ACCESSION: MSBNK-RIKEN-PR306724
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$SPLASH: splash10-02dr-0009606000-2cf256abd25e9a7989f7
PK$NUM_PEAK: 61
PK$PEAK: m/z int. rel.int.
  59.01384 5.0 5
  150.9994 6.0 6
  167.48669 8.0 8
  178.99396 5.0 5
  200.95668 5.0 5
  242.00739 6.0 6
  243.03236 12.0 12
  246.86517 6.0 6
  255.02299 7.0 7
  270.01312 21.0 21
  285.03876 15.0 15
  285.05023 6.0 6
  287.39856 5.0 5
  292.83847 8.0 8
  295.02502 5.0 5
  298.00375 7.0 7
  299.01865 44.0 44
  300.02576 43.0 43
  303.06561 5.0 5
  306.84302 6.0 6
  311.04114 7.0 7
  313.03296 437.0 437
  314.03983 176.0 176
  314.96237 5.0 5
  315.04813 639.0 638
  315.10294 7.0 7
  316.05414 111.0 111
  317.05185 7.0 7
  320.12299 5.0 5
  329.0571 10.0 10
  356.05576 12.0 12
  357.05786 36.0 36
  359.07294 13.0 13
  368.10052 6.0 6
  374.80002 6.0 6
  379.07767 6.0 6
  381.05075 12.0 12
  402.07068 7.0 7
  413.27902 6.0 6
  442.07938 6.0 6
  461.08191 32.0 32
  462.05118 6.0 6
  462.07407 6.0 6
  476.09122 123.0 123
  477.10156 746.0 745
  478.10541 184.0 184
  479.10052 28.0 28
  479.11526 18.0 18
  491.06525 9.0 9
  514.98004 6.0 6
  519.11737 36.0 36
  520.10248 19.0 19
  520.12695 27.0 27
  521.12732 6.0 6
  611.11554 8.0 8
  625.63184 6.0 6
  626.69586 9.0 9
  631.56604 5.0 5
  636.91547 7.0 7
  638.73187 6.0 6
  639.15497 1000.0 999
//