ACCESSION: MSBNK-RIKEN-PR304025
RECORD_TITLE: Enterolactone; 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$NAME: Enterolactone
CH$COMPOUND_CLASS: Dibenzylbutyrolactone lignans
CH$FORMULA: C₁₈H₁₈O₄
CH$EXACT_MASS: 298.338
CH$SMILES: OC1=CC=CC(C[C@@H]2COC(=O)[C@H]2CC2=CC(O)=CC=C2)=C1
CH$IUPAC: InChI=1S/C18H18O4/c19-15-5-1-3-12(8-15)7-14-11-22-18(21)17(14)10-13-4-2-6-16(20)9-13/h1-6,8-9,14,17,19-20H,7,10-11H2/t14-,17+/m1/s1
CH$LINK: INCHIKEY HVDGDHBAMCBBLR-PBHICJAKSA-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 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 6.179266
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 299.1277855

PK$SPLASH: splash10-0a59-0910000000-94c9c24619ab6c42df52
PK$NUM_PEAK: 82
PK$PEAK: m/z int. rel.int.
  77.03872 22.0 22
  79.05571 6.0 6
  80.05573 7.0 7
  103.05051 11.0 11
  103.05676 11.0 11
  105.05854 6.0 6
  105.06922 166.0 166
  105.08191 10.0 10
  106.0686 11.0 11
  107.00542 9.0 9
  107.03722 10.0 10
  107.04969 1000.0 999
  108.04537 28.0 28
  108.0536 72.0 72
  109.05101 5.0 5
  110.04577 5.0 5
  115.05414 6.0 6
  117.07274 9.0 9
  120.52637 9.0 9
  121.06589 46.0 46
  121.07569 5.0 5
  127.05341 13.0 13
  129.07399 6.0 6
  131.04974 27.0 27
  131.05644 8.0 8
  131.08527 12.0 12
  131.09135 11.0 11
  132.06416 6.0 6
  133.06551 760.0 759
  134.0592 12.0 12
  134.07065 56.0 56
  135.0415 14.0 14
  141.06398 8.0 8
  141.07178 25.0 25
  145.05049 16.0 16
  145.06297 102.0 102
  145.07001 48.0 48
  146.05698 6.0 6
  146.06792 13.0 13
  149.04976 6.0 6
  149.06107 28.0 28
  157.06256 12.0 12
  159.08278 14.0 14
  160.08173 10.0 10
  161.0666 9.0 9
  167.44229 7.0 7
  169.06912 10.0 10
  173.05836 6.0 6
  174.06386 9.0 9
  174.07283 5.0 5
  191.08069 10.0 10
  201.07442 6.0 6
  202.07982 19.0 19
  202.3378 5.0 5
  203.07332 13.0 13
  205.09563 9.0 9
  207.08398 7.0 7
  215.0862 20.0 20
  216.07687 5.0 5
  217.09906 15.0 15
  220.08458 22.0 22
  220.0954 24.0 24
  221.09195 5.0 5
  225.02762 5.0 5
  226.07814 10.0 10
  227.06383 6.0 6
  227.08382 11.0 11
  227.09326 12.0 12
  230.07307 6.0 6
  231.08839 9.0 9
  231.09763 6.0 6
  235.09654 6.0 6
  235.1106 9.0 9
  244.08421 11.0 11
  244.10098 17.0 17
  245.08841 16.0 16
  245.10022 42.0 42
  246.09663 12.0 12
  248.06566 9.0 9
  248.08813 21.0 21
  249.07222 7.0 7
  263.1131 5.0 5
//