2-[3,5-Dihydroxy-4-(3,4,5-trihydroxyphenoxy)phenoxy]-4-(2,4,6-trihydroxyphenyl)benzene-1,3,5-triol

Details

• Internal ID: cb4cad67-73f2-4204-9a7a-3d036cb97858
• Taxonomy: Phenylpropanoids and polyketides > Tannins
• IUPAC Name: 2-[3,5-dihydroxy-4-(3,4,5-trihydroxyphenoxy)phenoxy]-4-(2,4,6-trihydroxyphenyl)benzene-1,3,5-triol
• SMILES (Canonical): C1=C(C=C(C(=C1O)C2=C(C(=C(C=C2O)O)OC3=CC(=C(C(=C3)O)OC4=CC(=C(C(=C4)O)O)O)O)O)O)O
• SMILES (Isomeric): C1=C(C=C(C(=C1O)C2=C(C(=C(C=C2O)O)OC3=CC(=C(C(=C3)O)OC4=CC(=C(C(=C4)O)O)O)O)O)O)O
• InChI: InChI=1S/C24H18O13/c25-8-1-11(26)19(12(27)2-8)20-13(28)7-18(33)24(22(20)35)37-10-5-16(31)23(17(32)6-10)36-9-3-14(29)21(34)15(30)4-9/h1-7,25-35H
• InChI Key: DSSGODSHCAZJTD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₁₈O₁₃
• Molecular Weight: 514.40 g/mol
• Exact Mass: 514.07474062 g/mol
• Topological Polar Surface Area (TPSA): 241.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.70
• H-Bond Acceptor: 13
• H-Bond Donor: 11
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9280	92.80%
Caco-2	-	0.8655	86.55%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7276	72.76%
OATP2B1 inhibitior	+	0.5763	57.63%
OATP1B1 inhibitior	+	0.8655	86.55%
OATP1B3 inhibitior	+	0.9400	94.00%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8824	88.24%
P-glycoprotein inhibitior	+	0.5784	57.84%
P-glycoprotein substrate	-	0.9758	97.58%
CYP3A4 substrate	-	0.6195	61.95%
CYP2C9 substrate	-	0.7828	78.28%
CYP2D6 substrate	-	0.6975	69.75%
CYP3A4 inhibition	-	0.7581	75.81%
CYP2C9 inhibition	+	0.5416	54.16%
CYP2C19 inhibition	-	0.7777	77.77%
CYP2D6 inhibition	-	0.9385	93.85%
CYP1A2 inhibition	+	0.7632	76.32%
CYP2C8 inhibition	+	0.6936	69.36%
CYP inhibitory promiscuity	+	0.7396	73.96%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7723	77.23%
Carcinogenicity (trinary)	Non-required	0.5307	53.07%
Eye corrosion	-	0.9835	98.35%
Eye irritation	+	0.5701	57.01%
Skin irritation	-	0.5391	53.91%
Skin corrosion	-	0.8015	80.15%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7902	79.02%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	+	0.5677	56.77%
skin sensitisation	+	0.6310	63.10%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.4512	45.12%
Acute Oral Toxicity (c)	III	0.8517	85.17%
Estrogen receptor binding	+	0.8424	84.24%
Androgen receptor binding	+	0.7005	70.05%
Thyroid receptor binding	+	0.6910	69.10%
Glucocorticoid receptor binding	+	0.7541	75.41%
Aromatase binding	+	0.6754	67.54%
PPAR gamma	+	0.8279	82.79%
Honey bee toxicity	-	0.8173	81.73%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6650	66.50%
Fish aquatic toxicity	+	0.9740	97.40%

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	98.59%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	97.04%	99.15%
CHEMBL3194	P02766	Transthyretin	93.70%	90.71%
CHEMBL1929	P47989	Xanthine dehydrogenase	91.85%	96.12%
CHEMBL4208	P20618	Proteasome component C5	90.75%	90.00%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	88.54%	92.68%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.12%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.30%	99.17%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	82.87%	95.64%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	81.53%	91.79%
CHEMBL2424	Q04760	Glyoxalase I	80.10%	91.67%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162850410
• LOTUS: LTS0168073
• wikiData: Q104987992