Compound Summary
(−)-epicatechin gallate
Compound Information
(−)-epicatechin gallate
Compound Name: | (−)-epicatechin gallate |
Compound CID: | 107905 |
Synonyms: | (-)-Epicatechin gallate 1257-08-5 Epicatechin gallate (-)-Epicatechin-3-O-gallate (-)-epicatechingallate More... |
Iupac Name: | [(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate |
InChI: | InChI=1S/C22H18O10/c23-11-6-14(25)12-8-19(32-22(30)10-4-16(27)20(29)17(28)5-10)21(31-18(12)7-11)9-1-2-13(24)15(26)3-9/h1-7,19,21,23-29H,8H2/t19-,21-/m1/s1 |
InChIKey: | LSHVYAFMTMFKBA-TZIWHRDSSA-N |
Canonical Smiles: | C1C(C(OC2=CC(=CC(=C21)O)O)C3=CC(=C(C=C3)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O |
Isomeric Smiles: | C1[C@H]([C@H](OC2=CC(=CC(=C21)O)O)C3=CC(=C(C=C3)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O |
Molecular Weight: | 442.4 |
Molecular Formula: | C22H18O10 |
Compound Structure
2D Structure:
3D Structure:
Computed Properties
(−)-epicatechin gallate
Molecular Weight: | 442.4 |
Molecular Formula: | C22H18O10 |
Hydrogen Bond Donor Count: | 7 |
Hydrogen Bond Acceptor Count: | 10 |
Rotatable Bond Count: | 4 |
Heavy Atom Count: | 32 |
Complexity: | 649 |
Synonyms
(−)-epicatechin gallate
| (−)-epicatechin gallate | (−)-epicatechin gallate |
|---|---|
(-)-Epicatechin gallate |
1257-08-5 |
Epicatechin gallate |
(-)-Epicatechin-3-O-gallate |
(-)-epicatechingallate |
(-)-Epicatechin-3-gallate |
L-Epicatechin gallate |
epicatechin monogallate |
Teatannin |
(-)-Epicatechin 3-O-gallate |
ECG |
Epicatechol, gallate |
3-O-Galloylepicatechin |
(-)-cis-3,3,4,5,7-Pentahydroxyflavane 3-gallate |
(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl 3,4,5-trihydroxybenzoate |
3-Gallate(-)-Epicatechol |
(-)-Epicatechin 3-gallate |
CHEMBL36327 |
epicatechin-3-O-gallate |
CHEBI:70255 |
92587OVD8Z |
Epicatechin-3-galloyl ester |
(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychroman-3-yl 3,4,5-trihydroxybenzoate |
Benzoic acid, 3,4,5-trihydroxy-, (2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-5,7-dihydroxy-2H-1-benzopyran-3-yl ester |
Epicatechin 3-gallate |
epi-Catechin 3-O-gallate |
epicatechin gallate, (2R-cis)-isomer |
NSC 636594 |
UNII-92587OVD8Z |
NSC636594 |
(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl 3,4,5-trihydroxybenzoate |
Epicatechol, 3-gallate, (-)- |
NSC-636594 |
MFCD00075936 |
(-)epicatechingallate |
Spectrum_000314 |
L-ECG |
SpecPlus_000275 |
(-) epicatechin gallate |
epicatechin-gallate-(-) |
Spectrum2_000165 |
Spectrum3_000246 |
Spectrum4_001540 |
Spectrum5_000080 |
(-)-cis-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-1(2H)-benzopyran-3,5,7-triol 3-gallate |
(?)-Epicatechin 3-gallate |
SCHEMBL39047 |
BSPBio_001632 |
EPICATECHOL 3-GALLATE |
KBioGR_001980 |
KBioSS_000794 |
SPECTRUM210238 |
Benzoic acid, 3,4,5-trihydroxy-, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-5,7-dihydroxy-2H-1-benzopyran-3-yl ester, (2R-cis)- |
DivK1c_006371 |
EPICATECHINGALLATE, L- |
SPBio_000029 |
(-)EPICATECHIN GALLATE |
MEGxp0_000810 |
EPICATECHIN 3-O-GALLATE |
KBio1_001315 |
KBio2_000794 |
KBio2_003362 |
KBio2_005930 |
KBio3_001132 |
DTXSID70925231 |
3,4,5-Trihydroxy-benzoic acid 2-(3,4-dihydroxy-phenyl)-5,7-dihydroxy-chroman-3-yl ester |
HY-N0002 |
ZINC3978503 |
BDBM50153015 |
CCG-38376 |
LMPK12020090 |
s3925 |
AKOS015965216 |
AC-6037 |
AM84365 |
CS-3761 |
SDCCGMLS-0066549.P001 |
(-)-EPI CATECHIN-3-O-GALLATE |
(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-chroman-3-yl 3,4,5-trihydroxybenzoate |
NCGC00179135-01 |
AS-15722 |
E0890 |
257E085 |
SR-05000002675 |
Q-200002 |
Q5382492 |
SR-05000002675-1 |
BRD-K50660797-001-01-0 |
BRD-K50660797-001-03-6 |
(-)-Epicatechin gallate, >=98% (HPLC), from green tea |
Epicatechin gallate, primary pharmaceutical reference standard |
(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychroman-3-yl 3,4,5-trihydroxybenzoate |
rel-(2R,3R)-2-(3,4-Dihydroxyphenyl)-5,7-dihydroxychroman-3-yl 3,4,5-trihydroxybenzoate |
(2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoate |
3,4,5-Trihydroxy-benzoic acid (2R,3R)-2-(3,4-dihydroxy-phenyl)-5,7-dihydroxy-chroman-3-yl ester |
Benzoic acid, 3,4,5-trihydroxy-, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-5,7- dihydroxy-2H-1-benzopyran-3-yl ester, (-)-cis- |
Experimental Data
(−)-epicatechin gallate
| Species | Dose | Unit | Control(Avg days) | Treatment(Avg days) | Avg/Med Lifespan Change(%) | Control(Max days) | Treatment(Max days) | Max Lifespan Change(%) | Significant | Strain | Gender | PubMed | Avg/Med Lifespan Change tab |
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Caenorhabditis elegans | 400.000000000000000 | umol/L | 18.300000000000000 | 19.800000000000000 | 0.080000000000000 | Unclear | N2 | 35968754 | |||||
| Caenorhabditis elegans | 100.000000000000000 | umol/L | 18.300000000000000 | 21.600000000000000 | 0.180000000000000 | Unclear | N2 | 35968754 | |||||
| Caenorhabditis elegans | 200.000000000000000 | umol/L | 18.300000000000000 | 22.400000000000000 | 0.220000000000000 | Unclear | N2 | 35968754 | |||||
| Caenorhabditis elegans | 1000.000000000000000 | umol/L | 18.300000000000000 | 15.200000000000000 | -0.170000000000000 | Unclear | N2 | 35968754 | Inactive | ||||
| Caenorhabditis elegans | 50.000000000000000 | umol/L | 18.300000000000000 | 21.200000000000000 | 0.160000000000000 | Unclear | N2 | 35968754 |
Experimental Data Visualization
(−)-epicatechin gallate
Statistics Data
(−)-epicatechin gallate
| Species | Avg/Med Lifespan Change(%) | Max Lifespan Change(%) | Count Reference | Count Data point |
|---|---|---|---|---|
| Caenorhabditis elegans | 0.220000000000000 | 1 | 5 |
Statistics Data Visualization
(−)-epicatechin gallate
