ACCESSION: MSBNK-RIKEN-PR302490
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 POSITIVE
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 3.8372
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 579.1708321

PK$SPLASH: splash10-02ai-0019600000-2fb3fd6c3132d99cadec
PK$NUM_PEAK: 116
PK$PEAK: m/z int. rel.int.
  81.03525 6.0 6
  103.03876 11.0 11
  129.05295 8.0 8
  217.04446 16.0 16
  217.05511 6.0 6
  218.05658 5.0 5
  243.02733 10.0 10
  259.06342 5.0 5
  266.93878 7.0 7
  271.05176 13.0 13
  271.06195 30.0 30
  271.07596 17.0 17
  272.05383 10.0 10
  283.01288 8.0 8
  283.03506 7.0 7
  283.05948 273.0 273
  283.45346 6.0 6
  283.9462 5.0 5
  284.04614 7.0 7
  284.0625 44.0 44
  293.64035 6.0 6
  295.01062 8.0 8
  295.06305 61.0 61
  296.06207 47.0 47
  297.04739 9.0 9
  297.08011 13.0 13
  299.06561 7.0 7
  307.05353 13.0 13
  311.03098 6.0 6
  311.05902 13.0 13
  313.02939 6.0 6
  313.07028 797.0 796
  314.04129 6.0 6
  314.06665 46.0 46
  314.08386 93.0 93
  315.08243 11.0 11
  316.08362 8.0 8
  323.04514 8.0 8
  323.08298 19.0 19
  323.09668 38.0 38
  324.0946 14.0 14
  325.04416 8.0 8
  325.07602 13.0 13
  327.05551 6.0 6
  329.45062 6.0 6
  333.07532 8.0 8
  335.05603 5.0 5
  337.02509 5.0 5
  337.04453 15.0 15
  337.07144 296.0 296
  337.09686 13.0 13
  338.06628 33.0 33
  338.08939 9.0 9
  339.05054 5.0 5
  343.08054 74.0 74
  343.09616 33.0 33
  344.06018 5.0 5
  344.08682 23.0 23
  345.10437 5.0 5
  349.08093 6.0 6
  351.07385 44.0 44
  351.095 20.0 20
  352.08066 8.0 8
  352.10046 18.0 18
  353.09995 6.0 6
  355.06198 20.0 20
  355.07932 19.0 19
  361.07309 13.0 13
  362.06555 5.0 5
  367.04547 22.0 22
  367.08362 338.0 338
  368.07892 44.0 44
  368.11377 7.0 7
  369.09488 11.0 11
  378.98984 5.0 5
  379.05072 10.0 10
  379.08221 157.0 157
  379.11057 17.0 17
  380.069 21.0 21
  380.0827 19.0 19
  380.09427 25.0 25
  380.11469 6.0 6
  396.98688 6.0 6
  397.03854 8.0 8
  397.09134 564.0 563
  397.12372 8.0 8
  398.00204 6.0 6
  398.05603 18.0 18
  398.08942 78.0 78
  398.10364 72.0 72
  398.12601 7.0 7
  399.095 19.0 19
  399.12616 6.0 6
  399.72287 5.0 5
  400.11551 5.0 5
  404.46988 5.0 5
  409.70526 10.0 10
  415.03333 10.0 10
  415.05954 25.0 25
  415.1051 738.0 737
  415.80493 5.0 5
  415.98776 6.0 6
  416.04184 6.0 6
  416.07788 13.0 13
  416.10416 162.0 162
  416.12042 78.0 78
  417.08246 5.0 5
  417.10764 21.0 21
  417.12518 10.0 10
  433.03586 18.0 18
  433.11386 1000.0 999
  434.12152 252.0 252
  435.0979 7.0 7
  435.1279 33.0 33
  443.09067 6.0 6
  459.10944 8.0 8
//