ACCESSION: MSBNK-RIKEN-PR303735
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$SPLASH: splash10-00si-0041960000-9b12d8dab9dcd7ec5b61
PK$NUM_PEAK: 88
PK$PEAK: m/z int. rel.int.
  85.02512 12.0 12
  85.02978 11.0 11
  93.85636 14.0 14
  119.09334 14.0 14
  129.04747 9.0 9
  129.05762 27.0 27
  130.06067 9.0 9
  163.05714 11.0 11
  243.80078 12.0 12
  255.10196 11.0 11
  267.11734 10.0 10
  271.05118 34.0 34
  271.06494 9.0 9
  272.06271 11.0 11
  272.07257 13.0 13
  273.0325 11.0 11
  273.05283 9.0 9
  273.07767 705.0 704
  273.10248 10.0 10
  274.01053 10.0 10
  274.07767 58.0 58
  281.07755 9.0 9
  283.76328 9.0 9
  289.76495 10.0 10
  297.07864 13.0 13
  305.05121 10.0 10
  309.11731 12.0 12
  310.11166 11.0 11
  313.07822 18.0 18
  315.0806 58.0 58
  315.09955 49.0 49
  316.08179 11.0 11
  339.09683 10.0 10
  340.09247 9.0 9
  383.10425 31.0 31
  383.12378 35.0 35
  384.11252 18.0 18
  400.86252 10.0 10
  401.10901 11.0 11
  401.12659 45.0 45
  401.17477 10.0 10
  402.12125 9.0 9
  402.1535 19.0 19
  407.11804 9.0 9
  417.1181 154.0 154
  417.14343 10.0 10
  418.10291 10.0 10
  418.89069 11.0 11
  419.07513 9.0 9
  419.09152 23.0 23
  419.13516 752.0 751
  419.56598 15.0 15
  420.11462 27.0 27
  420.13983 176.0 176
  421.13037 59.0 59
  425.05698 12.0 12
  428.46033 11.0 11
  429.11279 12.0 12
  435.07727 11.0 11
  435.10403 34.0 34
  435.12994 398.0 398
  436.08289 10.0 10
  436.13202 41.0 41
  437.12329 11.0 11
  449.12405 9.0 9
  459.09512 10.0 10
  459.1308 57.0 57
  460.15088 24.0 24
  461.14691 20.0 20
  461.16669 10.0 10
  462.14899 13.0 13
  462.16879 19.0 19
  477.1496 10.0 10
  481.07437 11.0 11
  483.14093 10.0 10
  496.63214 12.0 12
  528.1427 19.0 19
  546.15723 13.0 13
  546.19641 16.0 16
  563.13477 30.0 30
  563.18744 22.0 22
  564.05737 11.0 11
  564.16931 20.0 20
  579.16602 104.0 104
  580.17169 145.0 145
  580.19604 38.0 38
  581.11426 11.0 11
  581.18823 1000.0 999
//