2-[2-(3,5-Dihydroxyphenoxy)-3,5-dihydroxyphenoxy]-4-(2,4,6-trihydroxyphenyl)benzene-1,3,5-triol

Details

• Internal ID: 8c79ebab-9e4f-4583-9ad6-d5925bf85bef
• Taxonomy: Phenylpropanoids and polyketides > Tannins
• IUPAC Name: 2-[2-(3,5-dihydroxyphenoxy)-3,5-dihydroxyphenoxy]-4-(2,4,6-trihydroxyphenyl)benzene-1,3,5-triol
• SMILES (Canonical): C1=C(C=C(C=C1O)OC2=C(C=C(C=C2OC3=C(C=C(C(=C3O)C4=C(C=C(C=C4O)O)O)O)O)O)O)O
• SMILES (Isomeric): C1=C(C=C(C=C1O)OC2=C(C=C(C=C2OC3=C(C=C(C(=C3O)C4=C(C=C(C=C4O)O)O)O)O)O)O)O
• InChI: InChI=1S/C24H18O12/c25-9-1-10(26)3-13(2-9)35-23-17(32)6-12(28)7-19(23)36-24-18(33)8-16(31)21(22(24)34)20-14(29)4-11(27)5-15(20)30/h1-8,25-34H
• InChI Key: TZOHBXZZBDGLJT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₁₈O₁₂
• Molecular Weight: 498.40 g/mol
• Exact Mass: 498.07982601 g/mol
• Topological Polar Surface Area (TPSA): 221.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.99
• H-Bond Acceptor: 12
• H-Bond Donor: 10
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9579	95.79%
Caco-2	-	0.8443	84.43%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7396	73.96%
OATP2B1 inhibitior	+	0.5765	57.65%
OATP1B1 inhibitior	+	0.8740	87.40%
OATP1B3 inhibitior	+	0.8235	82.35%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8058	80.58%
P-glycoprotein inhibitior	+	0.5971	59.71%
P-glycoprotein substrate	-	0.9391	93.91%
CYP3A4 substrate	-	0.5514	55.14%
CYP2C9 substrate	-	0.7801	78.01%
CYP2D6 substrate	-	0.6608	66.08%
CYP3A4 inhibition	-	0.7266	72.66%
CYP2C9 inhibition	+	0.8290	82.90%
CYP2C19 inhibition	+	0.6803	68.03%
CYP2D6 inhibition	-	0.9244	92.44%
CYP1A2 inhibition	+	0.7598	75.98%
CYP2C8 inhibition	+	0.6528	65.28%
CYP inhibitory promiscuity	+	0.8604	86.04%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7723	77.23%
Carcinogenicity (trinary)	Non-required	0.5801	58.01%
Eye corrosion	-	0.9818	98.18%
Eye irritation	+	0.7907	79.07%
Skin irritation	-	0.5274	52.74%
Skin corrosion	-	0.8593	85.93%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7225	72.25%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	+	0.5627	56.27%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.6568	65.68%
Acute Oral Toxicity (c)	III	0.8507	85.07%
Estrogen receptor binding	+	0.8642	86.42%
Androgen receptor binding	+	0.5584	55.84%
Thyroid receptor binding	+	0.6657	66.57%
Glucocorticoid receptor binding	+	0.6398	63.98%
Aromatase binding	+	0.5985	59.85%
PPAR gamma	+	0.7998	79.98%
Honey bee toxicity	-	0.7620	76.20%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6951	69.51%
Fish aquatic toxicity	+	0.9691	96.91%

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	97.48%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.32%	99.15%
CHEMBL3194	P02766	Transthyretin	93.37%	90.71%
CHEMBL4208	P20618	Proteasome component C5	90.43%	90.00%
CHEMBL1929	P47989	Xanthine dehydrogenase	88.50%	96.12%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.08%	94.00%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	85.81%	92.68%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.71%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 132556791
• LOTUS: LTS0272233
• wikiData: Q105268286