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

Details

• Internal ID: e3639618-c550-4fc6-8506-4252c23f4159
• Taxonomy: Phenylpropanoids and polyketides > Tannins
• IUPAC Name: 2-[3-[2,4-dihydroxy-6-(2,4,6-trihydroxyphenoxy)phenoxy]-5-hydroxyphenyl]benzene-1,3,5-triol
• SMILES (Canonical): C1=C(C=C(C=C1O)OC2=C(C=C(C=C2OC3=C(C=C(C=C3O)O)O)O)O)C4=C(C=C(C=C4O)O)O
• SMILES (Isomeric): C1=C(C=C(C=C1O)OC2=C(C=C(C=C2OC3=C(C=C(C=C3O)O)O)O)O)C4=C(C=C(C=C4O)O)O
• InChI: InChI=1S/C24H18O11/c25-11-1-10(22-16(29)4-12(26)5-17(22)30)2-15(3-11)34-24-20(33)8-14(28)9-21(24)35-23-18(31)6-13(27)7-19(23)32/h1-9,25-33H
• InChI Key: HUHABQLIJBVPHX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₁₈O₁₁
• Molecular Weight: 482.40 g/mol
• Exact Mass: 482.08491139 g/mol
• Topological Polar Surface Area (TPSA): 201.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 4.29
• H-Bond Acceptor: 11
• H-Bond Donor: 9
• 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	-	0.8252	82.52%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7396	73.96%
OATP2B1 inhibitior	+	0.5757	57.57%
OATP1B1 inhibitior	+	0.9257	92.57%
OATP1B3 inhibitior	+	0.8235	82.35%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9189	91.89%
P-glycoprotein inhibitior	+	0.6551	65.51%
P-glycoprotein substrate	-	0.9519	95.19%
CYP3A4 substrate	-	0.5595	55.95%
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	+	0.7071	70.71%
CYP inhibitory promiscuity	+	0.8604	86.04%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7723	77.23%
Carcinogenicity (trinary)	Non-required	0.5801	58.01%
Eye corrosion	-	0.9818	98.18%
Eye irritation	+	0.7320	73.20%
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	+	0.8324	83.24%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	+	0.5627	56.27%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.7229	72.29%
Acute Oral Toxicity (c)	III	0.8507	85.07%
Estrogen receptor binding	+	0.8837	88.37%
Androgen receptor binding	-	0.5264	52.64%
Thyroid receptor binding	+	0.7337	73.37%
Glucocorticoid receptor binding	+	0.7346	73.46%
Aromatase binding	+	0.5722	57.22%
PPAR gamma	+	0.8183	81.83%
Honey bee toxicity	-	0.7080	70.80%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.7651	76.51%
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	95.87%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.53%	99.15%
CHEMBL1929	P47989	Xanthine dehydrogenase	90.95%	96.12%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	90.69%	96.09%
CHEMBL3194	P02766	Transthyretin	90.18%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.75%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.72%	94.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.93%	95.78%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	85.04%	91.79%
CHEMBL240	Q12809	HERG	83.21%	89.76%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.88%	86.33%
CHEMBL4208	P20618	Proteasome component C5	82.30%	90.00%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	81.66%	92.68%
CHEMBL3401	O75469	Pregnane X receptor	80.85%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163023094
• LOTUS: LTS0015476
• wikiData: Q105033769