ACCESSION: MSBNK-RIKEN-PR303715
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$SPLASH: splash10-00di-0291000000-84b2b6f93e5f5c8be1ca
PK$NUM_PEAK: 100
PK$PEAK: m/z int. rel.int.
  71.04937 29.0 29
  72.05225 9.0 9
  83.04276 11.0 11
  85.00332 11.0 11
  85.02453 39.0 39
  85.02904 125.0 125
  99.04465 13.0 13
  129.05598 104.0 104
  130.06184 10.0 10
  147.04324 10.0 10
  147.06204 10.0 10
  147.06828 10.0 10
  148.06657 31.0 31
  149.02023 11.0 11
  151.03163 10.0 10
  152.85385 13.0 13
  153.01399 94.0 94
  153.02116 96.0 96
  179.03461 12.0 12
  179.04117 10.0 10
  184.83057 10.0 10
  195.00639 11.0 11
  195.02892 101.0 101
  196.0314 10.0 10
  196.04846 10.0 10
  204.64305 9.0 9
  205.01857 11.0 11
  219.03023 66.0 66
  220.02983 10.0 10
  227.03563 10.0 10
  238.03845 9.0 9
  245.05188 52.0 52
  246.02744 13.0 13
  261.02374 9.0 9
  261.03311 20.0 20
  261.04758 37.0 37
  263.02026 19.0 19
  263.05447 29.0 29
  263.06339 43.0 43
  264.05719 12.0 12
  267.97531 15.0 15
  271.01892 10.0 10
  271.06067 261.0 261
  272.05646 61.0 61
  272.06534 119.0 119
  273.04941 12.0 12
  273.07669 1000.0 999
  273.10123 16.0 16
  273.70743 9.0 9
  274.06848 31.0 31
  274.07788 95.0 95
  275.07706 9.0 9
  275.09695 18.0 18
  279.05099 12.0 12
  281.05972 25.0 25
  282.06158 14.0 14
  283.38669 9.0 9
  285.02426 10.0 10
  285.07617 51.0 51
  286.0719 12.0 12
  286.09341 13.0 13
  287.03867 9.0 9
  287.05496 9.0 9
  291.05011 10.0 10
  297.06097 19.0 19
  297.08347 32.0 32
  298.08084 19.0 19
  299.08066 12.0 12
  304.05322 10.0 10
  304.25421 21.0 21
  304.8222 17.0 17
  311.06046 11.0 11
  315.04788 10.0 10
  315.0817 39.0 39
  329.0632 25.0 25
  339.0372 13.0 13
  339.07611 17.0 17
  339.09518 21.0 21
  340.10172 10.0 10
  341.10217 9.0 9
  351.07199 9.0 9
  351.09711 52.0 52
  352.09238 10.0 10
  353.09567 12.0 12
  359.08072 10.0 10
  365.09726 35.0 35
  369.10281 10.0 10
  371.08044 11.0 11
  376.73328 13.0 13
  383.10287 28.0 28
  383.12256 12.0 12
  383.13531 10.0 10
  395.10672 10.0 10
  407.11395 9.0 9
  408.10251 14.0 14
  412.10178 10.0 10
  417.12054 24.0 24
  419.12921 24.0 24
  431.12503 9.0 9
  435.11023 9.0 9
//