ACCESSION: MSBNK-RIKEN-PR309015
RECORD_TITLE: Caffeoyl quinic acid (isomer of 832, 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$NAME: Caffeoyl quinic acid (isomer of 832, 833, 834)
CH$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 2.72
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 353.0868

PK$SPLASH: splash10-002f-0901000000-2624bfbf244b1a54e73a
PK$NUM_PEAK: 45
PK$PEAK: m/z int. rel.int.
  59.01031 17.0 5
  77.03449 18.0 5
  81.03473 16.0 4
  85.02928 111.0 30
  93.03381 47.0 13
  93.03857 23.0 6
  99.04203 17.0 5
  107.0493 34.0 9
  109.62608 24.0 6
  111.04374 57.0 15
  127.03646 44.0 12
  131.55843 16.0 4
  133.02657 118.0 32
  133.03638 34.0 9
  133.09927 16.0 4
  134.02579 25.0 7
  134.036 127.0 34
  134.04744 20.0 5
  134.77055 17.0 5
  135.04462 1412.0 381
  136.04765 136.0 37
  137.02252 16.0 4
  150.03326 24.0 6
  161.02621 167.0 45
  163.03175 16.0 4
  173.04463 59.0 16
  175.04648 38.0 10
  177.02145 109.0 29
  178.01552 48.0 13
  178.02415 32.0 9
  179.03337 2147.0 580
  180.03545 197.0 53
  180.04132 76.0 21
  182.26363 16.0 4
  191.05566 3700.0 999
  191.27718 16.0 4
  191.65567 24.0 6
  192.05106 68.0 18
  192.05887 195.0 53
  193.06076 36.0 10
  212.57744 16.0 4
  232.63354 17.0 5
  306.94073 17.0 5
  352.08554 16.0 4
  353.08765 1455.0 393
//