ACCESSION: MSBNK-RIKEN-PR304017
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$SPLASH: splash10-0a59-0910000000-7d286b3ccb99b2014ae9
PK$NUM_PEAK: 119
PK$PEAK: m/z int. rel.int.
  77.03981 29.0 29
  78.04432 6.0 6
  78.76003 6.0 6
  79.05302 39.0 39
  79.06361 6.0 6
  91.05148 38.0 38
  91.05907 9.0 9
  93.0735 6.0 6
  103.05029 27.0 27
  105.07191 227.0 227
  106.06951 6.0 6
  106.07455 8.0 8
  107.00677 16.0 16
  107.02219 9.0 9
  107.03492 8.0 8
  107.04942 1000.0 999
  107.07519 6.0 6
  108.04018 7.0 7
  108.05564 39.0 39
  108.13224 6.0 6
  109.0534 23.0 23
  115.04874 10.0 10
  117.07377 13.0 13
  119.03783 7.0 7
  119.0557 6.0 6
  120.30599 8.0 8
  121.02647 6.0 6
  121.06558 50.0 50
  122.06841 8.0 8
  127.04927 6.0 6
  127.05931 17.0 17
  129.06857 6.0 6
  131.0507 7.0 7
  131.08926 9.0 9
  132.9071 7.0 7
  133.05223 29.0 29
  133.0658 654.0 653
  134.05844 6.0 6
  134.06944 54.0 54
  134.08221 6.0 6
  135.07445 6.0 6
  141.06604 18.0 18
  141.07642 25.0 25
  144.06154 20.0 20
  145.04083 11.0 11
  145.05064 13.0 13
  145.06398 148.0 148
  145.94891 6.0 6
  146.06781 12.0 12
  149.03787 8.0 8
  149.05045 6.0 6
  149.05978 22.0 22
  152.44426 7.0 7
  157.06502 9.0 9
  157.07521 6.0 6
  159.0797 51.0 51
  160.0876 8.0 8
  161.05739 19.0 19
  161.06615 14.0 14
  165.46884 11.0 11
  169.05678 6.0 6
  170.06808 12.0 12
  171.07423 6.0 6
  173.05466 8.0 8
  174.03392 9.0 9
  174.06377 27.0 27
  174.07983 7.0 7
  175.07271 7.0 7
  176.08147 7.0 7
  179.09134 17.0 17
  192.09081 12.0 12
  194.05247 7.0 7
  202.05569 6.0 6
  202.0834 14.0 14
  203.08318 7.0 7
  206.10571 16.0 16
  215.07724 7.0 7
  215.0869 14.0 14
  215.09567 6.0 6
  216.09853 20.0 20
  217.09918 35.0 35
  217.10962 17.0 17
  218.0699 8.0 8
  218.07835 7.0 7
  219.07576 20.0 20
  219.09535 10.0 10
  220.06735 6.0 6
  220.07829 14.0 14
  220.09172 19.0 19
  226.06796 13.0 13
  227.06749 6.0 6
  227.08853 20.0 20
  227.09872 6.0 6
  228.03682 6.0 6
  228.08829 13.0 13
  230.07481 16.0 16
  231.07635 32.0 32
  232.03758 6.0 6
  232.07167 6.0 6
  232.67712 8.0 8
  233.09537 6.0 6
  233.10483 7.0 7
  235.06792 6.0 6
  235.11157 6.0 6
  243.08116 7.0 7
  244.08482 8.0 8
  244.10072 6.0 6
  245.09808 20.0 20
  246.10628 6.0 6
  247.0775 22.0 22
  248.06859 6.0 6
  248.09462 27.0 27
  249.09444 6.0 6
  252.10707 6.0 6
  258.62238 8.0 8
  258.68674 6.0 6
  263.09241 6.0 6
  263.1066 7.0 7
  290.92548 11.0 11
//