MassBank Record: MSBNK-RIKEN-PR309242
ACCESSION: MSBNK-RIKEN-PR309242
RECORD_TITLE: Kaempferol-3-O-rhamnoside-7-O-rhamnoside; 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-1
CH$NAME: Kaempferitrin
CH$NAME: 3-Rha-7-Rha Kaempferol
CH$NAME: Kaempferol-3-O-rhamnoside-7-O-rhamnoside
CH$NAME: 3,4',5,7-Tetrahydroxyflavone 3,7-dirhamnoside
CH$NAME: 3,7-Bis[(6-deoxy-alpha-L-mannopyranosyl)oxy]-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
CH$NAME: Lespedin
CH$NAME: Lespenephryl
CH$COMPOUND_CLASS: Flavonol O-glycosides
CH$FORMULA: C27H30O14
CH$EXACT_MASS: 578.16356
CH$SMILES: C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)O[C@H]4[C@@H]([C@@H]([C@H]([C@@H](O4)C)O)O)O)C5=CC=C(C=C5)O)O)O)O)O
CH$IUPAC: InChI=1S/C27H30O14/c1-9-17(30)20(33)22(35)26(37-9)39-13-7-14(29)16-15(8-13)40-24(11-3-5-12(28)6-4-11)25(19(16)32)41-27-23(36)21(34)18(31)10(2)38-27/h3-10,17-18,20-23,26-31,33-36H,1-2H3/t9-,10-,17-,18-,20+,21+,22+,23+,26-,27-/m0/s1
CH$LINK: CAS
482-38-2
CH$LINK: CHEMSPIDER
4588900
CH$LINK: COMPTOX
DTXSID90197458
CH$LINK: INCHIKEY
PUPKKEQDLNREIM-QNSQPKOQSA-N
CH$LINK: KNAPSACK
C00005189
CH$LINK: PUBCHEM
CID:5486199
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 3.95
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 577.15628
PK$SPLASH: splash10-005i-0090460000-51e2e39f82a7db8b683e
PK$NUM_PEAK: 88
PK$PEAK: m/z int. rel.int.
88.54183 25.0 3
106.18965 24.0 3
110.84391 18.0 2
143.04994 25.0 3
148.7093 27.0 3
149.82887 33.0 4
153.02135 23.0 3
153.52063 20.0 2
156.61238 20.0 2
158.18738 19.0 2
165.0112 44.0 5
165.02432 27.0 3
167.9734 20.0 2
169.069 29.0 3
173.01889 18.0 2
179.66336 19.0 2
181.03543 21.0 2
185.05983 24.0 3
187.03426 28.0 3
188.64597 18.0 2
189.05861 92.0 10
211.03084 25.0 3
213.0453 52.0 6
213.05663 40.0 4
214.02927 51.0 6
214.06392 43.0 5
229.05026 43.0 5
241.04616 41.0 4
241.05806 23.0 3
243.0309 21.0 2
244.0338 22.0 2
253.04309 20.0 2
255.03096 225.0 25
256.02109 20.0 2
257.04333 52.0 6
258.04614 28.0 3
267.34348 26.0 3
268.82321 34.0 4
269.03275 18.0 2
275.84137 43.0 5
281.02936 22.0 2
282.98309 19.0 2
283.02252 3199.0 350
283.15179 22.0 2
283.20346 23.0 3
283.38107 20.0 2
284.02255 575.0 63
285.03876 6917.0 756
285.06708 21.0 2
285.15073 19.0 2
286.04337 1633.0 179
286.51898 18.0 2
287.02347 38.0 4
287.04004 60.0 7
287.04956 96.0 10
288.05173 51.0 6
297.04489 44.0 5
299.05872 30.0 3
307.61621 20.0 2
323.76422 26.0 3
332.97202 22.0 2
333.64844 18.0 2
347.76685 29.0 3
359.92349 29.0 3
367.33487 26.0 3
371.73462 25.0 3
390.35989 29.0 3
417.99597 20.0 2
429.93808 18.0 2
430.08688 1218.0 133
430.14774 27.0 3
431.09546 4220.0 461
431.13693 18.0 2
431.62286 26.0 3
431.69525 27.0 3
432.10004 854.0 93
432.53821 18.0 2
433.09152 124.0 14
433.10696 98.0 11
434.0867 23.0 3
434.10751 50.0 5
453.89517 21.0 2
473.48267 42.0 5
479.16833 30.0 3
481.54617 25.0 3
494.15839 20.0 2
571.84802 20.0 2
577.15454 9136.0 999
//