ACCESSION: MSBNK-RIKEN-PR305967
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$SPLASH: splash10-004s-0791100000-2e10f59e80353525133c
PK$NUM_PEAK: 70
PK$PEAK: m/z int. rel.int.
  95.73576 35.0 35
  109.02628 35.0 35
  122.02657 59.0 59
  125.02242 1000.0 999
  126.02866 130.0 130
  133.02527 39.0 39
  137.02368 136.0 136
  139.03835 55.0 55
  151.03346 35.0 35
  152.03513 47.0 47
  161.0153 138.0 138
  161.02864 79.0 79
  161.03871 122.0 122
  161.0515 49.0 49
  162.02769 132.0 132
  164.0114 55.0 55
  165.0204 35.0 35
  167.02971 41.0 41
  175.03812 39.0 39
  177.01668 57.0 57
  177.02284 122.0 122
  179.02888 86.0 86
  179.03683 63.0 63
  188.04662 35.0 35
  200.00784 35.0 35
  201.0901 39.0 39
  203.06477 202.0 202
  203.07787 55.0 55
  205.00751 71.0 71
  205.05095 104.0 104
  206.05542 49.0 49
  216.02126 39.0 39
  219.05273 57.0 57
  228.0681 53.0 53
  230.05779 51.0 51
  244.07512 39.0 39
  245.03384 37.0 37
  245.04688 196.0 196
  245.0744 157.0 157
  245.09024 198.0 198
  247.05812 41.0 41
  253.05853 39.0 39
  255.02032 79.0 79
  255.0583 75.0 75
  257.03778 96.0 96
  271.05902 55.0 55
  272.07706 39.0 39
  273.04108 128.0 128
  281.04672 193.0 193
  285.04813 51.0 51
  287.0542 49.0 49
  287.0654 41.0 41
  289.07266 552.0 551
  289.0983 55.0 55
  290.07156 51.0 51
  290.08157 100.0 100
  291.08002 39.0 39
  297.03635 45.0 45
  297.06277 35.0 35
  310.03702 37.0 37
  339.06519 65.0 65
  339.086 83.0 83
  340.09088 41.0 41
  340.10229 41.0 41
  346.07797 49.0 49
  348.07166 45.0 45
  391.06583 37.0 37
  407.08673 363.0 363
  408.06934 63.0 63
  408.0845 134.0 134
//