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

Details

• Internal ID: 2d835f79-f9d2-4d5d-acb6-5045a2e7733f
• Taxonomy: Phenylpropanoids and polyketides > Tannins
• IUPAC Name: 2-[4-[2,4-dihydroxy-6-(2,4,6-trihydroxyphenoxy)phenoxy]-2,6-dihydroxyphenyl]benzene-1,3,5-triol
• SMILES (Canonical): C1=C(C=C(C(=C1O)C2=C(C=C(C=C2O)OC3=C(C=C(C=C3OC4=C(C=C(C=C4O)O)O)O)O)O)O)O
• SMILES (Isomeric): C1=C(C=C(C(=C1O)C2=C(C=C(C=C2O)OC3=C(C=C(C=C3OC4=C(C=C(C=C4O)O)O)O)O)O)O)O
• InChI: InChI=1S/C24H18O12/c25-9-1-13(28)21(14(29)2-9)22-15(30)7-12(8-16(22)31)35-24-19(34)5-11(27)6-20(24)36-23-17(32)3-10(26)4-18(23)33/h1-8,25-34H
• InChI Key: LWTNYFVJYLWADS-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	-	0.8119	81.19%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7396	73.96%
OATP2B1 inhibitior	+	0.5744	57.44%
OATP1B1 inhibitior	+	0.9144	91.44%
OATP1B3 inhibitior	+	0.8235	82.35%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9194	91.94%
P-glycoprotein inhibitior	+	0.6172	61.72%
P-glycoprotein substrate	-	0.9741	97.41%
CYP3A4 substrate	-	0.6270	62.70%
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	+	0.6416	64.16%
CYP inhibitory promiscuity	+	0.8604	86.04%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7723	77.23%
Carcinogenicity (trinary)	Non-required	0.5801	58.01%
Eye corrosion	-	0.9818	98.18%
Eye irritation	+	0.6990	69.90%
Skin irritation	-	0.5274	52.74%
Skin corrosion	-	0.8593	85.93%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7479	74.79%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	+	0.5627	56.27%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.7666	76.66%
Acute Oral Toxicity (c)	III	0.8507	85.07%
Estrogen receptor binding	+	0.8643	86.43%
Androgen receptor binding	+	0.5416	54.16%
Thyroid receptor binding	+	0.6589	65.89%
Glucocorticoid receptor binding	+	0.6950	69.50%
Aromatase binding	+	0.6584	65.84%
PPAR gamma	+	0.7868	78.68%
Honey bee toxicity	-	0.7794	77.94%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.7001	70.01%
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
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.84%	99.15%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.29%	91.11%
CHEMBL3194	P02766	Transthyretin	92.53%	90.71%
CHEMBL4208	P20618	Proteasome component C5	92.09%	90.00%
CHEMBL1929	P47989	Xanthine dehydrogenase	87.33%	96.12%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	86.21%	91.79%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.49%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.70%	94.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.49%	95.78%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21775035
• LOTUS: LTS0122174
• wikiData: Q104666926