ACCESSION: MSBNK-RIKEN-PR306773
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$SPLASH: splash10-03di-0079000000-2fbb4719726cf1cc60d2
PK$NUM_PEAK: 93
PK$PEAK: m/z int. rel.int.
  108.01858 6.0 6
  108.02526 8.0 8
  121.45747 10.0 10
  124.0126 6.0 6
  136.01732 8.0 8
  149.99557 5.0 5
  151.00136 29.0 29
  152.004 5.0 5
  156.05556 7.0 7
  164.01715 10.0 10
  168.05885 9.0 9
  172.00639 6.0 6
  172.06071 5.0 5
  183.05193 5.0 5
  185.05896 6.0 6
  190.18587 6.0 6
  192.00398 7.0 7
  200.04404 8.0 8
  200.05803 6.0 6
  207.03151 8.0 8
  207.58832 8.0 8
  213.02084 6.0 6
  214.02063 11.0 11
  214.66563 8.0 8
  215.03481 6.0 6
  215.05888 7.0 7
  219.75227 10.0 10
  226.03922 6.0 6
  227.02832 15.0 15
  228.04282 7.0 7
  231.02768 6.0 6
  234.0424 6.0 6
  240.03429 6.0 6
  241.01842 6.0 6
  241.05243 11.0 11
  241.43684 6.0 6
  242.02075 115.0 115
  242.04628 9.0 9
  243.03061 117.0 117
  244.02081 8.0 8
  244.03256 16.0 16
  244.04251 11.0 11
  251.72845 16.0 16
  254.02568 20.0 20
  255.02521 20.0 20
  255.0363 11.0 11
  256.03745 13.0 13
  257.04227 20.0 20
  259.04742 14.0 14
  267.03717 6.0 6
  269.9664 12.0 12
  270.01523 394.0 394
  271.01953 135.0 135
  271.03049 67.0 67
  272.02817 42.0 42
  272.04202 8.0 8
  284.03412 10.0 10
  285.03757 268.0 268
  286.03625 27.0 27
  286.04425 43.0 43
  286.59366 6.0 6
  287.04324 16.0 16
  287.05264 11.0 11
  291.03967 13.0 13
  292.07858 5.0 5
  295.02075 9.0 9
  297.81061 9.0 9
  298.01083 110.0 110
  299.0202 128.0 128
  299.0499 6.0 6
  300.02579 376.0 376
  300.90417 10.0 10
  301.02228 49.0 49
  301.03647 83.0 83
  302.02423 16.0 16
  302.03827 9.0 9
  303.03937 5.0 5
  304.86603 5.0 5
  311.05328 13.0 13
  312.03659 7.0 7
  313.03415 1000.0 999
  313.24533 6.0 6
  314.03949 294.0 294
  315.03879 105.0 105
  315.05273 153.0 153
  316.05563 14.0 14
  317.07129 10.0 10
  324.03918 13.0 13
  327.0401 7.0 7
  337.05069 6.0 6
  358.28818 5.0 5
  391.94647 6.0 6
  476.09332 7.0 7
//