[2,6-dihydroxy-4-[(2S,3R)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-2-yl]phenyl] 3,4,5-trihydroxybenzoate

Details

• Internal ID: 63546037-ea97-4f62-b5ec-f8e4f2612431
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Catechins > Catechin gallates
• IUPAC Name: [2,6-dihydroxy-4-[(2S,3R)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-2-yl]phenyl] 3,4,5-trihydroxybenzoate
• InChI: InChI=1S/C22H18O11/c23-10-5-12(24)11-7-17(29)20(32-18(11)6-10)8-1-15(27)21(16(28)2-8)33-22(31)9-3-13(25)19(30)14(26)4-9/h1-6,17,20,23-30H,7H2/t17-,20+/m1/s1
• InChI Key: HHDPCRZWQOWIEU-XLIONFOSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₁₈O₁₁
• Molecular Weight: 458.40 g/mol
• Exact Mass: 458.08491139 g/mol
• Topological Polar Surface Area (TPSA): 197.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.88
• H-Bond Acceptor: 11
• H-Bond Donor: 8
• Rotatable Bonds: 3

Synonyms

• ACon1_001368
• NCGC00180581-01

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8681	86.81%
Caco-2	-	0.9392	93.92%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.5432	54.32%
OATP2B1 inhibitior	+	0.7096	70.96%
OATP1B1 inhibitior	+	0.7171	71.71%
OATP1B3 inhibitior	-	0.6380	63.80%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5710	57.10%
P-glycoprotein inhibitior	-	0.4396	43.96%
P-glycoprotein substrate	-	0.8794	87.94%
CYP3A4 substrate	+	0.5554	55.54%
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	+	0.6840	68.40%
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	-	0.7116	71.16%
Skin irritation	-	0.6425	64.25%
Skin corrosion	-	0.9540	95.40%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7433	74.33%
Micronuclear	+	0.8959	89.59%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	-	0.8322	83.22%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7841	78.41%
Acute Oral Toxicity (c)	IV	0.4575	45.75%
Estrogen receptor binding	+	0.7942	79.42%
Androgen receptor binding	+	0.6997	69.97%
Thyroid receptor binding	+	0.6267	62.67%
Glucocorticoid receptor binding	+	0.7915	79.15%
Aromatase binding	-	0.5505	55.05%
PPAR gamma	+	0.7694	76.94%
Honey bee toxicity	-	0.7848	78.48%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5250	52.50%
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	99.36%	91.11%
CHEMBL3194	P02766	Transthyretin	92.82%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.73%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.89%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.63%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.82%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.48%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.15%	99.17%
CHEMBL2535	P11166	Glucose transporter	83.40%	98.75%
CHEMBL236	P41143	Delta opioid receptor	82.53%	99.35%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	81.59%	83.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.45%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	81.42%	94.73%
CHEMBL4208	P20618	Proteasome component C5	81.13%	90.00%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	80.39%	96.37%

Plants that contains it

• Archidendron jiringa

Cross-Links

• PubChem: 23928136
• LOTUS: LTS0219812
• wikiData: Q105028193