ACCESSION: MSBNK-RIKEN-PR306269
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$SPLASH: splash10-016r-0900000000-ffa2384ef9da171e3f97
PK$NUM_PEAK: 49
PK$PEAK: m/z int. rel.int.
54.45483 10.0 10
95.00608 11.0 11
107.0154 23.0 23
111.59571 11.0 11
123.00209 36.0 36
123.04484 10.0 10
124.21024 13.0 13
125.0227 653.0 652
126.02575 33.0 33
137.02516 30.0 30
139.03783 25.0 25
149.02234 11.0 11
157.064 12.0 12
160.01497 13.0 13
161.02405 38.0 38
163.02895 12.0 12
164.01685 12.0 12
165.01767 87.0 87
167.0258 44.0 44
169.01149 1000.0 999
170.01308 35.0 35
171.01527 30.0 30
171.02293 9.0 9
173.0593 9.0 9
177.05974 23.0 23
179.00107 15.0 15
179.03203 11.0 11
179.03828 15.0 15
180.03706 15.0 15
186.01495 13.0 13
186.03276 11.0 11
193.01553 66.0 66
197.05843 26.0 26
201.06247 11.0 11
202.03531 10.0 10
203.03421 9.0 9
204.04196 22.0 22
205.01128 13.0 13
207.02298 9.0 9
219.06958 23.0 23
220.04208 15.0 15
250.03569 14.0 14
257.03995 17.0 17
258.05219 11.0 11
261.07086 9.0 9
271.01248 11.0 11
305.06097 11.0 11
312.04517 12.0 12
331.02954 16.0 16
//
