ACCESSION: MSBNK-RIKEN-PR308787
RECORD_TITLE: Acacetin-7-O-neohesperidoside; 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$NAME: Fortunellin
CH$NAME: Acacetin-7-O-neohesperidoside
CH$NAME: 5-hydroxy-2-(4-methoxyphenyl)-7-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyl-oxan-2-yl)oxymethyl]oxan-2-yl]oxy-chromen-4-one
CH$NAME: 7-[[2-O-(6-Deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl]oxy]-5-hydroxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one
CH$NAME: Acac-7-Glc-2pp-Man
CH$COMPOUND_CLASS: Flavone O-glycosides
CH$FORMULA: C₂₈H₃₂O₁₄
CH$EXACT_MASS: 592.17921
CH$SMILES: C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC=C(C=C5)OC)O)CO)O)O)O)O)O
CH$IUPAC: InChI=1S/C28H32O14/c1-11-21(32)23(34)25(36)27(38-11)42-26-24(35)22(33)19(10-29)41-28(26)39-14-7-15(30)20-16(31)9-17(40-18(20)8-14)12-3-5-13(37-2)6-4-12/h3-9,11,19,21-30,32-36H,10H2,1-2H3/t11-,19+,21-,22+,23+,24-,25+,26+,27-,28+/m0/s1
CH$LINK: CAS 20633-93-6
CH$LINK: CHEMSPIDER 16498777
CH$LINK: INCHIKEY MLWDGPFGTFOLRJ-CUVHLRMHSA-N
CH$LINK: KNAPSACK C00004206
CH$LINK: PUBCHEM CID:5317385

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 5.27
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 591.17193

PK$SPLASH: splash10-001i-0090010000-2f37fde461d12caf7e84
PK$NUM_PEAK: 43
PK$PEAK: m/z int. rel.int.
  87.0409 20.0 3
  115.03847 23.0 3
  119.02974 19.0 3
  127.03521 26.0 4
  140.62292 28.0 4
  163.05891 20.0 3
  232.70523 23.0 3
  268.03595 970.0 142
  268.76901 20.0 3
  268.84262 24.0 4
  269.03839 152.0 22
  270.03711 18.0 3
  270.33209 20.0 3
  271.75394 28.0 4
  273.17969 23.0 3
  276.27554 32.0 5
  276.31778 36.0 5
  279.06009 31.0 5
  280.88922 24.0 4
  281.04709 33.0 5
  282.05072 28.0 4
  283.03287 23.0 3
  283.05945 6801.0 999
  284.06335 1110.0 163
  285.06262 140.0 21
  287.24673 20.0 3
  288.24597 18.0 3
  296.06787 20.0 3
  297.06909 42.0 6
  298.07095 21.0 3
  300.0271 24.0 4
  307.10202 25.0 4
  311.2692 30.0 4
  325.07516 208.0 31
  326.07422 54.0 8
  353.86096 20.0 3
  367.08508 49.0 7
  375.56104 34.0 5
  405.80801 25.0 4
  471.10568 75.0 11
  472.14096 78.0 11
  590.87683 31.0 5
  591.16962 1590.0 234
//