ACCESSION: MSBNK-RIKEN-PR306221
RECORD_TITLE: Epigallocatechin-3-gallate; 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$NAME: (-)-Epigallocatechin gallate
CH$NAME: [(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate
CH$NAME: 3-O-Galloyl-(-)-epigallocatechin
CH$NAME: Benzoic acid, 3,4,5-trihydroxy-, (2R,3R)-3,4-dihydro-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-2H-1-benzopyran-3-yl ester
CH$NAME: (-)-Epigallocatechin 3-gallate
CH$NAME: Epigallocatechin-3-monogallate
CH$NAME: (-)-Epigallocatechin 3-O-gallate
CH$NAME: (-)-Epigallocatechol gallate
CH$NAME: Gallic acid, 3-ester with epigallocatechol, (-)-
CH$NAME: L-Epigallocatechin gallate
CH$COMPOUND_CLASS: Catechin gallates
CH$FORMULA: C22H18O11
CH$EXACT_MASS: 458.08491
CH$SMILES: C1[C@H]([C@H](OC2=CC(=CC(=C21)O)O)C3=CC(=C(C(=C3)O)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O
CH$IUPAC: InChI=1S/C22H18O11/c23-10-5-12(24)11-7-18(33-22(31)9-3-15(27)20(30)16(28)4-9)21(32-17(11)6-10)8-1-13(25)19(29)14(26)2-8/h1-6,18,21,23-30H,7H2/t18-,21-/m1/s1
CH$LINK: CAS
989-51-5
CH$LINK: CHEBI
4806
CH$LINK: CHEMSPIDER
58575
CH$LINK: COMPTOX
DTXSID1029889
CH$LINK: INCHIKEY
WMBWREPUVVBILR-WIYYLYMNSA-N
CH$LINK: KEGG
C09731
CH$LINK: LIPIDMAPS
LMPK12030005
CH$LINK: NIKKAJI
J134.058A
CH$LINK: PUBCHEM
CID:65064
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$CHROMATOGRAPHY: CAPILLARY_VOLTAGE -2.75 kV
AC$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 3.467917
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 457.07763494783
PK$SPLASH: splash10-016r-0900000000-fb760ede1f96b6b680f6
PK$NUM_PEAK: 58
PK$PEAK: m/z int. rel.int.
69.03021 11.0 11
79.01719 12.0 12
81.03283 17.0 17
105.03619 20.0 20
107.00881 8.0 8
120.33335 19.0 19
123.00854 8.0 8
124.97427 10.0 10
125.02303 587.0 586
126.02489 63.0 63
127.02934 8.0 8
137.0238 45.0 45
138.02626 12.0 12
139.03378 8.0 8
149.02187 9.0 9
158.03862 8.0 8
161.02171 83.0 83
161.03722 8.0 8
161.05417 14.0 14
162.02641 9.0 9
163.03026 13.0 13
165.01665 23.0 23
166.01993 14.0 14
167.02736 59.0 59
167.03864 51.0 51
168.00162 8.0 8
169.01328 1000.0 999
170.01773 96.0 96
171.0183 10.0 10
172.024 8.0 8
177.02145 8.0 8
177.0463 8.0 8
177.05434 10.0 10
178.05319 9.0 9
179.0302 28.0 28
180.03702 9.0 9
181.01201 8.0 8
187.0414 8.0 8
188.0049 8.0 8
190.02295 9.0 9
191.06902 8.0 8
193.01125 39.0 39
194.02188 8.0 8
197.07237 8.0 8
201.08308 8.0 8
203.03293 11.0 11
205.01541 12.0 12
219.06532 14.0 14
221.04309 25.0 25
225.06161 13.0 13
227.03758 8.0 8
229.004 9.0 9
233.04491 9.0 9
243.0338 9.0 9
245.04236 13.0 13
257.04425 11.0 11
271.02371 8.0 8
305.06744 27.0 27
//
