ACCESSION: MSBNK-RIKEN-PR307381
RECORD_TITLE: Paeoniflorin; 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: registered in RIKEN PlaSMA

CH$NAME: Paeoniflorin
CH$NAME: Peoniflorin
CH$NAME: [1aR-(1aalpha,2beta,3aalpha,5alpha,5aalpha,5balpha)]-5b-[(Benzoyloxy)methyl]tetrahydro-5-hydroxy-2-methyl-2,5-methano-1H-3,4-dioxacyclobuta[cd]pentalen-1a(2H)-yl beta-D-glucopyranoside
CH$NAME: (1aR,2S,3aR,5R,5aR,5bS)-5b-[(Benzoyloxy)methyl]tetrahydro-5-hydroxy-2-methyl-2,5-methano-1H-3,4-dioxacyclobuta[cd]pentalen-1a(2H)-yl beta-D-glucopyranoside
CH$COMPOUND_CLASS: Terpene glycosides
CH$FORMULA: C₂₃H₂₈O₁₁
CH$EXACT_MASS: 480.16316
CH$SMILES: C[C@]12C[C@@]3([C@@H]4C[C@]1([C@@]4([C@H](O2)O3)COC(=O)C5=CC=CC=C5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O
CH$IUPAC: InChI=1S/C23H28O11/c1-20-9-22(29)13-7-23(20,32-18-16(27)15(26)14(25)12(8-24)31-18)21(13,19(33-20)34-22)10-30-17(28)11-5-3-2-4-6-11/h2-6,12-16,18-19,24-27,29H,7-10H2,1H3/t12-,13-,14-,15+,16-,18+,19-,20+,21+,22-,23+/m1/s1
CH$LINK: CAS 23180-57-6
CH$LINK: INCHIKEY YKRGDOXKVOZESV-WRJNSLSBSA-N
CH$LINK: PUBCHEM CID:442534

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$CHROMATOGRAPHY: CAPILLARY_VOLTAGE -2.75 kV
AC$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 3.779183
AC$CHROMATOGRAPHY: SOLVENT A water including 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B acetonitrile including 0.1% formic acid

MS$FOCUSED_ION: PRECURSOR_TYPE [M+HCOO]-
MS$FOCUSED_ION: PRECURSOR_M/Z 525.16136455183

PK$SPLASH: splash10-0092-0601910000-322df42dbd5551544257
PK$NUM_PEAK: 35
PK$PEAK: m/z int. rel.int.
  77.0381 5.0 5
  113.02232 12.0 12
  121.02838 709.0 708
  122.03023 39.0 39
  122.03714 10.0 10
  143.03482 8.0 8
  147.02789 5.0 5
  161.04472 15.0 15
  163.03676 13.0 13
  165.05321 193.0 193
  167.07065 9.0 9
  177.05408 26.0 26
  187.04143 6.0 6
  189.04927 8.0 8
  193.0546 7.0 7
  207.06406 8.0 8
  223.05988 9.0 9
  246.7316 7.0 7
  309.09598 9.0 9
  309.10754 8.0 8
  327.10809 239.0 239
  328.11826 20.0 20
  329.10965 20.0 20
  357.13028 7.0 7
  431.12283 11.0 11
  431.14008 20.0 20
  433.15149 10.0 10
  449.14426 1000.0 999
  450.14786 253.0 253
  451.15186 31.0 31
  479.15417 181.0 181
  480.14508 10.0 10
  480.16357 12.0 12
  481.16968 8.0 8
  525.1582 309.0 309
//