ACCESSION: MSBNK-RIKEN-PR303709
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$SPLASH: splash10-00di-0291310000-47b69a9fcded1d80209e
PK$NUM_PEAK: 108
PK$PEAK: m/z int. rel.int.
  71.0488 18.0 18
  85.02834 39.0 39
  127.04092 9.0 9
  129.05482 88.0 88
  130.05278 8.0 8
  130.05954 12.0 12
  133.26132 12.0 12
  137.05757 25.0 25
  147.04013 24.0 24
  147.06003 8.0 8
  147.06998 9.0 9
  148.04814 10.0 10
  153.01665 121.0 121
  153.02721 42.0 42
  154.01434 12.0 12
  165.01387 10.0 10
  195.01372 9.0 9
  195.03232 113.0 113
  195.04451 12.0 12
  196.03038 20.0 20
  205.00735 12.0 12
  219.0155 40.0 40
  219.03087 20.0 20
  219.04922 18.0 18
  231.04031 19.0 19
  231.08287 9.0 9
  232.02452 12.0 12
  235.06656 19.0 19
  237.03102 9.0 9
  243.02702 13.0 13
  243.06766 10.0 10
  244.04472 12.0 12
  245.04004 8.0 8
  245.0498 10.0 10
  249.04507 9.0 9
  261.01715 10.0 10
  261.03018 11.0 11
  261.0433 11.0 11
  263.05496 21.0 21
  271.0607 130.0 130
  272.04175 24.0 24
  272.06741 49.0 49
  273.0484 9.0 9
  273.0755 1000.0 999
  274.0759 170.0 170
  274.0925 18.0 18
  281.05493 8.0 8
  281.07056 13.0 13
  282.05588 12.0 12
  282.23315 10.0 10
  285.08633 8.0 8
  286.07538 20.0 20
  297.05957 10.0 10
  297.07495 8.0 8
  301.48895 8.0 8
  309.1217 13.0 13
  315.0863 103.0 103
  315.10178 20.0 20
  316.0874 8.0 8
  316.09802 10.0 10
  339.07693 10.0 10
  339.0957 10.0 10
  365.08591 9.0 9
  366.07101 11.0 11
  369.09579 10.0 10
  373.08221 10.0 10
  381.08887 22.0 22
  381.10635 35.0 35
  382.10333 12.0 12
  382.85699 14.0 14
  383.11047 25.0 25
  384.11798 9.0 9
  399.09979 20.0 20
  401.1055 10.0 10
  401.12354 73.0 73
  417.11075 25.0 25
  417.12564 11.0 11
  417.77493 10.0 10
  418.13852 39.0 39
  419.05432 9.0 9
  419.08948 10.0 10
  419.12762 228.0 228
  420.13419 13.0 13
  420.1442 28.0 28
  425.11789 10.0 10
  435.13361 148.0 148
  435.34 16.0 16
  436.12839 10.0 10
  436.1423 13.0 13
  437.12537 16.0 16
  437.15027 21.0 21
  441.0954 10.0 10
  443.13931 8.0 8
  459.13834 9.0 9
  461.14316 21.0 21
  498.14127 9.0 9
  528.16541 8.0 8
  545.14496 8.0 8
  545.1601 11.0 11
  545.18781 9.0 9
  546.16779 8.0 8
  564.17554 8.0 8
  565.18201 8.0 8
  566.18304 9.0 9
  579.19086 9.0 9
  580.17352 62.0 62
  581.15222 9.0 9
  581.18732 90.0 90
//