ACCESSION: MSBNK-RIKEN-PR303726
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$SPLASH: splash10-00di-0392000000-890e44184f947f3bc99c
PK$NUM_PEAK: 107
PK$PEAK: m/z int. rel.int.
  57.03414 8.0 8
  71.04979 7.0 7
  71.05355 8.0 8
  72.04657 10.0 10
  72.05152 10.0 10
  73.03186 10.0 10
  85.02864 83.0 83
  85.0407 9.0 9
  86.02914 11.0 11
  87.04865 10.0 10
  97.03254 9.0 9
  107.04976 7.0 7
  111.04109 7.0 7
  123.04953 7.0 7
  129.05222 114.0 114
  135.03732 8.0 8
  135.05064 8.0 8
  145.05022 7.0 7
  147.03929 17.0 17
  147.05844 15.0 15
  147.06577 21.0 21
  153.0195 222.0 222
  154.02257 32.0 32
  155.01968 7.0 7
  165.02139 25.0 25
  166.02112 8.0 8
  171.06998 8.0 8
  177.05621 7.0 7
  178.05154 8.0 8
  179.03796 7.0 7
  193.01894 8.0 8
  195.02875 190.0 190
  196.02722 7.0 7
  196.03352 21.0 21
  203.0351 8.0 8
  219.02916 96.0 96
  231.024 23.0 23
  233.05064 8.0 8
  243.03323 7.0 7
  243.04204 12.0 12
  244.03244 10.0 10
  245.02858 8.0 8
  245.04413 19.0 19
  245.0574 22.0 22
  258.34293 8.0 8
  260.11911 10.0 10
  261.04724 10.0 10
  263.04684 17.0 17
  263.06073 33.0 33
  264.05783 9.0 9
  271.05951 180.0 180
  272.04803 19.0 19
  272.05981 56.0 56
  272.07297 38.0 38
  273.04691 17.0 17
  273.07513 1000.0 999
  274.05423 10.0 10
  274.07462 105.0 105
  274.08987 28.0 28
  275.06091 9.0 9
  275.07553 22.0 22
  279.03519 9.0 9
  279.93811 8.0 8
  281.06558 7.0 7
  281.08279 10.0 10
  285.07172 88.0 88
  285.08316 22.0 22
  286.08597 9.0 9
  297.04691 11.0 11
  297.07492 16.0 16
  297.08585 9.0 9
  298.07294 7.0 7
  305.06348 7.0 7
  309.06265 7.0 7
  315.07007 11.0 11
  315.08441 32.0 32
  315.09882 8.0 8
  316.0397 10.0 10
  316.08856 7.0 7
  325.06357 8.0 8
  329.06769 10.0 10
  335.08847 11.0 11
  339.03873 8.0 8
  339.07431 42.0 42
  339.09351 36.0 36
  340.07144 9.0 9
  340.09055 9.0 9
  351.08618 38.0 38
  351.09735 11.0 11
  352.09854 19.0 19
  353.05988 7.0 7
  363.07825 11.0 11
  363.09756 8.0 8
  365.09488 31.0 31
  366.0788 8.0 8
  369.19821 8.0 8
  381.09473 7.0 7
  382.10727 10.0 10
  383.10764 51.0 51
  389.07007 8.0 8
  394.09967 8.0 8
  400.1171 7.0 7
  417.11795 9.0 9
  419.13882 7.0 7
  423.099 10.0 10
  429.10901 16.0 16
  435.13556 7.0 7
//