ACCESSION: MSBNK-RIKEN-PR310487
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: Annotation level-1

CH$NAME: Naringin
CH$COMPOUND_CLASS: Flavanone 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 4.38
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 581.18648

PK$SPLASH: splash10-00di-0291310000-a66d2db0844e5bce7898
PK$NUM_PEAK: 108
PK$PEAK: m/z int. rel.int.
  71.0488 37.0 18
  85.02834 80.0 39
  127.04092 18.0 9
  129.05482 179.0 88
  130.05278 17.0 8
  130.05954 24.0 12
  133.26132 24.0 12
  137.05757 51.0 25
  147.04013 48.0 23
  147.06003 17.0 8
  147.06998 19.0 9
  148.04814 20.0 10
  153.01665 247.0 121
  153.02721 85.0 42
  154.01434 25.0 12
  165.01387 21.0 10
  195.01372 18.0 9
  195.03232 230.0 113
  195.04451 25.0 12
  196.03038 40.0 20
  205.00735 24.0 12
  219.0155 81.0 40
  219.03087 40.0 20
  219.04922 36.0 18
  231.04031 39.0 19
  231.08287 19.0 9
  232.02452 25.0 12
  235.06656 39.0 19
  237.03102 19.0 9
  243.02702 26.0 13
  243.06766 20.0 10
  244.04472 24.0 12
  245.04004 17.0 8
  245.0498 20.0 10
  249.04507 18.0 9
  261.01715 21.0 10
  261.03018 22.0 11
  261.0433 22.0 11
  263.05496 43.0 21
  271.0607 266.0 130
  272.04175 48.0 23
  272.06741 100.0 49
  273.0484 18.0 9
  273.0755 2042.0 999
  274.0759 348.0 170
  274.0925 37.0 18
  281.05493 17.0 8
  281.07056 26.0 13
  282.05588 24.0 12
  282.23315 20.0 10
  285.08633 17.0 8
  286.07538 40.0 20
  297.05957 21.0 10
  297.07495 17.0 8
  301.48895 17.0 8
  309.1217 27.0 13
  315.0863 210.0 103
  315.10178 41.0 20
  316.0874 17.0 8
  316.09802 20.0 10
  339.07693 21.0 10
  339.0957 21.0 10
  365.08591 18.0 9
  366.07101 23.0 11
  369.09579 21.0 10
  373.08221 21.0 10
  381.08887 44.0 22
  381.10635 71.0 35
  382.10333 24.0 12
  382.85699 29.0 14
  383.11047 52.0 25
  384.11798 19.0 9
  399.09979 41.0 20
  401.1055 21.0 10
  401.12354 149.0 73
  417.11075 52.0 25
  417.12564 22.0 11
  417.77493 20.0 10
  418.13852 80.0 39
  419.05432 18.0 9
  419.08948 20.0 10
  419.12762 466.0 228
  420.13419 26.0 13
  420.1442 58.0 28
  425.11789 21.0 10
  435.13361 303.0 148
  435.34 32.0 16
  436.12839 20.0 10
  436.1423 27.0 13
  437.12537 33.0 16
  437.15027 43.0 21
  441.0954 21.0 10
  443.13931 17.0 8
  459.13834 18.0 9
  461.14316 43.0 21
  498.14127 18.0 9
  528.16541 17.0 8
  545.14496 17.0 8
  545.1601 22.0 11
  545.18781 18.0 9
  546.16779 17.0 8
  564.17554 17.0 8
  565.18201 17.0 8
  566.18304 18.0 9
  579.19086 19.0 9
  580.17352 127.0 62
  581.15222 19.0 9
  581.18732 183.0 90
//