ACCESSION: MSBNK-RIKEN-PR303738
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$SPLASH: splash10-00di-1391000000-f9ac54298c4483323a46
PK$NUM_PEAK: 82
PK$PEAK: m/z int. rel.int.
  71.04641 33.0 33
  71.05121 21.0 21
  72.04755 8.0 8
  83.04607 12.0 12
  85.02915 123.0 123
  110.03049 11.0 11
  127.04305 13.0 13
  129.05421 81.0 81
  147.04263 38.0 38
  147.06538 18.0 18
  152.9998 10.0 10
  153.01395 37.0 37
  153.01956 118.0 118
  165.01622 18.0 18
  165.02548 9.0 9
  169.33264 9.0 9
  171.06139 11.0 11
  176.1545 8.0 8
  177.01724 9.0 9
  178.45552 13.0 13
  179.02312 10.0 10
  191.00392 10.0 10
  195.01534 24.0 24
  195.0295 142.0 142
  197.03296 8.0 8
  198.52029 16.0 16
  212.68195 8.0 8
  218.98349 9.0 9
  219.03032 78.0 78
  220.03477 25.0 25
  225.08536 19.0 19
  237.04091 12.0 12
  246.0392 11.0 11
  261.04556 35.0 35
  262.04868 8.0 8
  263.05182 33.0 33
  263.06583 11.0 11
  269.09052 10.0 10
  271.05829 41.0 41
  273.04602 8.0 8
  273.07477 1000.0 999
  274.01114 10.0 10
  274.06882 56.0 56
  274.08435 128.0 128
  275.05109 8.0 8
  275.07162 10.0 10
  275.08249 17.0 17
  276.08487 8.0 8
  277.06741 8.0 8
  281.0629 11.0 11
  281.07108 24.0 24
  285.07651 54.0 54
  285.09537 11.0 11
  286.08078 8.0 8
  291.04727 11.0 11
  297.07486 39.0 39
  298.1019 27.0 27
  303.04556 8.0 8
  315.09268 16.0 16
  323.05743 8.0 8
  323.10504 16.0 16
  327.09561 9.0 9
  339.08035 22.0 22
  339.0918 38.0 38
  340.07288 9.0 9
  340.09943 8.0 8
  353.08942 8.0 8
  365.06339 8.0 8
  365.08615 27.0 27
  366.10605 17.0 17
  369.09735 8.0 8
  371.07764 11.0 11
  379.09973 10.0 10
  381.12146 8.0 8
  382.10214 10.0 10
  383.12323 27.0 27
  399.10602 23.0 23
  399.12173 10.0 10
  401.10043 10.0 10
  401.13202 23.0 23
  417.11166 11.0 11
  474.1322 8.0 8
//