ACCESSION: MSBNK-RIKEN-PR305974
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$SPLASH: splash10-004i-0930000000-2f28bd9c0672efa175fb
PK$NUM_PEAK: 60
PK$PEAK: m/z int. rel.int.
  95.02013 82.0 82
  107.04631 49.0 49
  109.02728 160.0 160
  117.03159 115.0 115
  121.0217 49.0 49
  121.02984 108.0 108
  122.03785 52.0 52
  123.04501 204.0 204
  125.02348 1000.0 999
  126.02399 150.0 150
  131.04599 47.0 47
  133.02814 99.0 99
  135.04327 49.0 49
  137.02351 101.0 101
  137.03812 47.0 47
  146.03613 117.0 117
  147.03587 54.0 54
  149.02805 70.0 70
  150.03352 54.0 54
  159.04561 101.0 101
  161.01855 124.0 124
  161.02669 49.0 49
  161.06111 106.0 106
  162.03558 47.0 47
  163.0018 47.0 47
  164.01093 73.0 73
  165.02542 61.0 61
  173.05714 54.0 54
  174.0313 59.0 59
  175.03693 455.0 455
  175.08649 45.0 45
  177.01669 207.0 207
  178.0197 108.0 108
  183.04105 42.0 42
  188.04291 122.0 122
  189.25832 129.0 129
  202.06404 66.0 66
  203.0666 92.0 92
  205.01236 52.0 52
  205.04404 143.0 143
  205.05627 122.0 122
  211.0338 106.0 106
  213.04367 61.0 61
  227.03963 61.0 61
  227.07455 42.0 42
  237.05441 54.0 54
  241.05118 54.0 54
  241.08075 70.0 70
  243.03087 89.0 89
  244.10649 47.0 47
  245.04263 66.0 66
  245.08107 63.0 63
  252.03481 59.0 59
  255.02106 49.0 49
  255.03171 49.0 49
  256.03693 103.0 103
  276.07397 42.0 42
  281.03717 47.0 47
  284.00723 63.0 63
  292.07611 73.0 73
//