ACCESSION: MSBNK-RIKEN-PR306766
RECORD_TITLE: isorhamnetin-3-glucoside-4'-glucoside (Isorhamnetin 3,4'-diglucoside); 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$NAME: isorhamnetin-3-glucoside-4'-glucoside (Isorhamnetin 3,4'-diglucoside)
CH$COMPOUND_CLASS: Flavonoid-3-O-glycosides
CH$FORMULA: C₂₈H₃₂O₁₇
CH$EXACT_MASS: 640.547
CH$SMILES: COC1=C(OC2OC(CO)C(O)C(O)C2O)C=CC(=C1)C1=C(OC2OC(CO)C(O)C(O)C2O)C(=O)C2=C(O)C=C(O)C=C2O1
CH$IUPAC: InChI=1S/C28H32O17/c1-40-13-4-9(2-3-12(13)42-27-23(38)21(36)18(33)15(7-29)43-27)25-26(20(35)17-11(32)5-10(31)6-14(17)41-25)45-28-24(39)22(37)19(34)16(8-30)44-28/h2-6,15-16,18-19,21-24,27-34,36-39H,7-8H2,1H3
CH$LINK: INCHIKEY VKVBSQRURLRCHO-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 3.229367
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 639.1566731

PK$SPLASH: splash10-02di-0009500000-94bc3935ab7dd04d4be6
PK$NUM_PEAK: 59
PK$PEAK: m/z int. rel.int.
  151.00375 20.0 20
  152.00468 6.0 6
  178.99913 11.0 11
  213.92212 6.0 6
  223.0204 6.0 6
  226.14857 5.0 5
  243.05847 6.0 6
  249.03163 5.0 5
  269.2142 6.0 6
  285.03381 5.0 5
  286.06036 6.0 6
  286.54047 6.0 6
  287.05722 7.0 7
  299.00757 9.0 9
  299.04865 22.0 22
  299.06766 8.0 8
  300.01865 12.0 12
  301.03174 11.0 11
  301.26434 7.0 7
  308.54608 8.0 8
  312.02145 10.0 10
  313.03485 508.0 507
  313.06088 15.0 15
  314.04181 239.0 239
  315.05054 1000.0 999
  316.0488 114.0 114
  317.05518 9.0 9
  318.04144 6.0 6
  323.31454 9.0 9
  327.04721 16.0 16
  328.04953 5.0 5
  328.06036 8.0 8
  329.06021 10.0 10
  329.07196 10.0 10
  338.48022 5.0 5
  353.05746 5.0 5
  355.04776 6.0 6
  356.04727 16.0 16
  357.0625 89.0 89
  358.05847 13.0 13
  358.06973 5.0 5
  372.40164 7.0 7
  381.06851 7.0 7
  417.09232 5.0 5
  445.07901 11.0 11
  454.76477 7.0 7
  461.06873 15.0 15
  461.08469 16.0 16
  461.11649 6.0 6
  462.07245 20.0 20
  476.0943 432.0 432
  477.10281 635.0 634
  478.10583 167.0 167
  479.11237 52.0 52
  491.11691 6.0 6
  519.11737 12.0 12
  566.83801 5.0 5
  613.94446 5.0 5
  639.17609 9.0 9
//