ACCESSION: MSBNK-RIKEN-PR305939
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$SPLASH: splash10-0a70-0790300000-c7354c9e3a70e4d0314a
PK$NUM_PEAK: 66
PK$PEAK: m/z int. rel.int.
  117.32518 47.0 47
  123.07261 39.0 39
  125.02261 1000.0 999
  135.03894 49.0 49
  136.04294 41.0 41
  137.02315 138.0 138
  137.03154 49.0 49
  140.04536 37.0 37
  149.02238 39.0 39
  151.04167 220.0 220
  159.04608 60.0 60
  160.04625 37.0 37
  161.01956 76.0 76
  161.03027 86.0 86
  164.01195 58.0 58
  165.01982 111.0 111
  167.02425 56.0 56
  177.02785 51.0 51
  177.04836 39.0 39
  179.03944 136.0 136
  180.04355 60.0 60
  187.04231 45.0 45
  199.0847 76.0 76
  202.06203 37.0 37
  203.0795 53.0 53
  205.00952 41.0 41
  205.02521 41.0 41
  205.05122 152.0 152
  215.03638 41.0 41
  217.03947 49.0 49
  217.05438 39.0 39
  227.07391 35.0 35
  230.05359 58.0 58
  230.06638 49.0 49
  243.02754 86.0 86
  245.03485 89.0 89
  245.08005 307.0 307
  247.04295 60.0 60
  247.05811 76.0 76
  253.05608 47.0 47
  255.05586 43.0 43
  256.03305 161.0 161
  257.04614 41.0 41
  259.01599 53.0 53
  271.05487 126.0 126
  273.03983 51.0 51
  273.05258 53.0 53
  281.0441 35.0 35
  282.03873 43.0 43
  285.03464 148.0 148
  288.98462 39.0 39
  289.03949 64.0 64
  289.0675 553.0 552
  289.10199 35.0 35
  290.07736 101.0 101
  297.02942 56.0 56
  297.05655 58.0 58
  300.04962 47.0 47
  310.06693 43.0 43
  339.0853 121.0 121
  389.06613 41.0 41
  406.98099 39.0 39
  407.08063 741.0 740
  408.05933 35.0 35
  408.08072 270.0 270
  452.1221 47.0 47
//