ACCESSION: MSBNK-RIKEN-PR306183
RECORD_TITLE: Apigenin-8-C-glucoside-2'-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$NAME: Apigenin-8-C-glucoside-2'-rhamnoside
CH$COMPOUND_CLASS: Flavonoid 8-C-glycosides
CH$FORMULA: C₂₇H₃₀O₁₄
CH$EXACT_MASS: 578.523
CH$SMILES: C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2C3=C(C=C(C4=C3OC(=CC4=O)C5=CC=C(C=C5)O)O)O)CO)O)O)O)O)O
CH$IUPAC: InChI=1S/C27H30O14/c1-9-19(33)21(35)23(37)27(38-9)41-26-22(36)20(34)16(8-28)40-25(26)18-13(31)6-12(30)17-14(32)7-15(39-24(17)18)10-2-4-11(29)5-3-10/h2-7,9,16,19-23,25-31,33-37H,8H2,1H3/t9-,16+,19-,20+,21+,22-,23+,25-,26+,27-/m0/s1
CH$LINK: INCHIKEY LYGPBZVKGHHTIE-HUBYJIGHSA-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 3.85705
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$SPLASH: splash10-0006-0490000000-a1ff2f19128b460fdea5
PK$NUM_PEAK: 70
PK$PEAK: m/z int. rel.int.
  59.01432 14.0 14
  71.01201 8.0 8
  77.03617 5.0 5
  85.02794 5.0 5
  101.02328 5.0 5
  117.03043 95.0 95
  117.03553 107.0 107
  118.03607 17.0 17
  131.01122 64.0 64
  135.04359 6.0 6
  145.02162 6.0 6
  145.03139 26.0 26
  147.04663 9.0 9
  159.04375 6.0 6
  161.02032 19.0 19
  161.0265 15.0 15
  162.02402 5.0 5
  162.99794 7.0 7
  163.00815 5.0 5
  163.03529 11.0 11
  169.06375 7.0 7
  172.04274 7.0 7
  173.02185 150.0 150
  174.0273 30.0 30
  175.00217 229.0 229
  175.04468 14.0 14
  176.00591 23.0 23
  183.04494 8.0 8
  186.02362 5.0 5
  187.02901 12.0 12
  193.06488 14.0 14
  194.06223 9.0 9
  203.02715 7.0 7
  204.9041 6.0 6
  206.07202 6.0 6
  209.53949 6.0 6
  214.01653 6.0 6
  220.04518 10.0 10
  220.05524 7.0 7
  221.05524 13.0 13
  222.063 13.0 13
  223.03386 6.0 6
  237.05432 13.0 13
  238.06058 10.0 10
  249.05409 24.0 24
  251.03433 10.0 10
  252.04474 5.0 5
  253.04437 10.0 10
  253.05508 8.0 8
  262.88739 5.0 5
  263.03638 5.0 5
  264.03595 7.0 7
  264.04889 18.0 18
  265.04529 28.0 28
  265.05823 6.0 6
  266.05362 6.0 6
  268.03339 5.0 5
  269.04324 54.0 54
  278.00974 8.0 8
  281.04868 40.0 40
  282.05405 56.0 56
  283.05655 152.0 152
  284.06573 34.0 34
  293.04404 1000.0 999
  293.08102 8.0 8
  294.04803 191.0 191
  295.05313 34.0 34
  296.06769 7.0 7
  311.04504 18.0 18
  366.23489 5.0 5
//