ACCESSION: MSBNK-RIKEN-PR303720
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$SPLASH: splash10-00di-0292410000-52a6ebef7b39dd59b11e
PK$NUM_PEAK: 148
PK$PEAK: m/z int. rel.int.
  55.96724 15.0 15
  57.03446 16.0 16
  69.02867 8.0 8
  69.03316 8.0 8
  71.04623 21.0 21
  71.05197 19.0 19
  72.05553 11.0 11
  85.02087 9.0 9
  85.02668 20.0 20
  85.35507 9.0 9
  86.03146 8.0 8
  91.037 17.0 17
  114.64152 8.0 8
  119.04346 8.0 8
  123.04194 8.0 8
  127.03464 15.0 15
  127.04215 8.0 8
  129.05275 82.0 82
  129.06465 26.0 26
  132.0605 8.0 8
  147.03009 9.0 9
  147.04018 40.0 40
  147.07004 51.0 51
  148.06998 8.0 8
  153.01889 134.0 134
  154.01967 19.0 19
  167.03154 9.0 9
  177.00096 11.0 11
  177.01198 8.0 8
  177.02551 14.0 14
  179.00557 12.0 12
  189.05597 8.0 8
  195.02705 90.0 90
  196.0269 22.0 22
  201.07829 8.0 8
  215.02693 11.0 11
  215.08305 13.0 13
  217.3994 8.0 8
  219.0307 44.0 44
  222.97134 9.0 9
  226.87727 8.0 8
  229.8929 11.0 11
  245.03679 17.0 17
  245.04749 26.0 26
  249.0943 11.0 11
  255.95715 12.0 12
  261.03189 9.0 9
  261.04001 8.0 8
  263.00275 9.0 9
  263.05063 39.0 39
  263.0607 19.0 19
  264.05322 8.0 8
  271.06097 127.0 127
  271.07657 8.0 8
  272.07297 15.0 15
  273.0282 8.0 8
  273.07404 1000.0 999
  274.04605 8.0 8
  274.07742 63.0 63
  274.08905 52.0 52
  274.39835 16.0 16
  275.064 10.0 10
  275.08948 16.0 16
  275.58276 8.0 8
  276.02625 11.0 11
  280.05743 8.0 8
  281.06711 20.0 20
  281.08005 8.0 8
  285.07141 20.0 20
  285.09357 12.0 12
  286.08469 25.0 25
  287.05908 10.0 10
  287.43912 9.0 9
  291.0481 9.0 9
  297.06363 28.0 28
  297.08405 31.0 31
  298.06735 10.0 10
  315.07779 40.0 40
  315.08923 38.0 38
  316.10074 29.0 29
  317.07596 25.0 25
  327.07825 12.0 12
  338.99686 8.0 8
  339.06955 16.0 16
  339.08487 31.0 31
  340.07907 11.0 11
  341.07407 9.0 9
  342.62253 8.0 8
  351.07809 30.0 30
  362.16046 9.0 9
  365.095 24.0 24
  366.08969 12.0 12
  367.09976 13.0 13
  369.09802 15.0 15
  381.09595 29.0 29
  382.10693 19.0 19
  383.09497 12.0 12
  383.11804 64.0 64
  384.10959 8.0 8
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  391.09488 9.0 9
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  399.09 9.0 9
  399.13065 11.0 11
  399.92493 9.0 9
  400.12155 8.0 8
  401.10944 30.0 30
  401.12527 43.0 43
  401.14218 45.0 45
  402.1355 16.0 16
  413.12894 9.0 9
  417.11249 63.0 63
  417.12759 35.0 35
  417.14685 8.0 8
  418.15292 10.0 10
  419.06805 8.0 8
  419.13498 209.0 209
  420.12537 15.0 15
  420.15417 25.0 25
  421.147 15.0 15
  429.12698 8.0 8
  435.10992 15.0 15
  435.13028 95.0 95
  435.14737 29.0 29
  436.11905 12.0 12
  436.14783 38.0 38
  437.15497 8.0 8
  437.2735 9.0 9
  443.12637 8.0 8
  444.1398 10.0 10
  459.1199 8.0 8
  459.14801 22.0 22
  461.13065 9.0 9
  480.98166 8.0 8
  510.13782 10.0 10
  527.1181 10.0 10
  527.16925 8.0 8
  528.15143 9.0 9
  545.17114 11.0 11
  546.16339 8.0 8
  547.18085 8.0 8
  563.1828 16.0 16
  579.18585 40.0 40
  580.17639 16.0 16
  580.19391 18.0 18
  581.13916 20.0 20
  581.17218 38.0 38
  581.20667 116.0 116
//