Epicatechin 3-O-gallate(4b->8)epigallocatechin-3-O-gallate

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Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	96a12681-7baf-4dec-86dd-e417482ba037
Taxonomy	Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
IUPAC Name	[(2R,3R)-8-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyl)oxy-3,4-dihydro-2H-chromen-4-yl]-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate
SMILES (Canonical)	C1C(C(OC2=C1C(=CC(=C2C3C(C(OC4=CC(=CC(=C34)O)O)C5=CC(=C(C=C5)O)O)OC(=O)C6=CC(=C(C(=C6)O)O)O)O)O)C7=CC(=C(C(=C7)O)O)O)OC(=O)C8=CC(=C(C(=C8)O)O)O
SMILES (Isomeric)	C1[C@H]([C@H](OC2=C1C(=CC(=C2[C@@H]3[C@H]([C@H](OC4=CC(=CC(=C34)O)O)C5=CC(=C(C=C5)O)O)OC(=O)C6=CC(=C(C(=C6)O)O)O)O)O)C7=CC(=C(C(=C7)O)O)O)OC(=O)C8=CC(=C(C(=C8)O)O)O
InChI	InChI=1S/C44H34O21/c45-18-10-23(49)33-31(11-18)62-40(14-1-2-20(46)22(48)3-14)42(65-44(61)17-8-29(55)38(59)30(56)9-17)35(33)34-24(50)13-21(47)19-12-32(63-43(60)16-6-27(53)37(58)28(54)7-16)39(64-41(19)34)15-4-25(51)36(57)26(52)5-15/h1-11,13,32,35,39-40,42,45-59H,12H2/t32-,35-,39-,40-,42-/m1/s1
InChI Key	FUNWNVWJOMCWIL-WZPNJOEPSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₄₄H₃₄O₂₁
Molecular Weight	898.70 g/mol
Exact Mass	898.15925809 g/mol
Topological Polar Surface Area (TPSA)	375.00 Å²
XlogP	4.30
Atomic LogP (AlogP)	4.66
H-Bond Acceptor	21
H-Bond Donor	15
Rotatable Bonds	7

Synonyms

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Epicatechin 3-O-gallate(4b->8)epigallocatechin-3-O-gallate

3-O-Galloylepicatechin-(4beta->8)-epigallocatechin-3-O-gallate

Epicatechin 3-O-gallate-(4beta->8)-epigallocatechin 3-O-gallate

(2R)-2alpha-(3,4,5-Trihydroxyphenyl)-3,4-dihydro-8-[[(2R)-2alpha-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-3alpha-(3,4,5-trihydroxybenzoyloxy)-2H-1-benzopyran]-4beta-yl]-2H-1-benzopyran-3alpha,5,7-triol 3-(3,4,5-trihydroxybenzoate)

126715-90-0

Benzoic acid, 3,4,5-trihydroxy-, (2R,2'R,3R,3'R,4R)-2-(3,4-dihydroxyphenyl)-3,3',4,4'-tetrahydro-5,5',7,7'-tetrahydroxy-2'-(3,4,5-trihydroxyphenyl)[4,8'-bi-2H-1-benzopyran]-3,3'-diyl ester

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7121	71.21%
Caco-2	-	0.8958	89.58%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6276	62.76%
OATP2B1 inhibitior	-	0.8475	84.75%
OATP1B1 inhibitior	+	0.8152	81.52%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8281	82.81%
P-glycoprotein inhibitior	+	0.7299	72.99%
P-glycoprotein substrate	-	0.6464	64.64%
CYP3A4 substrate	+	0.6710	67.10%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.7271	72.71%
CYP3A4 inhibition	-	0.8393	83.93%
CYP2C9 inhibition	-	0.8024	80.24%
CYP2C19 inhibition	-	0.8085	80.85%
CYP2D6 inhibition	-	0.9646	96.46%
CYP1A2 inhibition	-	0.9029	90.29%
CYP2C8 inhibition	+	0.8174	81.74%
CYP inhibitory promiscuity	-	0.9303	93.03%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6672	66.72%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.8843	88.43%
Skin irritation	-	0.6964	69.64%
Skin corrosion	-	0.9457	94.57%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7688	76.88%
Micronuclear	+	0.8559	85.59%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.8758	87.58%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7545	75.45%
Acute Oral Toxicity (c)	IV	0.3575	35.75%
Estrogen receptor binding	+	0.7738	77.38%
Androgen receptor binding	+	0.8092	80.92%
Thyroid receptor binding	+	0.5665	56.65%
Glucocorticoid receptor binding	+	0.5591	55.91%
Aromatase binding	-	0.5488	54.88%
PPAR gamma	+	0.6923	69.23%
Honey bee toxicity	-	0.7713	77.13%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9277	92.77%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.57%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.88%	91.49%
CHEMBL3194	P02766	Transthyretin	95.55%	90.71%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	94.23%	83.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.50%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.13%	96.09%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	90.71%	96.37%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	90.32%	95.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.12%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.97%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.84%	99.17%
CHEMBL1929	P47989	Xanthine dehydrogenase	88.24%	96.12%
CHEMBL4208	P20618	Proteasome component C5	87.87%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.81%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.19%	99.15%
CHEMBL233	P35372	Mu opioid receptor	84.44%	97.93%
CHEMBL236	P41143	Delta opioid receptor	84.34%	99.35%
CHEMBL2581	P07339	Cathepsin D	83.46%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.45%	95.56%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	82.89%	97.53%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.99%	95.89%
CHEMBL2535	P11166	Glucose transporter	81.14%	98.75%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.21%	95.78%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Aconitum heterophylloides

Hylotelephium telephium

Iris ensata