ACCESSION: MSBNK-RIKEN-PR308714
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: Annotation level-1

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$CHROMATOGRAPHY: CAPILLARY_VOLTAGE +3.00 kV
AC$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 3.78
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 525.16136

PK$SPLASH: splash10-0092-0601910000-ac4a4168fae5b46492b8
PK$NUM_PEAK: 78
PK$PEAK: m/z int. rel.int.
  77.03549 18.0 4
  77.4351 18.0 4
  81.03419 18.0 4
  85.03014 21.0 5
  87.00334 25.0 5
  89.02322 20.0 4
  91.02402 22.0 5
  101.01662 22.0 5
  101.02317 21.0 5
  113.02541 107.0 23
  114.02467 41.0 9
  117.01402 18.0 4
  119.03025 21.0 5
  121.02826 3082.0 672
  121.06049 21.0 5
  122.03162 303.0 66
  123.04884 40.0 9
  125.01981 18.0 4
  125.02887 18.0 4
  134.02975 21.0 5
  141.05704 27.0 6
  147.04268 19.0 4
  149.06142 19.0 4
  151.04846 22.0 5
  161.04562 115.0 25
  163.03406 58.0 13
  163.04051 70.0 15
  165.05412 585.0 128
  167.0607 47.0 10
  167.06546 19.0 4
  169.04192 18.0 4
  177.05319 107.0 23
  177.06389 42.0 9
  178.06494 18.0 4
  179.07423 20.0 4
  183.05992 38.0 8
  193.05032 19.0 4
  195.06854 46.0 10
  211.05753 44.0 10
  221.08514 34.0 7
  222.08946 19.0 4
  227.22928 20.0 4
  245.3951 18.0 4
  250.56248 18.0 4
  251.41837 24.0 5
  256.05133 21.0 5
  279.07687 43.0 9
  283.07828 44.0 10
  298.09244 22.0 5
  309.0853 39.0 9
  313.09064 22.0 5
  327.10706 821.0 179
  328.10315 61.0 13
  328.11279 174.0 38
  336.53604 22.0 5
  357.12357 25.0 5
  358.10184 21.0 5
  358.13284 19.0 4
  362.96997 27.0 6
  382.68073 18.0 4
  431.11447 19.0 4
  431.13257 28.0 6
  431.14566 49.0 11
  432.1395 23.0 5
  432.15707 22.0 5
  449.14389 4583.0 999
  449.19107 18.0 4
  449.22644 21.0 5
  450.14621 995.0 217
  451.14124 77.0 17
  451.16788 38.0 8
  452.14496 21.0 5
  461.14871 22.0 5
  471.20074 31.0 7
  479.15854 758.0 165
  480.1543 73.0 16
  480.1748 62.0 14
  525.16077 1060.0 231
//