Drug Information

Drug General Information
Drug ID
D0E9DB
Former ID
DNC006617
Drug Name
EPIGALOCATECHIN GALLATE
Drug Type
Small molecular drug
Indication Discovery agent Investigative [526128]
Structure
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2D MOL

3D MOL
Formula
C22H18O11
Canonical SMILES
C1C(C(OC2=CC(=CC(=C21)O)O)C3=CC(=C(C(=C3)O)O)O)OC(=O)C4<br />=CC(=C(C(=C4)O)O)O
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
InChIKey
WMBWREPUVVBILR-WIYYLYMNSA-N
PubChem Compound ID
65064
Target and Pathway
Target(s) Beta-hydroxyacyl-acp dehydratase Target Info Inhibitor [528213]
Fatty acid synthase Target Info Inhibitor [528213]
HIV-1 reverse transcriptase Target Info Inhibitor [526160]
3-oxoacyl-[acyl-carrier protein] reductase Target Info Inhibitor [528213]
Matrix metalloproteinase-14 Target Info Inhibitor [530210]
Enoyl-ACP reductase Target Info Inhibitor [528645]
72 kDa type IV collagenase Target Info Inhibitor [530210]
Squalene monooxygenase Target Info Inhibitor [526128]
Leukocyte elastase Target Info Inhibitor [530569]
BioCyc Pathway Fatty acid biosynthesis initiation
Fatty acid elongation -- saturated
Palmitate biosynthesis
KEGG Pathway Fatty acid biosynthesis
Biotin metabolism
Metabolic pathways
Fatty acid metabolismhsa00061:Fatty acid biosynthesis
Metabolic pathways
Fatty acid metabolism
AMPK signaling pathway
Insulin signaling pathwayhsa04668:TNF signaling pathway
GnRH signaling pathwayhsa04670:Leukocyte transendothelial migration
GnRH signaling pathway
Estrogen signaling pathway
Pathways in cancer
Proteoglycans in cancer
Bladder cancersce00100:Steroid biosynthesis
Sesquiterpenoid and triterpenoid biosynthesis
Metabolic pathways
Biosynthesis of secondary metabolites
Biosynthesis of antibioticshsa05202:Transcriptional misregulation in cancer
Systemic lupus erythematosus
NetPath Pathway Leptin Signaling Pathway
TCR Signaling Pathway
ID Signaling Pathway
PANTHER Pathway Alzheimer disease-presenilin pathwayP00004:Alzheimer disease-presenilin pathway
Pathway Interaction Database p73 transcription factor network
Validated transcriptional targets of deltaNp63 isoformshif2pathway:HIF-2-alpha transcription factor network
Signaling events mediated by focal adhesion kinaselysophospholipid_pathway:LPA receptor mediated events
Plasma membrane estrogen receptor signaling
Osteopontin-mediated events
Validated transcriptional targets of AP1 family members Fra1 and Fra2
Angiopoietin receptor Tie2-mediated signaling
Direct p53 effectors
amb2 Integrin signaling
ATF-2 transcription factor network
FOXM1 transcription factor network
Regulation of nuclear beta catenin signaling and target gene transcription
Syndecan-2-mediated signaling eventsupa_upar_pathway:Urokinase-type plasminogen activator (uPA) and uPAR-mediated signaling
C-MYB transcription factor network
PathWhiz Pathway Fatty Acid BiosynthesisPW000050:Steroid Biosynthesis
Reactome ChREBP activates metabolic gene expression
Activation of gene expression by SREBF (SREBP)
Fatty Acyl-CoA BiosynthesisR-HSA-1442490:Collagen degradation
Degradation of the extracellular matrix
Activation of Matrix MetalloproteinasesR-HSA-1442490:Collagen degradation
Activation of Matrix Metalloproteinases
Regulation of Insulin-like Growth Factor (IGF) transport and uptake by Insulin-like Growth Factor Binding Proteins (IGFBPs)
EPH-ephrin mediated repulsion of cellsR-HSA-191273:Cholesterol biosynthesis
Activation of gene expression by SREBF (SREBP)R-HSA-1442490:Collagen degradation
WikiPathways Fatty Acid Biosynthesis
Nuclear Receptors Meta-Pathway
Liver X Receptor Pathway
Activation of Gene Expression by SREBP (SREBF)
SREBF and miR33 in cholesterol and lipid homeostasis
SREBP signalling
Metabolism of water-soluble vitamins and cofactors
Integration of energy metabolism
Fatty acid, triacylglycerol, and ketone body metabolism
AMPK SignalingWP615:Senescence and Autophagy in Cancer
Activation of Matrix Metalloproteinases
Degradation of collagen
AGE/RAGE pathway
Matrix MetalloproteinasesWP2769:Activation of Matrix Metalloproteinases
Matrix MetalloproteinasesWP2840:Hair Follicle Development: Cytodifferentiation (Part 3 of 3)
Human Complement System
References
Ref 526128J Nat Prod. 2001 Aug;64(8):1010-4.Ellagitannins and hexahydroxydiphenoyl esters as inhibitors of vertebrate squalene epoxidase.
Ref 526128J Nat Prod. 2001 Aug;64(8):1010-4.Ellagitannins and hexahydroxydiphenoyl esters as inhibitors of vertebrate squalene epoxidase.
Ref 526160Bioorg Med Chem Lett. 2001 Oct 22;11(20):2763-7.Simplified catechin-gallate inhibitors of HIV-1 reverse transcriptase.
Ref 528213J Med Chem. 2006 Jun 1;49(11):3345-53.Inhibition of Plasmodium falciparum fatty acid biosynthesis: evaluation of FabG, FabZ, and FabI as drug targets for flavonoids.
Ref 528645J Med Chem. 2007 Feb 22;50(4):765-75. Epub 2007 Jan 31.Green tea catechins potentiate triclosan binding to enoyl-ACP reductase from Plasmodium falciparum (PfENR).
Ref 530210Bioorg Med Chem Lett. 2009 Aug 1;19(15):4171-4. Epub 2009 Jun 2.Regioselective synthesis of methylated epigallocatechin gallate via nitrobenzenesulfonyl (Ns) protecting group.
Ref 530569Bioorg Med Chem Lett. 2010 Jan 15;20(2):513-5. Epub 2009 Nov 26.Evaluation of human neutrophil elastase inhibitory effect of iridoid glycosides from Hedyotis diffusa.

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