3

CH$NAME: Isoflavanone base + 3O, 1Prenyl
CH$COMPOUND_CLASS: Prenylated flavanones
CH$FORMULA: C₂₀H₂₀O₆
CH$EXACT_MASS: 356.374
CH$SMILES: O=C1C3=C(O)C=C(O)C(=C3(OCC1C=2C=CC(O)=CC=2(O)))CC=C(C)C
CH$IUPAC: InChI=1S/C20H20O6/c1-10(2)3-5-13-16(23)8-17(24)18-19(25)14(9-26-20(13)18)12-6-4-11(21)7-15(12)22/h3-4,6-8,14,21-24H,5,9H2,1-2H3
CH$LINK: INCHIKEY MERHMOCEIBOOMA-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$CHROMATOGRAPHY: CAPILLARY_VOLTAGE +3.00 kV
AC$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 7.05
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 355.1181

PK$SPLASH: splash10-0670-0795000000-5dd94cdd831c5d2feffe
PK$NUM_PEAK: 41
PK$PEAK: m/z int. rel.int.
  63.02092 25.0 13
  65.00041 20.0 10
  65.00575 18.0 9
  75.60514 21.0 11
  107.04607 18.0 9
  109.06771 18.0 9
  121.99979 18.0 9
  122.0055 18.0 9
  123.07622 20.0 10
  133.06155 38.0 19
  133.06981 62.0 32
  134.03238 20.0 10
  134.06715 18.0 9
  135.04405 1194.0 612
  136.04245 59.0 30
  136.08118 18.0 9
  137.02071 18.0 9
  148.01672 31.0 16
  149.06319 28.0 14
  149.99335 50.0 26
  161.02274 23.0 12
  164.01187 30.0 15
  175.07515 81.0 41
  176.07654 36.0 18
  177.01485 20.0 10
  192.06447 18.0 9
  193.07506 21.0 11
  193.08296 19.0 10
  215.10963 22.0 11
  217.04594 28.0 14
  219.06403 1950.0 999
  219.33023 20.0 10
  220.06717 233.0 119
  220.07722 49.0 25
  221.06943 18.0 9
  232.06856 21.0 11
  245.08121 20.0 10
  267.10065 20.0 10
  338.09912 18.0 9
  355.11893 1338.0 685
  355.1723 18.0 9
//