ACCESSION: MSBNK-RIKEN-PR309016
RECORD_TITLE: Caffeoyl quinic acid (isomer of 831, 833, 834); 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-2

CH$NAME: Caffeoyl quinic acid (isomer of 831, 833, 834)
CH$COMPOUND_CLASS: Quinic acid and derivatives
CH$FORMULA: C₁₆H₁₈O₉
CH$EXACT_MASS: 354.311
CH$SMILES: O=C(OC1CC(O)(C(=O)O)CC(O)C1(O))C=CC=2C=CC(O)=C(O)C=2
CH$IUPAC: InChI=1S/C16H18O9/c17-9-3-1-8(5-10(9)18)2-4-13(20)25-12-7-16(24,15(22)23)6-11(19)14(12)21/h1-5,11-12,14,17-19,21,24H,6-7H2,(H,22,23)
CH$LINK: INCHIKEY CWVRJTMFETXNAD-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 3.14
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 353.0862

PK$SPLASH: splash10-0006-0900000000-67175558b16239196888
PK$NUM_PEAK: 48
PK$PEAK: m/z int. rel.int.
  77.03882 18.0 2
  85.02613 109.0 12
  85.03051 34.0 4
  87.01004 18.0 2
  93.03453 21.0 2
  94.03906 27.0 3
  106.0377 18.0 2
  107.04952 23.0 3
  109.02855 61.0 7
  111.04558 18.0 2
  112.59417 23.0 3
  127.03986 142.0 16
  128.04207 22.0 2
  129.47221 18.0 2
  133.02428 21.0 2
  133.03609 27.0 3
  135.0444 60.0 7
  136.04146 20.0 2
  136.0507 64.0 7
  137.05579 18.0 2
  138.96643 21.0 2
  141.02232 19.0 2
  147.04573 18.0 2
  153.01984 20.0 2
  161.02034 23.0 3
  161.02745 20.0 2
  162.02852 21.0 2
  171.03081 24.0 3
  173.04991 85.0 9
  177.02013 48.0 5
  178.0291 18.0 2
  179.03429 22.0 2
  179.0437 43.0 5
  180.03282 20.0 2
  190.03645 21.0 2
  190.88503 29.0 3
  191.0549 9022.0 999
  192.06024 684.0 76
  193.05264 78.0 9
  193.94751 19.0 2
  195.04941 18.0 2
  215.05429 19.0 2
  248.65999 18.0 2
  289.07861 18.0 2
  351.0593 18.0 2
  352.07788 38.0 4
  353.08817 1043.0 115
  353.11438 25.0 3
//