ACCESSION: MSBNK-RIKEN-PR302353
RECORD_TITLE: Procyanidin B1; 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$NAME: Procyanidin B1
CH$NAME: cis,trans''-4,8''-Bi-(3,3',4',5,7-pentahydroxyflavane)
CH$NAME: (-)-Epicatechin-(4-beta-8)-(+)-catechin
CH$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+/m0/s1
CH$LINK: CAS 20315-25-7
CH$LINK: CHEMSPIDER 9425166
CH$LINK: INCHIKEY XFZJEEAOWLFHDH-UKWJTHFESA-N
CH$LINK: KNAPSACK C00009075
CH$LINK: PUBCHEM CID:11250133

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 POSITIVE
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$CHROMATOGRAPHY: CAPILLARY_VOLTAGE +3.00 kV
AC$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 2.801367
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 579.1497027

PK$SPLASH: splash10-004i-0790000000-1292e386b6ff72df4d9d
PK$NUM_PEAK: 71
PK$PEAK: m/z int. rel.int.
  123.0371 95.0 95
  123.04608 38.0 38
  124.048 40.0 40
  127.04006 1000.0 999
  135.04271 41.0 41
  135.04927 130.0 130
  137.01765 38.0 38
  139.03873 354.0 354
  139.04741 56.0 56
  140.03154 27.0 27
  140.0576 62.0 62
  148.04947 35.0 35
  151.03915 37.0 37
  152.57437 27.0 27
  163.03868 260.0 260
  165.05643 52.0 52
  166.79964 33.0 33
  167.0257 33.0 33
  177.04715 52.0 52
  187.01567 37.0 37
  187.0351 44.0 44
  191.0394 63.0 63
  200.87277 68.0 68
  201.05569 83.0 83
  202.95972 68.0 68
  205.04927 90.0 90
  206.0468 33.0 33
  215.0683 41.0 41
  227.04227 60.0 60
  229.05629 63.0 63
  233.03421 44.0 44
  233.0471 81.0 81
  233.9512 46.0 46
  243.0759 87.0 87
  245.04402 33.0 33
  245.05731 48.0 48
  247.04843 95.0 95
  247.06096 95.0 95
  248.07448 46.0 46
  250.0453 38.0 38
  250.08247 44.0 44
  255.04683 54.0 54
  257.03165 37.0 37
  257.04752 148.0 148
  259.05798 186.0 186
  260.03629 46.0 46
  269.04788 41.0 41
  271.05655 227.0 227
  271.07288 32.0 32
  272.04559 59.0 59
  272.05991 62.0 62
  272.07004 63.0 63
  275.05798 281.0 281
  276.06021 90.0 90
  277.05661 38.0 38
  283.05942 149.0 149
  285.07922 37.0 37
  287.04736 110.0 110
  287.06601 124.0 124
  288.04932 41.0 41
  289.07419 105.0 105
  291.07721 29.0 29
  299.04523 33.0 33
  302.07605 122.0 122
  311.0676 40.0 40
  312.06128 51.0 51
  393.08817 57.0 57
  409.09238 208.0 208
  410.11072 43.0 43
  411.0849 43.0 43
  411.10553 32.0 32
//