ACCESSION: MSBNK-RIKEN-PR309382
RECORD_TITLE: Procyanidin C1; 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: Annotation level-1

CH$NAME: Procyanidin C1
CH$COMPOUND_CLASS: Biflavonoids
CH$FORMULA: C₄₅H₃₈O₁₈
CH$EXACT_MASS: 866.781
CH$SMILES: OC9=CC(O)=C2C(OC(C=1C=CC(O)=C(O)C=1)C(O)C2C=8C(O)=CC(O)=C7C=8(OC(C=3C=CC(O)=C(O)C=3)C(O)C7(C6=C(O)C=C(O)C5=C6(OC(C=4C=CC(O)=C(O)C=4)C(O)C5))))=C9
CH$IUPAC: InChI=1S/C45H38O18/c46-18-10-27(54)33-32(11-18)61-42(16-2-5-21(48)25(52)8-16)39(59)37(33)35-29(56)14-30(57)36-38(40(60)43(63-45(35)36)17-3-6-22(49)26(53)9-17)34-28(55)13-23(50)19-12-31(58)41(62-44(19)34)15-1-4-20(47)24(51)7-15/h1-11,13-14,31,37-43,46-60H,12H2
CH$LINK: INCHIKEY MOJZMWJRUKIQGL-UHFFFAOYSA-N

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$CHROMATOGRAPHY: CAPILLARY_VOLTAGE +3.00 kV
AC$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 3.46
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 865.19854

PK$SPLASH: splash10-0170-0292852170-e6a3df953774d6df8f86
PK$NUM_PEAK: 102
PK$PEAK: m/z int. rel.int.
  125.0238 82.0 119
  137.02342 48.0 69
  137.03148 19.0 27
  147.04243 25.0 36
  161.0183 24.0 35
  165.01558 25.0 36
  175.03973 20.0 29
  177.01814 20.0 29
  189.13492 45.0 65
  203.06737 26.0 38
  234.04138 28.0 40
  243.02663 38.0 55
  243.03662 60.0 87
  245.03214 22.0 32
  245.04036 66.0 95
  245.04996 50.0 72
  245.07466 51.0 74
  245.08696 18.0 26
  261.04449 52.0 75
  269.04736 20.0 29
  275.05423 21.0 30
  285.02841 22.0 32
  287.05792 283.0 409
  288.0553 18.0 26
  289.04977 23.0 33
  289.06763 124.0 179
  290.06973 44.0 64
  299.0661 24.0 35
  299.69687 32.0 46
  301.069 20.0 29
  314.06885 20.0 29
  326.0451 33.0 48
  330.08389 27.0 39
  330.25024 18.0 26
  331.07831 20.0 29
  339.08289 38.0 55
  341.0585 25.0 36
  367.03766 25.0 36
  381.06403 26.0 38
  381.10294 27.0 39
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  405.05557 61.0 88
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  407.06424 112.0 162
  407.0871 21.0 30
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  411.09058 37.0 53
  412.06467 27.0 39
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  414.08267 69.0 100
  419.06223 20.0 29
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  616.13855 35.0 51
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  860.14587 25.0 36
  863.18854 25.0 36
  864.1582 25.0 36
  865.20007 691.0 999
//