ACCESSION: MSBNK-RIKEN-PR306025
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$SPLASH: splash10-01t9-0930000000-8124f1054250a4ea3c69
PK$NUM_PEAK: 101
PK$PEAK: m/z int. rel.int.
  71.0509 41.0 41
  81.02955 44.0 44
  83.0105 35.0 35
  93.03585 48.0 48
  97.02739 32.0 32
  105.03706 44.0 44
  107.05224 40.0 40
  109.02576 170.0 170
  110.02834 51.0 51
  110.03451 33.0 33
  117.03118 38.0 38
  121.02881 111.0 111
  121.06835 38.0 38
  122.03123 37.0 37
  122.03809 49.0 49
  123.03767 43.0 43
  123.04697 233.0 233
  125.02401 1000.0 999
  126.02155 65.0 65
  126.02843 63.0 63
  127.02361 33.0 33
  131.04636 30.0 30
  133.02803 44.0 44
  135.03723 33.0 33
  136.98824 32.0 32
  137.02135 76.0 76
  137.02911 46.0 46
  138.02113 37.0 37
  138.0349 29.0 29
  139.03284 56.0 56
  139.04398 29.0 29
  141.90742 29.0 29
  143.0515 117.0 117
  145.02518 51.0 51
  146.04694 35.0 35
  149.02702 87.0 87
  150.03575 32.0 32
  151.04031 238.0 238
  159.04088 40.0 40
  161.02345 310.0 310
  161.05873 65.0 65
  162.02931 130.0 130
  162.99597 32.0 32
  163.03226 30.0 30
  164.01006 200.0 200
  165.01372 29.0 29
  165.02428 29.0 29
  165.05515 105.0 105
  172.04105 49.0 49
  174.06972 49.0 49
  175.04033 105.0 105
  176.01003 33.0 33
  176.05353 46.0 46
  177.01648 151.0 151
  177.04971 38.0 38
  178.02115 35.0 35
  184.05101 32.0 32
  184.05646 52.0 52
  185.05568 38.0 38
  185.48213 30.0 30
  187.03847 106.0 106
  187.04662 40.0 40
  188.04082 95.0 95
  189.0602 59.0 59
  192.69876 62.0 62
  203.0013 29.0 29
  203.02977 35.0 35
  203.07037 287.0 287
  205.04337 52.0 52
  213.05031 33.0 33
  213.05879 63.0 63
  214.05963 70.0 70
  217.05281 32.0 32
  226.02972 43.0 43
  227.02855 29.0 29
  229.05585 63.0 63
  231.01483 29.0 29
  233.03955 40.0 40
  238.05084 48.0 48
  238.33186 33.0 33
  239.02831 43.0 43
  243.02165 68.0 68
  243.03426 113.0 113
  251.91106 29.0 29
  252.50581 46.0 46
  253.83716 38.0 38
  255.03136 167.0 167
  255.06253 32.0 32
  256.02982 32.0 32
  256.04355 103.0 103
  257.03986 100.0 100
  262.06616 52.0 52
  263.92508 32.0 32
  267.10056 41.0 41
  269.03714 41.0 41
  281.04529 76.0 76
  294.02145 40.0 40
  303.06525 29.0 29
  343.06247 40.0 40
  349.06561 40.0 40
  455.09073 38.0 38
//