MassBank Record: MSBNK-RIKEN-PR306800
ACCESSION: MSBNK-RIKEN-PR306800
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-0079000000-272d34a34ef8605437b5
PK$NUM_PEAK: 105
PK$PEAK: m/z int. rel.int.
71.01207 8.0 8
107.01344 18.0 18
133.81561 6.0 6
149.01709 9.0 9
149.98473 7.0 7
150.99167 10.0 10
151.00278 41.0 41
152.00578 8.0 8
163.00665 7.0 7
164.00923 6.0 6
181.6575 6.0 6
186.02704 9.0 9
187.03603 6.0 6
189.02194 11.0 11
191.99559 7.0 7
193.71014 8.0 8
197.20688 8.0 8
198.02542 15.0 15
198.06889 6.0 6
200.00508 8.0 8
200.03557 8.0 8
200.04582 10.0 10
201.00159 10.0 10
211.04233 6.0 6
214.02803 14.0 14
215.03261 9.0 9
216.03539 8.0 8
216.04788 9.0 9
225.05467 8.0 8
227.03882 8.0 8
227.41536 10.0 10
228.04391 12.0 12
241.01579 13.0 13
241.05562 7.0 7
242.01801 125.0 125
242.02907 53.0 53
242.04901 10.0 10
243.0271 89.0 89
244.02126 7.0 7
244.03844 12.0 12
244.06744 13.0 13
245.00775 6.0 6
245.48892 6.0 6
247.8931 13.0 13
249.78642 9.0 9
252.40416 6.0 6
253.01056 6.0 6
254.0423 6.0 6
255.03073 34.0 34
256.02792 9.0 9
256.03976 16.0 16
257.04712 33.0 33
257.06439 9.0 9
257.08392 8.0 8
270.01306 256.0 256
270.02313 129.0 129
271.02167 244.0 244
271.04367 7.0 7
271.73358 9.0 9
272.01801 7.0 7
272.03796 23.0 23
280.93057 8.0 8
284.03534 7.0 7
285.04074 184.0 184
286.01468 7.0 7
286.04272 15.0 15
286.07401 7.0 7
286.75922 6.0 6
287.05084 6.0 6
289.38031 10.0 10
293.3877 6.0 6
295.02396 6.0 6
298.01248 112.0 112
299.00226 16.0 16
299.01929 157.0 157
300.02814 434.0 434
301.02844 70.0 70
302.0394 7.0 7
307.62451 6.0 6
311.05859 10.0 10
312.03104 20.0 20
313.03296 1000.0 999
313.12177 7.0 7
314.03931 262.0 262
314.49918 7.0 7
315.02774 12.0 12
315.05038 236.0 236
315.06396 52.0 52
316.04489 25.0 25
316.06046 11.0 11
317.05145 7.0 7
320.67682 11.0 11
327.04517 18.0 18
327.34583 8.0 8
327.46289 6.0 6
328.05527 9.0 9
341.02209 6.0 6
355.05563 7.0 7
372.59424 8.0 8
383.9183 7.0 7
461.07596 9.0 9
476.09674 7.0 7
496.21423 8.0 8
614.0285 6.0 6
618.14368 7.0 7
//