ACCESSION: MSBNK-RIKEN-PR303729
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$SPLASH: splash10-0udj-1940000000-f18976a4bff7ab1ff866
PK$NUM_PEAK: 84
PK$PEAK: m/z int. rel.int.
  67.01344 36.0 36
  68.99187 13.0 13
  69.034 17.0 17
  70.0394 23.0 23
  71.04651 81.0 81
  71.05167 18.0 18
  75.03696 17.0 17
  85.02372 79.0 79
  85.03057 67.0 67
  85.03471 16.0 16
  86.03384 16.0 16
  91.05579 14.0 14
  93.58559 16.0 16
  111.00626 14.0 14
  119.04843 21.0 21
  119.05482 12.0 12
  120.03346 17.0 17
  122.02966 30.0 30
  123.04691 18.0 18
  129.05644 23.0 23
  135.04111 14.0 14
  135.04999 16.0 16
  136.05257 17.0 17
  147.03764 153.0 153
  147.04562 294.0 294
  152.98788 16.0 16
  153.01776 1000.0 999
  153.12199 13.0 13
  153.46472 14.0 14
  154.01755 66.0 66
  154.028 27.0 27
  162.03389 16.0 16
  163.04021 18.0 18
  164.95181 13.0 13
  165.01645 126.0 126
  173.03264 19.0 19
  174.21896 13.0 13
  177.0208 36.0 36
  189.02518 17.0 17
  190.0231 14.0 14
  190.98262 18.0 18
  191.03651 33.0 33
  195.02254 87.0 87
  195.0336 156.0 156
  203.02907 39.0 39
  205.00877 22.0 22
  205.04999 15.0 15
  214.0605 15.0 15
  215.06721 15.0 15
  216.07697 16.0 16
  217.0498 17.0 17
  218.91661 13.0 13
  219.0199 13.0 13
  219.03156 29.0 29
  227.05385 23.0 23
  231.01054 14.0 14
  231.02736 92.0 92
  231.06444 39.0 39
  233.04536 28.0 28
  237.04126 14.0 14
  243.03607 17.0 17
  245.04695 49.0 49
  247.06107 14.0 14
  251.05185 15.0 15
  262.05051 19.0 19
  263.05136 16.0 16
  271.04578 13.0 13
  271.06366 113.0 113
  272.04385 17.0 17
  272.05823 36.0 36
  272.07156 36.0 36
  273.05032 16.0 16
  273.0766 170.0 170
  273.0896 36.0 36
  274.07513 35.0 35
  275.07669 15.0 15
  283.06161 29.0 29
  285.06006 15.0 15
  297.07733 15.0 15
  309.07434 14.0 14
  313.0679 14.0 14
  323.08798 23.0 23
  339.07864 13.0 13
  534.69659 20.0 20
//