ACCESSION: MSBNK-RIKEN-PR310758
RECORD_TITLE: Isoflavanone base + 3O, 2Prenyl; 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$NAME: Isoflavanone base + 3O, 2Prenyl
CH$COMPOUND_CLASS: Prenylated isoflavanones
CH$FORMULA: C₂₅H₂₈O₅
CH$EXACT_MASS: 408.494
CH$SMILES: O=C1C3=C(O)C(=C(O)C=C3(OCC1C2=CC=C(O)C(=C2)CC=C(C)C))CC=C(C)C
CH$IUPAC: InChI=1S/C25H28O5/c1-14(2)5-7-17-11-16(8-10-20(17)26)19-13-30-22-12-21(27)18(9-6-15(3)4)24(28)23(22)25(19)29/h5-6,8,10-12,19,26-28H,7,9,13H2,1-4H3
CH$LINK: INCHIKEY CEBSROOTTDEPKN-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 9.45
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 409.2005

PK$SPLASH: splash10-0ldi-0914500000-a6135cedf5de1765525f
PK$NUM_PEAK: 83
PK$PEAK: m/z int. rel.int.
  55.01502 17.0 7
  69.03719 20.0 8
  69.71458 20.0 8
  99.00361 20.0 8
  107.05036 39.0 15
  123.00027 24.0 9
  123.00722 133.0 52
  133.06721 36.0 14
  137.01857 44.0 17
  137.02745 17.0 7
  140.75311 25.0 10
  143.08363 24.0 9
  158.10338 25.0 10
  161.09148 17.0 7
  161.41632 21.0 8
  162.08795 19.0 7
  163.03789 37.0 14
  164.9937 20.0 8
  165.01773 2552.0 999
  165.03485 45.0 18
  165.05336 41.0 16
  166.01506 93.0 36
  166.02213 95.0 37
  167.01463 19.0 7
  167.02477 31.0 12
  167.03584 147.0 58
  169.08521 22.0 9
  179.01743 17.0 7
  187.11229 17.0 7
  189.12659 237.0 93
  191.01601 22.0 9
  192.03148 17.0 7
  192.63623 17.0 7
  193.0246 21.0 8
  193.03955 21.0 8
  193.05093 148.0 58
  193.0625 19.0 7
  194.0502 25.0 10
  194.0571 29.0 11
  195.08011 47.0 18
  196.08296 24.0 9
  196.42033 19.0 7
  198.06732 22.0 9
  201.05737 25.0 10
  209.04141 18.0 7
  211.11363 17.0 7
  213.08943 95.0 37
  214.08134 25.0 10
  214.08844 46.0 18
  215.10426 36.0 14
  219.06238 122.0 48
  219.07231 46.0 18
  220.07613 19.0 7
  221.07187 76.0 30
  221.08153 56.0 22
  221.09106 45.0 18
  222.08409 19.0 7
  223.03619 20.0 8
  235.07465 25.0 10
  237.08717 20.0 8
  247.09799 20.0 8
  248.03177 33.0 13
  269.61365 25.0 10
  279.04782 28.0 11
  279.06186 26.0 10
  279.0752 38.0 15
  279.13788 17.0 7
  285.07904 18.0 7
  311.12518 28.0 11
  313.13275 17.0 7
  325.15891 25.0 10
  342.14578 22.0 9
  353.1391 1627.0 637
  354.07712 24.0 9
  354.11636 124.0 49
  354.14304 278.0 109
  355.11206 21.0 8
  355.1358 51.0 20
  355.15164 21.0 8
  407.25998 18.0 7
  408.97879 19.0 7
  409.14832 17.0 7
  409.19861 2424.0 949
//