ACCESSION: MSBNK-RIKEN-PR303732
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$SPLASH: splash10-00di-0291310000-c6d599677d595817794c
PK$NUM_PEAK: 123
PK$PEAK: m/z int. rel.int.
  71.04341 12.0 12
  71.04858 27.0 27
  72.05516 13.0 13
  85.018 9.0 9
  85.0293 45.0 45
  85.03599 18.0 18
  89.77998 15.0 15
  102.02124 12.0 12
  115.03798 9.0 9
  121.07008 10.0 10
  129.05435 67.0 67
  129.49525 10.0 10
  136.43977 7.0 7
  147.04306 47.0 47
  147.06178 27.0 27
  147.07379 10.0 10
  152.9843 8.0 8
  153.00493 23.0 23
  153.01218 69.0 69
  153.0192 39.0 39
  153.02591 16.0 16
  154.02147 16.0 16
  156.00142 8.0 8
  163.05684 7.0 7
  165.01204 9.0 9
  175.0052 8.0 8
  179.03799 12.0 12
  192.20058 7.0 7
  193.04478 9.0 9
  195.02361 40.0 40
  195.03748 10.0 10
  196.02655 7.0 7
  202.96295 7.0 7
  203.03606 8.0 8
  215.06772 7.0 7
  219.026 9.0 9
  219.03488 12.0 12
  231.03058 11.0 11
  244.25926 9.0 9
  245.04311 9.0 9
  245.08212 9.0 9
  246.04378 10.0 10
  261.03989 24.0 24
  263.05206 46.0 46
  271.05551 74.0 74
  272.05289 15.0 15
  272.06396 25.0 25
  272.9863 10.0 10
  273.05112 15.0 15
  273.07526 1000.0 999
  274.0289 9.0 9
  274.07468 59.0 59
  274.0853 115.0 115
  274.09808 24.0 24
  274.22418 11.0 11
  275.09412 10.0 10
  276.90829 8.0 8
  285.07291 31.0 31
  285.08896 15.0 15
  286.08176 8.0 8
  297.06418 18.0 18
  298.07568 9.0 9
  299.07449 7.0 7
  306.06702 10.0 10
  315.08493 97.0 97
  316.09158 31.0 31
  316.26224 9.0 9
  333.52518 8.0 8
  339.07568 21.0 21
  339.09543 30.0 30
  351.08395 9.0 9
  351.09671 11.0 11
  365.10196 8.0 8
  381.08859 18.0 18
  383.09177 7.0 7
  383.11584 15.0 15
  384.12183 7.0 7
  389.08698 7.0 7
  399.09772 11.0 11
  399.11151 18.0 18
  399.12891 7.0 7
  400.1181 10.0 10
  401.11371 33.0 33
  401.1347 9.0 9
  402.14337 15.0 15
  403.12567 9.0 9
  417.07367 8.0 8
  417.1145 18.0 18
  418.11417 9.0 9
  419.07266 11.0 11
  419.13467 96.0 96
  420.1095 18.0 18
  420.12778 19.0 19
  420.14676 37.0 37
  421.1467 16.0 16
  421.16125 9.0 9
  425.08347 8.0 8
  425.89624 8.0 8
  429.1019 7.0 7
  435.12692 58.0 58
  435.14359 37.0 37
  436.09042 8.0 8
  436.10754 9.0 9
  436.13071 9.0 9
  436.15756 13.0 13
  437.1438 11.0 11
  459.10269 9.0 9
  459.13745 8.0 8
  461.13828 8.0 8
  461.17297 8.0 8
  462.15036 7.0 7
  477.13919 9.0 9
  483.12811 9.0 9
  527.17883 7.0 7
  545.16254 29.0 29
  563.15076 8.0 8
  563.17621 9.0 9
  564.1499 9.0 9
  564.19873 8.0 8
  575.24359 18.0 18
  579.17615 15.0 15
  580.21539 9.0 9
  581.18066 172.0 172
//