Catechin 4'-O-gallate

Details

• Internal ID: 918a6695-43b0-4576-ab4b-94e6a3bfcfb1
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Catechins > Catechin gallates
• IUPAC Name: [2-hydroxy-4-[(2R,3S)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-2-yl]phenyl] 3,4,5-trihydroxybenzoate
• InChI: InChI=1S/C22H18O10/c23-11-6-13(24)12-8-17(28)21(31-19(12)7-11)9-1-2-18(14(25)3-9)32-22(30)10-4-15(26)20(29)16(27)5-10/h1-7,17,21,23-29H,8H2/t17-,21+/m0/s1
• InChI Key: BGMKUBZMMGXFAE-LAUBAEHRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₁₈O₁₀
• Molecular Weight: 442.40 g/mol
• Exact Mass: 442.08999677 g/mol
• Topological Polar Surface Area (TPSA): 177.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 2.18
• H-Bond Acceptor: 10
• H-Bond Donor: 7
• Rotatable Bonds: 3

Synonyms

• CHEMBL4741553
• LMPK12020098

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8681	86.81%
Caco-2	-	0.9384	93.84%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5432	54.32%
OATP2B1 inhibitior	+	0.7083	70.83%
OATP1B1 inhibitior	+	0.7656	76.56%
OATP1B3 inhibitior	-	0.6380	63.80%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5203	52.03%
P-glycoprotein inhibitior	-	0.4446	44.46%
P-glycoprotein substrate	-	0.8253	82.53%
CYP3A4 substrate	+	0.5821	58.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7048	70.48%
CYP3A4 inhibition	-	0.8362	83.62%
CYP2C9 inhibition	-	0.9506	95.06%
CYP2C19 inhibition	-	0.9250	92.50%
CYP2D6 inhibition	-	0.9469	94.69%
CYP1A2 inhibition	-	0.9222	92.22%
CYP2C8 inhibition	+	0.7920	79.20%
CYP inhibitory promiscuity	-	0.9069	90.69%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6281	62.81%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.6551	65.51%
Skin irritation	-	0.6425	64.25%
Skin corrosion	-	0.9540	95.40%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6685	66.85%
Micronuclear	+	0.8959	89.59%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.8322	83.22%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7890	78.90%
Acute Oral Toxicity (c)	IV	0.4575	45.75%
Estrogen receptor binding	+	0.7970	79.70%
Androgen receptor binding	+	0.7420	74.20%
Thyroid receptor binding	+	0.6567	65.67%
Glucocorticoid receptor binding	+	0.8134	81.34%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7382	73.82%
Honey bee toxicity	-	0.7810	78.10%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5499	54.99%
Fish aquatic toxicity	+	0.8866	88.66%

Targets

Proven Targets:

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	98.56%	91.11%
CHEMBL3194	P02766	Transthyretin	96.87%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	96.40%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.08%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.68%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.59%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.57%	89.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	88.39%	95.78%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.61%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.80%	94.00%
CHEMBL2535	P11166	Glucose transporter	86.50%	98.75%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	84.77%	83.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.55%	95.89%
CHEMBL4208	P20618	Proteasome component C5	83.49%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.58%	95.56%
CHEMBL2581	P07339	Cathepsin D	81.27%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	80.57%	94.73%

Plants that contains it

• Archidendron jiringa

Cross-Links

• PubChem: 44257106
• LOTUS: LTS0014129
• wikiData: Q76546154