ACCESSION: MSBNK-RIKEN-PR309191
RECORD_TITLE: Isoflavanone base + 3O, O-Hex; 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-2

CH$NAME: Isoflavanone base + 3O, O-Hex
CH$COMPOUND_CLASS: Isoflavanone O-glycosides
CH$FORMULA: C₂₁H₂₂O₁₀
CH$EXACT_MASS: 434.397
CH$SMILES: OCC1OC(OC2=C(O)C=CC(=C2)C2COC3=C(C=CC(O)=C3)C2=O)C(O)C(O)C1O
CH$IUPAC: InChI=1S/C21H22O10/c22-7-16-18(26)19(27)20(28)21(31-16)30-15-5-9(1-4-13(15)24)12-8-29-14-6-10(23)2-3-11(14)17(12)25/h1-6,12,16,18-24,26-28H,7-8H2
CH$LINK: INCHIKEY SHXLURBSILXFRW-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 3.56
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 433.1115

PK$SPLASH: splash10-001i-0260900000-458bbbbd43f5c641684f
PK$NUM_PEAK: 61
PK$PEAK: m/z int. rel.int.
  89.03278 20.0 4
  109.02689 19.0 4
  109.03374 32.0 6
  116.16184 25.0 5
  117.03192 65.0 13
  117.03986 23.0 5
  119.04998 29.0 6
  121.02548 20.0 4
  131.02771 22.0 4
  133.02982 24.0 5
  135.00668 226.0 44
  136.01122 53.0 10
  136.02083 46.0 9
  137.02444 151.0 30
  147.04039 18.0 4
  149.02341 26.0 5
  149.99829 22.0 4
  161.01794 26.0 5
  164.01085 22.0 4
  165.01942 172.0 34
  166.00545 22.0 4
  166.01752 43.0 8
  166.02658 23.0 5
  167.02705 24.0 5
  167.03622 22.0 4
  169.06755 35.0 7
  179.04936 25.0 5
  183.04317 20.0 4
  191.03255 19.0 4
  191.04004 30.0 6
  197.05762 35.0 7
  199.06534 19.0 4
  207.03728 20.0 4
  208.04764 18.0 4
  208.05573 26.0 5
  211.03748 19.0 4
  211.05826 24.0 5
  219.03326 20.0 4
  221.03857 19.0 4
  225.05077 47.0 9
  226.02437 43.0 8
  226.06079 20.0 4
  238.03262 27.0 5
  243.05014 19.0 4
  243.0658 226.0 44
  244.06955 64.0 13
  246.06688 36.0 7
  251.06316 22.0 4
  253.04939 2260.0 445
  254.054 409.0 80
  255.05441 61.0 12
  271.06241 171.0 34
  272.06763 51.0 10
  288.1575 20.0 4
  327.06339 144.0 28
  327.07959 59.0 12
  368.27045 19.0 4
  385.84143 25.0 5
  406.48657 24.0 5
  430.19296 19.0 4
  433.1116 5077.0 999
//