ACCESSION: MSBNK-RIKEN-PR309023
RECORD_TITLE: Dicaffeoyl quinic acid; 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$NAME: Dicaffeoyl quinic acid
CH$COMPOUND_CLASS: Quinic acid and derivatives
CH$FORMULA: C₂₅H₂₄O₁₂
CH$EXACT_MASS: 516.455
CH$SMILES: O=C(OC2CC(OC(=O)C=CC1=CC=C(O)C(O)=C1)(C(=O)O)CC(O)C2(O))C=CC3=CC=C(O)C(O)=C3
CH$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 4.61
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 515.1172

PK$SPLASH: splash10-0gi0-0904050000-b903d84a4968c7b4d961
PK$NUM_PEAK: 59
PK$PEAK: m/z int. rel.int.
  93.03493 83.0 29
  110.48289 17.0 6
  111.03884 20.0 7
  111.04552 16.0 6
  134.02594 16.0 6
  134.0432 18.0 6
  135.04581 228.0 78
  137.01392 32.0 11
  137.0247 20.0 7
  137.03468 33.0 11
  144.91649 29.0 10
  155.03326 143.0 49
  156.03493 29.0 10
  158.03104 16.0 6
  161.02342 39.0 13
  173.04306 2072.0 713
  173.57295 16.0 6
  174.03735 42.0 14
  174.04807 165.0 57
  174.05592 53.0 18
  175.04805 20.0 7
  177.01418 17.0 6
  178.02139 16.0 6
  179.03363 1226.0 422
  180.03503 69.0 24
  181.16312 20.0 7
  191.05484 634.0 218
  192.05666 16.0 6
  192.06331 56.0 19
  193.06519 21.0 7
  198.89919 18.0 6
  203.03371 81.0 28
  204.04475 17.0 6
  211.16351 25.0 9
  213.09032 17.0 6
  255.06503 59.0 20
  257.05783 16.0 6
  294.94879 19.0 7
  300.05994 50.0 17
  317.04099 20.0 7
  317.06454 16.0 6
  318.06439 23.0 8
  334.03809 20.0 7
  335.07602 17.0 6
  336.07434 16.0 6
  351.0553 17.0 6
  351.07941 23.0 8
  352.07767 39.0 13
  353.05328 21.0 7
  353.08542 2040.0 702
  354.09149 350.0 120
  355.08105 54.0 19
  355.10474 16.0 6
  420.1337 22.0 8
  514.07959 18.0 6
  514.09442 16.0 6
  514.13641 17.0 6
  515.07025 17.0 6
  515.11548 2905.0 999
//