ACCESSION: MSBNK-RIKEN-PR306253
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$SPLASH: splash10-0uxr-0910000000-bd5aaf4f00ac2b8e6ea9
PK$NUM_PEAK: 69
PK$PEAK: m/z int. rel.int.
  65.00166 27.0 27
  83.01296 34.0 34
  93.03359 38.0 38
  107.01219 251.0 251
  108.02001 23.0 23
  108.99912 7.0 7
  117.03671 8.0 8
  119.04902 567.0 566
  120.0477 33.0 33
  120.0537 62.0 62
  121.03175 10.0 10
  121.05173 8.0 8
  125.02288 23.0 23
  131.01035 23.0 23
  133.02585 9.0 9
  136.01631 8.0 8
  137.02277 14.0 14
  143.0504 21.0 21
  144.05138 10.0 10
  145.02357 12.0 12
  145.02997 20.0 20
  149.02109 18.0 18
  151.00177 1000.0 999
  151.03891 16.0 16
  152.00504 73.0 73
  161.02417 7.0 7
  161.05843 54.0 54
  162.06316 7.0 7
  164.00528 9.0 9
  165.01736 64.0 64
  166.02322 7.0 7
  175.00092 73.0 73
  176.0033 13.0 13
  176.01143 8.0 8
  177.01871 103.0 103
  179.03706 8.0 8
  183.0443 6.0 6
  183.0876 9.0 9
  184.06169 5.0 5
  185.0498 13.0 13
  185.06065 37.0 37
  187.03951 64.0 64
  187.05003 10.0 10
  188.03906 9.0 9
  189.01758 10.0 10
  189.06107 6.0 6
  193.01077 10.0 10
  195.03931 6.0 6
  197.06036 7.0 7
  198.07004 6.0 6
  199.07228 12.0 12
  200.40651 6.0 6
  203.05255 5.0 5
  203.07072 11.0 11
  206.0229 6.0 6
  209.05891 10.0 10
  219.03224 9.0 9
  227.05913 12.0 12
  227.07167 26.0 26
  227.08336 14.0 14
  229.04799 24.0 24
  229.06241 10.0 10
  229.07478 7.0 7
  243.06331 7.0 7
  269.04349 6.0 6
  271.05807 125.0 125
  271.07462 21.0 21
  272.05533 16.0 16
  272.06696 14.0 14
//