Epigallocatechin

Details

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	394db82e-1e5d-4d7a-9ca5-1967c4e2cb90
Taxonomy	Phenylpropanoids and polyketides > Flavonoids > Flavans > Catechins > Epigallocatechins
IUPAC Name	(2R,3R)-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
SMILES (Canonical)	C1C(C(OC2=CC(=CC(=C21)O)O)C3=CC(=C(C(=C3)O)O)O)O
SMILES (Isomeric)	C1[C@H]([C@H](OC2=CC(=CC(=C21)O)O)C3=CC(=C(C(=C3)O)O)O)O
InChI	InChI=1S/C15H14O7/c16-7-3-9(17)8-5-12(20)15(22-13(8)4-7)6-1-10(18)14(21)11(19)2-6/h1-4,12,15-21H,5H2/t12-,15-/m1/s1
InChI Key	XMOCLSLCDHWDHP-IUODEOHRSA-N
Popularity	3,472 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₅H₁₄O₇
Molecular Weight	306.27 g/mol
Exact Mass	306.07395278 g/mol
Topological Polar Surface Area (TPSA)	131.00 Å²
XlogP	0.00
Atomic LogP (AlogP)	1.25
H-Bond Acceptor	7
H-Bond Donor	6
Rotatable Bonds	1

Synonyms

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Epigallocatechin

970-74-1

Epigallocatechol

L-Epigallocatechin

epi-Gallocatechin

Antiscurvy factor C2

(-)-Epigallocatechol

Galloepicatechin

3,3',4',5,5',7-Flavanhexol

(-)-epi-Gallocatechin

There are more than 10 synonyms. If you wish to see them all click here.

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	+	0.8922	89.22%
Caco-2	-	0.9372	93.72%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.4440	44.40%
OATP2B1 inhibitior	-	0.5692	56.92%
OATP1B1 inhibitior	+	0.8361	83.61%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9141	91.41%
P-glycoprotein inhibitior	-	0.9207	92.07%
P-glycoprotein substrate	-	0.9341	93.41%
CYP3A4 substrate	-	0.5690	56.90%
CYP2C9 substrate	-	0.8006	80.06%
CYP2D6 substrate	+	0.5322	53.22%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9041	90.41%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.9046	90.46%
CYP2C8 inhibition	-	0.5715	57.15%
CYP inhibitory promiscuity	-	0.8170	81.70%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5825	58.25%
Eye corrosion	-	0.9901	99.01%
Eye irritation	+	0.9262	92.62%
Skin irritation	-	0.5859	58.59%
Skin corrosion	-	0.9251	92.51%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4416	44.16%
Micronuclear	+	0.8059	80.59%
Hepatotoxicity	+	0.6427	64.27%
skin sensitisation	-	0.7452	74.52%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7385	73.85%
Acute Oral Toxicity (c)	IV	0.6433	64.33%
Estrogen receptor binding	-	0.5682	56.82%
Androgen receptor binding	+	0.7015	70.15%
Thyroid receptor binding	+	0.7673	76.73%
Glucocorticoid receptor binding	+	0.7692	76.92%
Aromatase binding	+	0.6130	61.30%
PPAR gamma	+	0.7283	72.83%
Honey bee toxicity	-	0.8908	89.08%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.7342	73.42%

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	99.55%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.08%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.78%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	87.30%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.60%	89.00%
CHEMBL3194	P02766	Transthyretin	86.03%	90.71%
CHEMBL1929	P47989	Xanthine dehydrogenase	84.25%	96.12%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.45%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.94%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	82.34%	94.73%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	81.55%	96.37%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.20%	86.33%

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.

Acacia baileyana

Acacia dealbata

Acanthospermum glabratum

Actiniopteris radiata