ACCESSION: MSBNK-RIKEN-PR303712
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$SPLASH: splash10-00si-0051980000-d84716ba82d574368f74
PK$NUM_PEAK: 91
PK$PEAK: m/z int. rel.int.
  85.02744 8.0 8
  111.04794 9.0 9
  129.05533 20.0 20
  145.04774 8.0 8
  147.06706 45.0 45
  196.75116 9.0 9
  226.81244 8.0 8
  244.15625 7.0 7
  255.08961 9.0 9
  262.84726 16.0 16
  271.06375 16.0 16
  272.96246 7.0 7
  273.04016 14.0 14
  273.07684 644.0 643
  274.0723 24.0 24
  274.09512 10.0 10
  275.08899 8.0 8
  281.05276 8.0 8
  281.0715 10.0 10
  297.07175 7.0 7
  309.11368 19.0 19
  309.12631 16.0 16
  315.07898 45.0 45
  315.09109 53.0 53
  316.08609 7.0 7
  316.09573 17.0 17
  332.52478 9.0 9
  339.06595 10.0 10
  339.09094 7.0 7
  351.59692 12.0 12
  358.82513 10.0 10
  360.78125 7.0 7
  363.62643 10.0 10
  370.46606 7.0 7
  372.29459 12.0 12
  381.10385 7.0 7
  383.12354 14.0 14
  384.11594 8.0 8
  384.12836 14.0 14
  401.08508 7.0 7
  401.12915 65.0 65
  402.12515 57.0 57
  411.91089 7.0 7
  417.10599 21.0 21
  417.1225 68.0 68
  417.77081 10.0 10
  418.11487 15.0 15
  418.147 11.0 11
  419.09344 7.0 7
  419.13553 534.0 533
  419.19507 12.0 12
  420.1358 132.0 132
  420.18964 16.0 16
  421.1123 12.0 12
  421.13425 8.0 8
  422.13934 7.0 7
  431.64102 12.0 12
  435.09641 7.0 7
  435.13147 173.0 173
  436.12167 75.0 75
  436.14526 6.0 6
  437.13684 7.0 7
  437.16232 8.0 8
  443.13666 13.0 13
  459.14651 10.0 10
  461.12177 7.0 7
  461.14746 25.0 25
  462.15094 16.0 16
  478.11847 8.0 8
  485.13782 8.0 8
  491.89676 8.0 8
  497.15054 8.0 8
  509.14542 13.0 13
  515.92749 8.0 8
  522.27612 9.0 9
  545.16766 52.0 52
  545.1944 9.0 9
  546.17957 14.0 14
  547.18896 19.0 19
  548.15521 7.0 7
  563.14697 8.0 8
  563.18121 48.0 48
  564.15991 8.0 8
  565.18866 33.0 33
  579.15411 9.0 9
  579.16852 18.0 18
  579.2052 7.0 7
  580.17004 55.0 55
  580.1972 11.0 11
  581.10425 7.0 7
  581.18616 1000.0 999
//