ACCESSION: MSBNK-RIKEN-PR309309
RECORD_TITLE: Naringenin; 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$NAME: Naringenin
CH$COMPOUND_CLASS: Flavanone O-glycosides
CH$FORMULA: C₁₅H₁₂O₅
CH$EXACT_MASS: 272.256
CH$SMILES: O=C2C=3C(O)=CC(O)=CC=3(OC(C1=CC=C(O)C=C1)C2)
CH$IUPAC: InChI=1S/C15H12O5/c16-9-3-1-8(2-4-9)13-7-12(19)15-11(18)5-10(17)6-14(15)20-13/h1-6,13,16-18H,7H2
CH$LINK: INCHIKEY FTVWIRXFELQLPI-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 5.96
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 271.0612

PK$SPLASH: splash10-0v4i-0930000000-4046bbe59d9e3300daf4
PK$NUM_PEAK: 85
PK$PEAK: m/z int. rel.int.
  53.24114 27.0 3
  63.02315 150.0 18
  65.00248 295.0 36
  65.04755 21.0 3
  67.0211 19.0 2
  73.11856 20.0 2
  80.02556 24.0 3
  81.03356 30.0 4
  83.00897 89.0 11
  83.01412 345.0 42
  93.0322 891.0 108
  107.01157 1912.0 233
  108.01163 41.0 5
  109.03253 72.0 9
  117.0327 62.0 8
  119.04884 4949.0 602
  120.05243 354.0 43
  120.0886 18.0 2
  121.02458 25.0 3
  121.05293 28.0 3
  122.0637 28.0 3
  124.01753 37.0 5
  125.02031 138.0 17
  125.03001 31.0 4
  126.02318 21.0 3
  126.02954 20.0 2
  127.31879 18.0 2
  129.97482 27.0 3
  130.21935 18.0 2
  133.02718 91.0 11
  133.03516 18.0 2
  136.01302 29.0 4
  139.0773 36.0 4
  139.61424 23.0 3
  143.05042 106.0 13
  143.05774 23.0 3
  144.05363 24.0 3
  145.03093 73.0 9
  146.03394 18.0 2
  147.04149 21.0 3
  151.00249 8208.0 999
  151.2514 28.0 3
  152.00444 356.0 43
  152.01268 195.0 24
  153.0049 67.0 8
  153.01749 20.0 2
  153.10411 18.0 2
  157.0607 25.0 3
  161.05721 152.0 18
  162.06026 27.0 3
  162.06606 23.0 3
  163.00092 30.0 4
  165.01678 648.0 79
  167.05621 22.0 3
  169.05891 20.0 2
  176.79582 20.0 2
  177.01561 843.0 103
  177.02264 562.0 68
  178.01579 50.0 6
  178.02664 114.0 14
  182.07014 18.0 2
  184.05022 50.0 6
  185.05211 100.0 12
  185.0614 136.0 17
  186.06464 52.0 6
  187.03185 53.0 6
  187.04216 126.0 15
  187.14082 34.0 4
  188.26831 20.0 2
  189.0419 19.0 2
  199.0746 25.0 3
  201.05244 61.0 7
  212.04713 27.0 3
  225.91606 20.0 2
  225.98421 24.0 3
  226.07173 22.0 3
  227.06566 46.0 6
  227.07492 71.0 9
  228.07285 18.0 2
  231.95284 27.0 3
  253.05394 49.0 6
  271.02344 26.0 3
  271.06079 7924.0 964
  271.1059 50.0 6
  271.14526 24.0 3
//