ACCESSION: MSBNK-RIKEN-PR308724
RECORD_TITLE: Cynarin; 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$NAME: Cynarin
CH$COMPOUND_CLASS: Quinic acid and derivatives
CH$FORMULA: C₂₅H₂₄O₁₂
CH$EXACT_MASS: 516.455
CH$SMILES: OC1CC(CC(OC(=O)C=CC2=CC=C(O)C(O)=C2)C1O)(OC(=O)C=CC1=CC=C(O)C(O)=C1)C(O)=O
CH$IUPAC: InChI=1S/C25H24O12/c26-15-5-1-13(9-17(15)28)3-7-21(31)36-20-12-25(24(34)35,11-19(30)23(20)33)37-22(32)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-30,33H,11-12H2,(H,34,35)
CH$LINK: INCHIKEY YDDUMTOHNYZQPO-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 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 3.49
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 515.1195

PK$SPLASH: splash10-0gdl-0902030000-1cd136d6d5e8ff3de06a
PK$NUM_PEAK: 42
PK$PEAK: m/z int. rel.int.
  109.02831 29.0 25
  133.02788 18.0 16
  134.0343 48.0 42
  135.04533 240.0 208
  135.05598 29.0 25
  136.04865 38.0 33
  137.02188 18.0 16
  137.04713 18.0 16
  153.05765 28.0 24
  155.0318 24.0 21
  155.03952 21.0 18
  161.02341 77.0 67
  162.02243 18.0 16
  162.03685 46.0 40
  173.03806 44.0 38
  173.05054 18.0 16
  174.0442 21.0 18
  175.14337 19.0 17
  176.04572 24.0 21
  177.01886 125.0 109
  178.01738 20.0 17
  178.02583 34.0 30
  179.03378 981.0 852
  180.0374 43.0 37
  188.84731 22.0 19
  191.05579 1019.0 885
  193.05313 19.0 17
  193.06482 19.0 17
  227.06131 20.0 17
  274.18387 18.0 16
  291.08954 20.0 17
  295.06714 21.0 18
  307.08121 21.0 18
  335.08594 202.0 175
  336.08279 21.0 18
  351.06894 48.0 42
  353.08905 656.0 570
  354.08981 54.0 47
  513.09802 59.0 51
  514.11121 93.0 81
  514.13 17.0 15
  515.12164 1150.0 999
//