ACCESSION: MSBNK-RIKEN-PR305946
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$SPLASH: splash10-0kk9-0940000000-952217cbc3c6e83d52c3
PK$NUM_PEAK: 58
PK$PEAK: m/z int. rel.int.
  109.02365 217.0 217
  109.03063 446.0 446
  117.03003 120.0 120
  121.03076 120.0 120
  123.04416 631.0 630
  124.04027 100.0 100
  125.02277 1000.0 999
  126.02275 104.0 104
  133.02382 92.0 92
  133.02913 141.0 141
  135.00781 88.0 88
  139.02136 112.0 112
  140.04214 80.0 80
  150.02853 209.0 209
  151.03325 116.0 116
  151.0416 100.0 100
  157.05356 100.0 100
  161.02086 526.0 525
  161.06041 76.0 76
  162.03386 100.0 100
  162.06787 84.0 84
  163.03392 80.0 80
  165.0121 96.0 96
  165.02005 92.0 92
  168.03874 76.0 76
  173.05415 84.0 84
  173.06203 100.0 100
  175.03204 76.0 76
  175.0426 169.0 169
  176.08173 116.0 116
  178.05843 100.0 100
  179.03842 92.0 92
  183.04536 80.0 80
  187.03554 84.0 84
  188.04538 88.0 88
  198.02382 80.0 80
  202.06445 108.0 108
  203.03708 133.0 133
  203.06833 462.0 462
  204.0798 72.0 72
  205.00618 108.0 108
  205.04584 129.0 129
  211.03757 161.0 161
  214.05476 80.0 80
  215.02957 124.0 124
  221.08197 80.0 80
  227.07637 84.0 84
  228.04623 124.0 124
  228.08063 80.0 80
  232.03343 108.0 108
  245.03911 72.0 72
  245.08569 72.0 72
  246.04691 72.0 72
  255.02948 273.0 273
  256.04037 169.0 169
  256.06241 92.0 92
  279.07324 133.0 133
  281.04166 80.0 80
//