ACCESSION: MSBNK-RIKEN-PR306072
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 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 2.8429
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$SPLASH: splash10-004i-0940000000-de9d1e87d6e1b1207978
PK$NUM_PEAK: 78
PK$PEAK: m/z int. rel.int.
  65.03896 52.0 52
  96.04825 52.0 52
  103.04814 91.0 91
  109.02571 101.0 101
  120.01481 58.0 58
  121.0256 58.0 58
  121.03256 60.0 60
  123.01077 49.0 49
  123.04013 132.0 132
  123.04565 122.0 122
  125.02328 1000.0 999
  127.02821 47.0 47
  131.04771 60.0 60
  133.02133 115.0 115
  136.05009 43.0 43
  137.02153 243.0 243
  138.0369 49.0 49
  145.02397 47.0 47
  149.02931 68.0 68
  150.03265 56.0 56
  151.03796 322.0 322
  151.04317 151.0 151
  152.04262 60.0 60
  159.04254 91.0 91
  160.05185 146.0 146
  161.02834 151.0 151
  163.00378 47.0 47
  163.03506 76.0 76
  163.04182 80.0 80
  163.06645 45.0 45
  164.00868 148.0 148
  173.02477 56.0 56
  174.03098 58.0 58
  175.04201 159.0 159
  175.07063 47.0 47
  175.07773 49.0 49
  177.02075 111.0 111
  178.01758 68.0 68
  179.03648 70.0 70
  185.06015 70.0 70
  187.04333 89.0 89
  187.48848 62.0 62
  188.03999 37.0 37
  190.03075 60.0 60
  192.03371 41.0 41
  199.0443 43.0 43
  200.00375 72.0 72
  200.03986 54.0 54
  200.05168 41.0 41
  202.05608 37.0 37
  202.06311 107.0 107
  203.04582 62.0 62
  203.07343 56.0 56
  205.04262 43.0 43
  211.03259 49.0 49
  213.05084 91.0 91
  215.04211 70.0 70
  217.04884 45.0 45
  221.07335 78.0 78
  223.03064 41.0 41
  223.09894 37.0 37
  227.03256 113.0 113
  228.04784 62.0 62
  245.08305 49.0 49
  246.07481 47.0 47
  247.09117 45.0 45
  252.39899 37.0 37
  253.05777 70.0 70
  255.02957 293.0 293
  255.03671 93.0 93
  256.03494 175.0 175
  257.04691 41.0 41
  258.03378 37.0 37
  269.02448 74.0 74
  281.04404 43.0 43
  293.07117 54.0 54
  297.07343 43.0 43
  317.03427 85.0 85
//