ACCESSION: MSBNK-RIKEN-PR309316
RECORD_TITLE: Naringenin-7-O-glucoside; 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: Annotation level-1

CH$NAME: Naringenin-7-O-glucoside
CH$COMPOUND_CLASS: Flavanone O-glycosides
CH$FORMULA: C₂₁H₂₂O₁₀
CH$EXACT_MASS: 434.397
CH$SMILES: O=C3C4=C(O)C=C(OC1OC(CO)C(O)C(O)C1(O))C=C4(OC(C2=CC=C(O)C=C2)C3)
CH$IUPAC: InChI=1S/C21H22O10/c22-8-16-18(26)19(27)20(28)21(31-16)29-11-5-12(24)17-13(25)7-14(30-15(17)6-11)9-1-3-10(23)4-2-9/h1-6,14,16,18-24,26-28H,7-8H2
CH$LINK: INCHIKEY DLIKSSGEMUFQOK-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$CHROMATOGRAPHY: CAPILLARY_VOLTAGE +3.00 kV
AC$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 4.52
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 433.11402

PK$SPLASH: splash10-00di-0290000000-2546f23a1f4371b7a5a4
PK$NUM_PEAK: 72
PK$PEAK: m/z int. rel.int.
  79.76205 21.0 2
  83.0132 57.0 5
  93.0326 122.0 10
  94.04042 20.0 2
  107.008 92.0 8
  107.01472 58.0 5
  107.0213 28.0 2
  119.04871 742.0 61
  120.05663 43.0 4
  121.05883 21.0 2
  125.02667 121.0 10
  145.0265 104.0 9
  145.80452 19.0 2
  151.00223 2256.0 186
  152.00139 57.0 5
  152.00725 192.0 16
  153.0067 31.0 3
  153.95949 21.0 2
  161.4032 24.0 2
  163.0056 33.0 3
  164.00775 24.0 2
  164.01457 32.0 3
  165.01021 27.0 2
  165.02353 19.0 2
  173.02974 30.0 2
  175.0023 74.0 6
  177.01518 368.0 30
  177.03291 17.0 1
  178.02109 48.0 4
  180.05885 20.0 2
  181.73401 20.0 2
  185.05951 42.0 3
  187.04346 142.0 12
  189.01401 26.0 2
  192.67273 23.0 2
  193.01372 160.0 13
  207.24568 31.0 3
  207.97733 19.0 2
  209.06276 37.0 3
  218.26874 26.0 2
  227.09904 19.0 2
  228.07565 24.0 2
  229.53136 45.0 4
  239.07855 26.0 2
  246.1077 18.0 1
  249.72212 26.0 2
  266.7558 24.0 2
  269.0437 19.0 2
  269.61279 27.0 2
  270.05222 23.0 2
  270.96814 33.0 3
  271.01755 48.0 4
  271.06 12102.0 999
  271.08344 64.0 5
  272.06372 2417.0 200
  273.05536 91.0 8
  273.0687 251.0 21
  279.76022 20.0 2
  285.07153 20.0 2
  285.08197 20.0 2
  295.06348 144.0 12
  295.08234 33.0 3
  313.06754 186.0 15
  314.07596 56.0 5
  315.09326 25.0 2
  320.68808 39.0 3
  343.09052 48.0 4
  369.85068 40.0 3
  397.09418 21.0 2
  416.11612 21.0 2
  426.086 19.0 2
  433.11404 496.0 41
//