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

Details

• Internal ID: a4c367a7-aa7d-4412-b786-f8143f024945
• Taxonomy: Phenylpropanoids and polyketides > Tannins
• IUPAC Name: 2-[2,4-dihydroxy-6-(2,4,6-trihydroxyphenoxy)phenyl]benzene-1,3,5-triol
• SMILES (Canonical): C1=C(C=C(C(=C1O)C2=C(C=C(C=C2OC3=C(C=C(C=C3O)O)O)O)O)O)O
• SMILES (Isomeric): C1=C(C=C(C(=C1O)C2=C(C=C(C=C2OC3=C(C=C(C=C3O)O)O)O)O)O)O
• InChI: InChI=1S/C18H14O9/c19-7-1-10(22)16(11(23)2-7)17-12(24)3-9(21)6-15(17)27-18-13(25)4-8(20)5-14(18)26/h1-6,19-26H
• InChI Key: RPEHHWGLNFEDRD-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₄O₉
• Molecular Weight: 374.30 g/mol
• Exact Mass: 374.06378202 g/mol
• Topological Polar Surface Area (TPSA): 171.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.79
• H-Bond Acceptor: 9
• H-Bond Donor: 8
• Rotatable Bonds: 3

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	-	0.8170	81.70%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7396	73.96%
OATP2B1 inhibitior	-	0.5428	54.28%
OATP1B1 inhibitior	+	0.9349	93.49%
OATP1B3 inhibitior	+	0.8235	82.35%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8111	81.11%
P-glycoprotein inhibitior	-	0.7686	76.86%
P-glycoprotein substrate	-	0.9811	98.11%
CYP3A4 substrate	-	0.6700	67.00%
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	+	0.4931	49.31%
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	+	0.9628	96.28%
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	-	0.5077	50.77%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	-	0.5572	55.72%
skin sensitisation	+	0.5627	56.27%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.6917	69.17%
Acute Oral Toxicity (c)	III	0.8507	85.07%
Estrogen receptor binding	+	0.7675	76.75%
Androgen receptor binding	+	0.5782	57.82%
Thyroid receptor binding	+	0.7027	70.27%
Glucocorticoid receptor binding	+	0.6678	66.78%
Aromatase binding	+	0.7540	75.40%
PPAR gamma	+	0.8460	84.60%
Honey bee toxicity	-	0.8739	87.39%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6301	63.01%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.10%	91.11%
CHEMBL3194	P02766	Transthyretin	92.67%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.42%	99.15%
CHEMBL4208	P20618	Proteasome component C5	89.08%	90.00%
CHEMBL1929	P47989	Xanthine dehydrogenase	85.53%	96.12%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.55%	99.17%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	82.32%	91.79%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.12%	97.21%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 85601886
• LOTUS: LTS0095136
• wikiData: Q104666925