ACCESSION: MSBNK-RIKEN-PR306233
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$SPLASH: splash10-014i-0900000000-1e288605c4f48af244ee
PK$NUM_PEAK: 58
PK$PEAK: m/z int. rel.int.
87.7373 5.0 5
105.02859 10.0 10
123.00927 5.0 5
124.01113 23.0 23
125.02383 194.0 194
126.02407 16.0 16
126.03088 6.0 6
137.02097 19.0 19
139.03687 7.0 7
149.02718 5.0 5
151.03943 7.0 7
154.992 8.0 8
161.01508 7.0 7
161.02574 30.0 30
163.07863 8.0 8
165.01692 22.0 22
166.99716 19.0 19
168.0092 5.0 5
169.01219 1000.0 999
170.01622 36.0 36
170.06184 7.0 7
171.02307 7.0 7
175.03865 13.0 13
179.02994 15.0 15
179.03708 13.0 13
192.99944 5.0 5
193.00946 11.0 11
201.04346 5.0 5
201.05603 5.0 5
217.05711 6.0 6
220.06511 6.0 6
221.04802 12.0 12
225.05566 8.0 8
226.06285 6.0 6
231.08899 8.0 8
233.08275 7.0 7
238.50217 5.0 5
241.03993 8.0 8
243.04495 5.0 5
246.00635 9.0 9
260.06537 8.0 8
261.07748 8.0 8
287.05585 17.0 17
288.29562 5.0 5
289.07101 10.0 10
299.01816 6.0 6
304.04962 5.0 5
305.065 95.0 95
305.08527 7.0 7
306.06821 7.0 7
313.04773 8.0 8
317.02756 7.0 7
319.0463 5.0 5
320.05551 8.0 8
331.04016 6.0 6
333.0499 7.0 7
457.06528 47.0 47
457.08463 29.0 29
//
