ACCESSION: MSBNK-RIKEN-PR308799
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: Annotation level-1
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$COMPOUND_CLASS: Flavanol O-glycosides
CH$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$CHROMATOGRAPHY: CAPILLARY_VOLTAGE +3.00 kV
AC$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 3.47
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 457.07763
PK$SPLASH: splash10-014i-0900000000-a9d8af704cbe8d24b074
PK$NUM_PEAK: 50
PK$PEAK: m/z int. rel.int.
79.02103 24.0 7
95.01726 24.0 7
123.04212 23.0 6
124.01689 26.0 7
125.0229 589.0 162
125.03862 22.0 6
126.02401 64.0 18
133.03131 20.0 6
136.01474 21.0 6
137.02498 34.0 9
139.03365 20.0 6
149.01711 26.0 7
149.05978 47.0 13
161.01967 97.0 27
161.02742 68.0 19
162.02147 22.0 6
165.01743 47.0 13
166.9967 87.0 24
167.03355 34.0 9
169.01358 3629.0 999
169.06769 18.0 5
170.01175 218.0 60
170.03128 61.0 17
171.01649 73.0 20
175.03526 33.0 9
177.04408 20.0 6
178.01799 42.0 12
179.03342 22.0 6
185.03169 32.0 9
193.01128 68.0 19
194.02225 18.0 5
201.04622 26.0 7
219.06567 62.0 17
230.0244 21.0 6
243.06583 23.0 6
245.03786 33.0 9
247.05988 26.0 7
269.04651 25.0 7
275.05371 19.0 5
287.05392 87.0 24
288.06232 22.0 6
305.06241 189.0 52
305.08722 19.0 5
306.06104 52.0 14
306.07538 23.0 6
318.04855 23.0 6
331.04224 77.0 21
456.07324 23.0 6
457.07437 230.0 63
457.09222 127.0 35
//
