ACCESSION: MSBNK-RIKEN-PR303723
RECORD_TITLE: Naringin; 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$NAME: Naringin
CH$COMPOUND_CLASS: Flavonoid-7-O-glycosides
CH$FORMULA: C₂₇H₃₂O₁₄
CH$EXACT_MASS: 580.539
CH$SMILES: C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC3=CC(=C4C(=O)C[C@H](OC4=C3)C5=CC=C(C=C5)O)O)CO)O)O)O)O)O
CH$IUPAC: InChI=1S/C27H32O14/c1-10-20(32)22(34)24(36)26(37-10)41-25-23(35)21(33)18(9-28)40-27(25)38-13-6-14(30)19-15(31)8-16(39-17(19)7-13)11-2-4-12(29)5-3-11/h2-7,10,16,18,20-30,32-36H,8-9H2,1H3/t10-,16-,18+,20-,21+,22+,23-,24+,25+,26-,27+/m0/s1
CH$LINK: INCHIKEY DFPMSGMNTNDNHN-ZPHOTFPESA-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 4.377234
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 581.1864822

PK$SPLASH: splash10-00si-0041970000-2e67502e44f220b3f034
PK$NUM_PEAK: 85
PK$PEAK: m/z int. rel.int.
  85.0252 17.0 17
  129.05133 15.0 15
  129.05995 15.0 15
  147.05592 7.0 7
  147.06146 8.0 8
  147.07115 11.0 11
  148.06537 7.0 7
  187.62576 7.0 7
  210.71284 9.0 9
  232.75813 6.0 6
  255.08191 7.0 7
  263.05936 6.0 6
  271.0524 15.0 15
  271.06717 18.0 18
  273.07462 470.0 470
  273.08371 150.0 150
  273.10455 7.0 7
  273.14438 6.0 6
  274.07654 111.0 111
  275.07526 8.0 8
  276.60626 9.0 9
  279.18863 7.0 7
  285.09113 10.0 10
  294.80188 7.0 7
  298.07315 7.0 7
  304.29431 8.0 8
  309.11667 7.0 7
  315.08286 51.0 51
  327.73123 8.0 8
  339.07053 6.0 6
  339.0907 20.0 20
  339.10489 7.0 7
  341.07468 9.0 9
  356.75662 12.0 12
  381.1145 9.0 9
  383.11658 43.0 43
  399.08646 7.0 7
  400.09149 8.0 8
  401.12592 112.0 112
  401.70486 7.0 7
  402.10263 15.0 15
  402.11996 7.0 7
  417.11707 112.0 112
  417.13113 68.0 68
  418.12601 23.0 23
  419.13092 473.0 473
  420.08969 8.0 8
  420.13916 154.0 154
  420.18069 12.0 12
  421.12894 16.0 16
  421.15146 13.0 13
  425.10361 8.0 8
  429.11301 6.0 6
  430.09952 9.0 9
  435.12756 343.0 343
  435.14612 56.0 56
  436.13391 67.0 67
  437.1431 27.0 27
  443.12085 7.0 7
  452.98666 7.0 7
  459.12097 9.0 9
  460.12762 7.0 7
  460.15338 10.0 10
  461.14813 38.0 38
  481.1958 10.0 10
  497.12582 6.0 6
  497.15894 7.0 7
  527.13037 7.0 7
  527.45081 8.0 8
  529.1759 7.0 7
  541.7782 10.0 10
  545.17462 20.0 20
  546.14404 7.0 7
  563.15808 10.0 10
  563.17462 27.0 27
  563.20166 27.0 27
  564.17407 9.0 9
  567.86493 6.0 6
  579.11584 8.0 8
  579.17377 49.0 49
  579.19971 6.0 6
  580.16882 66.0 66
  580.1864 38.0 38
  581.11713 7.0 7
  581.18475 1000.0 999
//