MassBank Record: MSBNK-RIKEN-PR310877
ACCESSION: MSBNK-RIKEN-PR310877
RECORD_TITLE: Isoflavone base + 1O, 2MeO, O-MalonylHex; 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-3
CH$NAME: Isoflavone base + 1O, 2MeO, O-MalonylHex
CH$COMPOUND_CLASS: Isoflavone O-glycosides
CH$FORMULA: C26H26O13
CH$EXACT_MASS: 546.481
CH$SMILES: O=C(O)CC(=O)OCC4OC(OC=1C=C2OC=C(C(=O)C2(=CC=1(OC)))C3=CC=C(OC)C=C3)C(O)C(O)C4(O)
CH$IUPAC: InChI=1S/C26H26O13/c1-34-13-5-3-12(4-6-13)15-10-36-16-8-18(17(35-2)7-14(16)22(15)30)38-26-25(33)24(32)23(31)19(39-26)11-37-21(29)9-20(27)28/h3-8,10,19,23-26,31-33H,9,11H2,1-2H3,(H,27,28)
CH$LINK: INCHIKEY
HOWDEROVXAADRI-UHFFFAOYSA-N
AC$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$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$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$CHROMATOGRAPHY: RETENTION_TIME 5.38
AC$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$FOCUSED_ION: PRECURSOR_M/Z 547.1456
PK$SPLASH: splash10-0002-0091010000-25b9759be4dec97d9531
PK$NUM_PEAK: 112
PK$PEAK: m/z int. rel.int.
51.72048 22.0 1
57.03006 20.0 1
60.40675 18.0 1
127.0349 21.0 1
151.03696 37.0 1
159.71188 17.0 1
166.02571 81.0 3
166.03403 38.0 1
166.13948 17.0 1
166.90828 28.0 1
170.66167 25.0 1
173.56363 21.0 1
174.96799 17.0 1
183.07765 20.0 1
186.94508 28.0 1
187.20358 19.0 1
193.12791 20.0 1
207.05006 19.0 1
214.57256 25.0 1
216.76605 21.0 1
223.05363 20.0 1
227.17267 18.0 1
229.17647 21.0 1
231.78618 23.0 1
238.05708 20.0 1
239.06413 37.0 1
239.07288 65.0 2
240.07074 22.0 1
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240.35551 18.0 1
240.55473 24.0 1
241.05473 32.0 1
241.08009 17.0 1
243.09726 118.0 4
243.34457 35.0 1
244.10278 54.0 2
244.1174 23.0 1
253.04451 31.0 1
254.09372 23.0 1
256.07364 119.0 4
258.08228 38.0 1
267.06372 25.0 1
268.05637 25.0 1
268.07587 21.0 1
268.95731 20.0 1
271.08185 20.0 1
271.09213 30.0 1
271.10556 34.0 1
271.96558 21.0 1
276.95911 17.0 1
283.05164 67.0 2
283.06757 39.0 1
283.96658 22.0 1
283.98059 23.0 1
284.01852 17.0 1
284.03769 29.0 1
284.06818 1067.0 37
284.5101 20.0 1
285.06616 100.0 3
285.07748 109.0 4
286.05252 29.0 1
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292.25732 24.0 1
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299.0452 154.0 5
299.06436 71.0 2
299.09216 28690.0 999
299.14133 252.0 9
299.76904 20.0 1
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300.02179 19.0 1
300.04172 43.0 1
300.09534 5295.0 184
300.17062 21.0 1
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301.09018 367.0 13
301.10135 710.0 25
301.16049 17.0 1
302.10178 39.0 1
302.1163 20.0 1
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305.31284 21.0 1
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330.41708 51.0 2
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547.06781 69.0 2
547.14374 6563.0 229
//