ACCESSION: MSBNK-RIKEN-PR303741
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$SPLASH: splash10-0udj-1930000000-ffc936bf29aa83974980
PK$NUM_PEAK: 82
PK$PEAK: m/z int. rel.int.
  69.03569 17.0 17
  70.29477 16.0 16
  71.04372 28.0 28
  71.04832 89.0 89
  72.05388 20.0 20
  81.03535 26.0 26
  85.00728 24.0 24
  85.02985 167.0 167
  91.05527 16.0 16
  97.02638 19.0 19
  99.04344 24.0 24
  107.04839 42.0 42
  109.02638 42.0 42
  111.00634 25.0 25
  119.04825 49.0 49
  121.0238 73.0 73
  123.04695 18.0 18
  125.05705 18.0 18
  129.0542 16.0 16
  129.05948 17.0 17
  135.04224 33.0 33
  135.0542 17.0 17
  147.03851 202.0 202
  147.04678 286.0 286
  147.8439 17.0 17
  151.03447 17.0 17
  151.03899 30.0 30
  152.983 24.0 24
  152.99814 18.0 18
  153.01697 1000.0 999
  153.02365 250.0 250
  153.04111 24.0 24
  154.01781 26.0 26
  154.02367 77.0 77
  154.05177 24.0 24
  155.02429 25.0 25
  155.03891 17.0 17
  161.0305 24.0 24
  165.00366 17.0 17
  165.01474 43.0 43
  165.0226 56.0 56
  167.03004 16.0 16
  167.03778 22.0 22
  177.01355 83.0 83
  177.02188 57.0 57
  179.03806 21.0 21
  185.01527 26.0 26
  189.0141 20.0 20
  189.05882 20.0 20
  191.02809 18.0 18
  191.03638 20.0 20
  192.03531 17.0 17
  194.95387 17.0 17
  195.02834 198.0 198
  195.04034 26.0 26
  195.99803 16.0 16
  200.04739 17.0 17
  203.03314 16.0 16
  215.03842 20.0 20
  216.04173 34.0 34
  219.02582 93.0 93
  220.0231 18.0 18
  220.03566 18.0 18
  231.0312 58.0 58
  231.04915 19.0 19
  243.03047 24.0 24
  245.04605 63.0 63
  245.05922 16.0 16
  246.04262 37.0 37
  261.04651 21.0 21
  271.03488 35.0 35
  271.05841 146.0 146
  271.07248 45.0 45
  272.06479 130.0 130
  272.07785 46.0 46
  273.02542 23.0 23
  273.06369 64.0 64
  273.0748 284.0 284
  273.86188 17.0 17
  274.08173 43.0 43
  275.06244 19.0 19
  312.09836 17.0 17
//