MassBank Record: MSBNK-RIKEN-PR304021
ACCESSION: MSBNK-RIKEN-PR304021
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: splash10-0a59-0910000000-1268e674d1de8ef92ab5
PK$NUM_PEAK: 122
PK$PEAK: m/z int. rel.int.
77.03285 12.0 12
77.03802 11.0 11
77.04243 5.0 5
79.05522 24.0 24
80.19201 5.0 5
90.98894 5.0 5
91.0514 5.0 5
93.06391 6.0 6
93.07333 25.0 25
103.05256 5.0 5
104.05472 6.0 6
105.05049 6.0 6
105.06567 69.0 69
105.07249 81.0 81
107.02029 5.0 5
107.05043 1000.0 999
108.04581 10.0 10
108.0529 35.0 35
109.06055 17.0 17
115.05469 21.0 21
116.0563 12.0 12
117.06819 10.0 10
119.04832 20.0 20
119.09165 5.0 5
120.05379 5.0 5
121.03499 6.0 6
121.06544 15.0 15
127.05727 10.0 10
128.0547 11.0 11
129.08034 7.0 7
131.03851 5.0 5
131.04933 12.0 12
131.08051 5.0 5
131.08748 7.0 7
131.09451 5.0 5
132.0634 6.0 6
132.08727 14.0 14
133.06462 626.0 625
133.07646 32.0 32
133.10555 5.0 5
133.47635 5.0 5
134.06796 58.0 58
135.04147 6.0 6
135.0479 5.0 5
141.06952 40.0 40
143.04922 6.0 6
144.05646 10.0 10
144.37643 8.0 8
145.04903 6.0 6
145.06409 107.0 107
145.07141 42.0 42
146.06186 16.0 16
146.07013 32.0 32
147.08115 6.0 6
149.04568 5.0 5
149.06564 5.0 5
150.06429 12.0 12
157.0627 10.0 10
159.07985 41.0 41
160.05441 5.0 5
161.0506 11.0 11
161.06236 19.0 19
161.07289 7.0 7
168.08809 6.0 6
168.6954 9.0 9
169.05905 7.0 7
169.07053 7.0 7
173.058 13.0 13
174.0746 5.0 5
187.06232 5.0 5
193.10828 6.0 6
194.07349 5.0 5
200.82912 6.0 6
202.07483 33.0 33
202.08569 16.0 16
203.07851 6.0 6
203.09692 13.0 13
205.10872 6.0 6
206.06012 7.0 7
207.06673 5.0 5
207.08798 6.0 6
208.09477 6.0 6
208.12926 10.0 10
211.07887 5.0 5
215.07133 12.0 12
215.08597 8.0 8
215.101 11.0 11
216.08499 5.0 5
217.0817 8.0 8
217.10356 40.0 40
217.11842 19.0 19
218.08667 5.0 5
219.07936 5.0 5
220.07977 5.0 5
220.0937 23.0 23
221.08865 5.0 5
228.08615 12.0 12
228.10089 18.0 18
231.07797 6.0 6
233.10516 5.0 5
235.07423 5.0 5
235.09633 8.0 8
236.10579 6.0 6
236.12065 11.0 11
236.13213 5.0 5
242.07524 5.0 5
244.06262 5.0 5
244.0851 11.0 11
245.07291 10.0 10
245.08693 5.0 5
245.09778 12.0 12
245.1062 12.0 12
246.08975 6.0 6
246.10506 11.0 11
247.07268 19.0 19
248.07919 16.0 16
248.09058 19.0 19
249.07199 6.0 6
249.08809 5.0 5
261.09537 5.0 5
261.10507 5.0 5
263.11282 7.0 7
//