ACCESSION: MSBNK-RIKEN-PR306229
RECORD_TITLE: Naringenin-7-O-rutinoside; 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$NAME: Naringenin-7-O-rutinoside
CH$COMPOUND_CLASS: Flavonoid-7-O-glycosides
CH$FORMULA: C₂₇H₃₂O₁₄
CH$EXACT_MASS: 580.539
CH$SMILES: CC1OC(OCC2OC(OC3=CC(O)=C4C(=O)CC(OC4=C3)C3=CC=C(O)C=C3)C(O)C(O)C2O)C(O)C(O)C1O
CH$IUPAC: InChI=1S/C27H32O14/c1-10-20(31)22(33)24(35)26(38-10)37-9-18-21(32)23(34)25(36)27(41-18)39-13-6-14(29)19-15(30)8-16(40-17(19)7-13)11-2-4-12(28)5-3-11/h2-7,10,16,18,20-29,31-36H,8-9H2,1H3
CH$LINK: INCHIKEY HXTFHSYLYXVTHC-UHFFFAOYSA-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 NEGATIVE
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$CHROMATOGRAPHY: CAPILLARY_VOLTAGE -2.75 kV
AC$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 4.286783
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 579.17192924783

PK$SPLASH: splash10-0uxr-0910000000-9240276ce54d79f0bacb
PK$NUM_PEAK: 67
PK$PEAK: m/z int. rel.int.
  58.91146 6.0 6
  64.99937 7.0 7
  65.00346 6.0 6
  79.01566 8.0 8
  83.01268 59.0 59
  93.03252 36.0 36
  93.03737 13.0 13
  107.01183 240.0 240
  108.01475 18.0 18
  108.98928 6.0 6
  119.04836 534.0 533
  120.05325 58.0 58
  121.02666 11.0 11
  125.0239 18.0 18
  131.01128 20.0 20
  133.02577 7.0 7
  136.01567 13.0 13
  137.02344 22.0 22
  138.02786 5.0 5
  141.54326 5.0 5
  143.04332 13.0 13
  143.05161 8.0 8
  145.02657 49.0 49
  147.00739 7.0 7
  148.01601 9.0 9
  149.02237 20.0 20
  151.00232 1000.0 999
  152.00639 81.0 81
  156.0563 8.0 8
  160.00862 6.0 6
  161.05486 16.0 16
  161.06404 15.0 15
  165.01755 68.0 68
  175.00282 71.0 71
  176.00459 7.0 7
  177.01607 56.0 56
  177.02217 19.0 19
  178.01968 8.0 8
  178.0291 6.0 6
  184.05249 8.0 8
  185.06235 88.0 88
  186.06128 16.0 16
  187.03851 81.0 81
  188.04047 12.0 12
  189.01762 36.0 36
  193.01924 19.0 19
  205.01053 11.0 11
  210.06244 6.0 6
  219.03133 5.0 5
  226.05669 10.0 10
  227.06683 69.0 69
  227.07663 19.0 19
  228.07497 9.0 9
  228.08458 9.0 9
  229.03557 6.0 6
  229.04861 15.0 15
  239.06711 7.0 7
  253.05133 6.0 6
  269.04391 30.0 30
  269.05768 5.0 5
  270.04834 8.0 8
  271.06171 116.0 116
  272.05441 9.0 9
  272.06708 6.0 6
  273.06143 7.0 7
  579.1698 50.0 50
  579.18811 12.0 12
//