ACCESSION: MSBNK-RIKEN-PR305995
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$SPLASH: splash10-0570-0981300000-c10af900951e1d8012c9
PK$NUM_PEAK: 72
PK$PEAK: m/z int. rel.int.
  109.02526 61.0 61
  125.02251 1000.0 999
  126.02567 61.0 61
  137.01973 380.0 380
  138.02278 40.0 40
  138.02997 46.0 46
  151.03683 89.0 89
  151.3844 65.0 65
  159.04166 59.0 59
  161.02139 390.0 390
  162.03065 124.0 124
  163.00781 42.0 42
  163.02567 49.0 49
  164.99835 49.0 49
  175.04086 135.0 135
  176.04082 38.0 38
  177.01784 44.0 44
  179.0275 38.0 38
  179.03636 99.0 99
  188.0369 53.0 53
  202.99855 57.0 57
  203.07794 179.0 179
  204.07658 42.0 42
  205.05296 53.0 53
  206.0126 44.0 44
  215.06889 40.0 40
  229.29779 53.0 53
  240.98792 61.0 61
  241.04448 97.0 97
  245.04253 133.0 133
  245.07375 51.0 51
  245.08812 57.0 57
  246.07947 93.0 93
  246.09032 57.0 57
  247.07678 40.0 40
  253.05307 51.0 51
  254.07225 42.0 42
  255.03552 44.0 44
  256.03647 40.0 40
  257.03461 108.0 108
  259.05472 55.0 55
  268.0405 42.0 42
  269.04233 42.0 42
  271.05774 38.0 38
  273.03891 120.0 120
  277.08078 49.0 49
  281.02994 42.0 42
  283.02472 40.0 40
  285.04611 114.0 114
  286.03513 57.0 57
  287.05356 40.0 40
  289.06812 521.0 520
  289.21979 40.0 40
  290.06686 42.0 42
  290.0809 51.0 51
  297.04355 65.0 65
  299.05545 46.0 46
  300.06216 49.0 49
  309.06659 63.0 63
  310.0416 42.0 42
  329.06314 38.0 38
  339.08109 124.0 124
  339.10034 40.0 40
  357.09857 72.0 72
  371.07028 38.0 38
  405.07794 57.0 57
  407.02228 42.0 42
  407.07217 658.0 657
  408.05978 59.0 59
  408.07852 196.0 196
  409.07401 46.0 46
  539.11102 42.0 42
//