ACCESSION: MSBNK-RIKEN-PR306142
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: registered in RIKEN PlaSMA

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: Flavonoid-7-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$CHROMATOGRAPHY: CAPILLARY_VOLTAGE -2.75 kV
AC$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 3.952833
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 577.15627914783

PK$SPLASH: splash10-0540-0190000000-35c46684deb6487b499f
PK$NUM_PEAK: 83
PK$PEAK: m/z int. rel.int.
  116.09617 7.0 7
  117.03185 15.0 15
  121.0258 6.0 6
  143.05055 10.0 10
  148.2523 6.0 6
  149.34225 8.0 8
  151.00403 39.0 39
  153.01273 5.0 5
  153.88814 9.0 9
  154.03996 29.0 29
  155.05093 32.0 32
  159.04347 21.0 21
  159.05362 6.0 6
  160.04428 7.0 7
  161.02354 14.0 14
  161.03516 5.0 5
  161.99403 8.0 8
  163.00273 8.0 8
  164.00729 6.0 6
  165.01888 24.0 24
  167.05002 14.0 14
  168.04301 7.0 7
  168.05643 11.0 11
  169.06413 108.0 108
  171.05289 13.0 13
  172.04144 8.0 8
  172.0582 5.0 5
  173.02118 28.0 28
  173.0296 9.0 9
  174.06665 7.0 7
  183.04414 71.0 71
  184.29797 6.0 6
  185.02263 14.0 14
  185.02901 7.0 7
  185.06013 51.0 51
  187.04111 38.0 38
  188.04451 5.0 5
  189.0558 40.0 40
  190.05653 9.0 9
  193.02316 7.0 7
  195.04155 9.0 9
  197.05913 17.0 17
  198.04427 6.0 6
  199.04091 5.0 5
  201.05139 5.0 5
  211.03638 28.0 28
  212.05254 12.0 12
  212.80365 5.0 5
  213.05275 88.0 88
  214.02362 21.0 21
  215.03029 37.0 37
  215.03827 12.0 12
  217.04216 8.0 8
  217.05063 6.0 6
  226.02419 9.0 9
  227.03465 63.0 63
  227.04425 20.0 20
  228.03598 14.0 14
  228.9948 6.0 6
  229.05086 59.0 59
  230.04683 10.0 10
  230.06966 6.0 6
  239.03535 8.0 8
  240.03876 14.0 14
  241.03677 6.0 6
  241.04655 19.0 19
  243.02226 14.0 14
  243.02959 23.0 23
  255.02834 948.0 947
  256.03134 126.0 126
  256.04761 21.0 21
  257.0451 92.0 92
  257.06949 12.0 12
  258.01318 6.0 6
  264.98807 7.0 7
  268.0256 6.0 6
  283.02444 1000.0 999
  284.02731 211.0 211
  285.03815 750.0 749
  286.03748 48.0 48
  286.04938 68.0 68
  287.04984 16.0 16
  430.08023 9.0 9
//