ACCESSION: MSBNK-RIKEN-PR311139
RECORD_TITLE: Anthocyanidin base+3O, O-MalonylHex; 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-3

CH$NAME: Anthocyanidin base+3O, O-MalonylHex
CH$COMPOUND_CLASS: Anthocyanidin O-glycosides
CH$FORMULA: C₂₄H₂₄O₁₃
CH$EXACT_MASS: 520.443
CH$SMILES: OC1C(O)C(COC(=O)CC([O-])=O)OC(OC2CC3=C(C=C(O)C=C3O)[O+]=C2C2=CC=C(O)C=C2)C1O
CH$IUPAC: InChI=1S/C24H24O13/c25-11-3-1-10(2-4-11)23-16(7-13-14(27)5-12(26)6-15(13)35-23)36-24-22(33)21(32)20(31)17(37-24)9-34-19(30)8-18(28)29/h1-6,16-17,20-22,24,31-33H,7-9H2,(H3-,25,26,27,28,29)
CH$LINK: INCHIKEY AUERTCYCVFTFJX-UHFFFAOYSA-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 4.88
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 521.1292

PK$SPLASH: splash10-00di-0290020000-0fe3ace9872071cef81f
PK$NUM_PEAK: 25
PK$PEAK: m/z int. rel.int.
  85.02712 18.0 37
  87.00525 20.0 41
  109.02597 24.0 50
  147.04456 18.0 37
  153.01164 77.0 160
  153.02249 98.0 203
  154.0181 17.0 35
  173.05539 24.0 50
  209.0789 17.0 35
  247.99695 19.0 39
  271.05386 19.0 39
  271.07236 59.0 122
  272.05508 44.0 91
  273.07254 482.0 999
  273.08215 192.0 398
  274.08273 97.0 201
  275.07797 19.0 39
  297.08289 30.0 62
  485.07761 18.0 37
  485.10593 24.0 50
  510.414 17.0 35
  519.12378 21.0 44
  520.12415 34.0 70
  521.11646 81.0 168
  521.13367 125.0 259
//