ACCESSION: MSBNK-RIKEN-PR305925
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$SPLASH: splash10-004r-0490400000-159cd5eb2b98f1d986ce
PK$NUM_PEAK: 73
PK$PEAK: m/z int. rel.int.
  109.02116 35.0 35
  122.0342 58.0 58
  123.0408 48.0 48
  125.02094 253.0 253
  125.02618 476.0 476
  126.02538 56.0 56
  146.0397 43.0 43
  161.02388 275.0 275
  162.03505 35.0 35
  165.01132 54.0 54
  173.05789 41.0 41
  175.04111 46.0 46
  179.02451 54.0 54
  179.03209 173.0 173
  187.04369 56.0 56
  200.05444 39.0 39
  201.04811 37.0 37
  203.06931 128.0 128
  205.0162 74.0 74
  212.04474 46.0 46
  215.02161 33.0 33
  221.08661 48.0 48
  229.04463 41.0 41
  229.05519 46.0 46
  230.04976 56.0 56
  243.03351 33.0 33
  244.04114 35.0 35
  245.04831 177.0 177
  245.07025 106.0 106
  245.08234 86.0 86
  246.08052 50.0 50
  247.05496 45.0 45
  256.03091 61.0 61
  256.49298 39.0 39
  257.03497 46.0 46
  257.04691 87.0 87
  259.07758 37.0 37
  263.09241 35.0 35
  269.03607 37.0 37
  273.03879 76.0 76
  281.04492 76.0 76
  281.05893 37.0 37
  284.02188 37.0 37
  287.0531 270.0 270
  288.06299 71.0 71
  289.07327 1000.0 999
  290.07428 48.0 48
  296.03497 39.0 39
  297.03879 45.0 45
  297.07581 45.0 45
  299.05106 123.0 123
  310.11411 37.0 37
  324.0636 39.0 39
  327.09195 46.0 46
  339.06631 37.0 37
  389.06247 41.0 41
  389.07394 43.0 43
  407.07156 387.0 387
  407.0874 305.0 305
  408.07892 72.0 72
  408.10727 37.0 37
  409.06158 37.0 37
  409.09937 46.0 46
  425.06647 33.0 33
  425.09613 255.0 255
  426.09177 229.0 229
  426.10318 82.0 82
  451.09415 100.0 100
  451.12332 43.0 43
  452.10522 95.0 95
  559.14172 37.0 37
  577.10486 37.0 37
  577.13751 243.0 243
//