ACCESSION: MSBNK-RIKEN-PR305953
RECORD_TITLE: Procyanidin B2; 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$NAME: Procyanidin B2
CH$NAME: 4,8'-Bi((+)-epicatechin))
CH$NAME: cis,cis'-4,8'-Bi(3,3',4',5,7-pentahydroxyflavane)
CH$NAME: (-)-Epicatechin-(4-beta-8)-(-)-epicatechin
CH$COMPOUND_CLASS: Biflavonoids and polyflavonoids
CH$FORMULA: C₃₀H₂₆O₁₂
CH$EXACT_MASS: 578.14243
CH$SMILES: C1[C@H]([C@H](OC2=C1C(=CC(=C2[C@@H]3[C@H]([C@H](OC4=CC(=CC(=C34)O)O)C5=CC(=C(C=C5)O)O)O)O)O)C6=CC(=C(C=C6)O)O)O
CH$IUPAC: InChI=1S/C30H26O12/c31-13-7-20(37)24-23(8-13)41-29(12-2-4-16(33)19(36)6-12)27(40)26(24)25-21(38)10-17(34)14-9-22(39)28(42-30(14)25)11-1-3-15(32)18(35)5-11/h1-8,10,22,26-29,31-40H,9H2/t22-,26-,27-,28-,29-/m1/s1
CH$LINK: CAS 29106-49-8
CH$LINK: CHEMSPIDER 109417
CH$LINK: INCHIKEY XFZJEEAOWLFHDH-NFJBMHMQSA-N
CH$LINK: KNAPSACK C00009077
CH$LINK: PUBCHEM CID:122738

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 3.225917
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 577.13514984783

PK$SPLASH: splash10-004r-0490710000-99c9caec46de1450a3ca
PK$NUM_PEAK: 69
PK$PEAK: m/z int. rel.int.
  95.04756 28.0 28
  125.0224 378.0 378
  126.02536 25.0 25
  137.0213 29.0 29
  137.0278 28.0 28
  138.02689 47.0 47
  151.03941 114.0 114
  161.01541 55.0 55
  161.02452 33.0 33
  161.05827 61.0 61
  162.02538 28.0 28
  162.06305 46.0 46
  165.0164 80.0 80
  168.04057 30.0 30
  175.03598 25.0 25
  175.07404 25.0 25
  187.03632 72.0 72
  189.05168 62.0 62
  193.00668 29.0 29
  203.0619 68.0 68
  205.01424 41.0 41
  205.04974 50.0 50
  206.05669 30.0 30
  215.02846 32.0 32
  217.04913 26.0 26
  227.0717 25.0 25
  228.03302 32.0 32
  229.05304 25.0 25
  244.00133 29.0 29
  245.03566 46.0 46
  245.04996 152.0 152
  245.08423 179.0 179
  247.08899 29.0 29
  249.05695 30.0 30
  251.07307 28.0 28
  254.06314 40.0 40
  255.06158 33.0 33
  268.04456 33.0 33
  273.04449 39.0 39
  281.04218 28.0 28
  283.02011 37.0 37
  287.05008 142.0 142
  287.06638 37.0 37
  289.07101 1000.0 999
  290.07953 46.0 46
  293.56723 33.0 33
  297.07156 59.0 59
  299.0419 44.0 44
  301.07318 34.0 34
  316.08713 28.0 28
  332.05997 30.0 30
  339.07959 54.0 54
  343.83398 54.0 54
  362.06778 25.0 25
  381.10062 33.0 33
  407.06705 388.0 388
  407.08374 378.0 378
  408.07117 108.0 108
  408.08121 57.0 57
  409.08078 30.0 30
  425.08362 779.0 778
  426.08688 114.0 114
  451.09467 86.0 86
  452.10928 103.0 103
  453.11322 37.0 37
  467.09219 39.0 39
  560.14832 44.0 44
  577.12311 154.0 154
  577.13885 223.0 223
//