ACCESSION: MSBNK-RIKEN-PR302396
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$SPLASH: splash10-004r-0690000000-43a56792e2f0bd01049b
PK$NUM_PEAK: 64
PK$PEAK: m/z int. rel.int.
  113.01699 55.0 55
  123.0409 50.0 50
  123.04762 204.0 204
  127.03752 1000.0 999
  127.04683 287.0 287
  128.62956 55.0 55
  135.03706 169.0 169
  139.03036 97.0 97
  139.03999 191.0 191
  139.04822 97.0 97
  151.03964 47.0 47
  163.03026 227.0 227
  163.04822 249.0 249
  167.0405 86.0 86
  177.0482 50.0 50
  181.0381 102.0 102
  182.06096 72.0 72
  194.0695 61.0 61
  203.06099 55.0 55
  206.06819 52.0 52
  229.0636 155.0 155
  233.04265 94.0 94
  234.03856 69.0 69
  243.05241 50.0 50
  243.06525 50.0 50
  244.06865 47.0 47
  245.03847 50.0 50
  245.04996 193.0 193
  247.05646 157.0 157
  247.07346 116.0 116
  249.09145 86.0 86
  257.04172 174.0 174
  257.05957 77.0 77
  259.05548 50.0 50
  259.07452 52.0 52
  261.07791 102.0 102
  271.04526 180.0 180
  271.05948 116.0 116
  271.07294 144.0 144
  272.07504 135.0 135
  275.0405 329.0 329
  275.09409 102.0 102
  278.07745 50.0 50
  283.02393 77.0 77
  283.07141 75.0 75
  284.05289 298.0 298
  285.0751 50.0 50
  287.01993 50.0 50
  287.05267 384.0 384
  287.07632 202.0 202
  288.04871 273.0 273
  289.07593 116.0 116
  289.08673 113.0 113
  291.08087 146.0 146
  299.03809 75.0 75
  301.05856 75.0 75
  302.08163 58.0 58
  303.082 58.0 58
  325.08029 66.0 66
  409.08987 133.0 133
  409.11594 105.0 105
  411.11487 97.0 97
  427.11795 58.0 58
  428.04349 83.0 83
//