Triphlorethol A

Details

• Internal ID: 3ae9d748-6f2b-463b-93ef-e7c4d2e89a6b
• Taxonomy: Phenylpropanoids and polyketides > Tannins
• IUPAC Name: 2-[4-(3,5-dihydroxyphenoxy)-3,5-dihydroxyphenoxy]benzene-1,3,5-triol
• SMILES (Canonical): C1=C(C=C(C=C1O)OC2=C(C=C(C=C2O)OC3=C(C=C(C=C3O)O)O)O)O
• SMILES (Isomeric): C1=C(C=C(C=C1O)OC2=C(C=C(C=C2O)OC3=C(C=C(C=C3O)O)O)O)O
• InChI: InChI=1S/C18H14O9/c19-8-1-9(20)3-11(2-8)26-18-15(24)6-12(7-16(18)25)27-17-13(22)4-10(21)5-14(17)23/h1-7,19-25H
• InChI Key: RZJSMTAJLZUPCT-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): 160.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.21
• H-Bond Acceptor: 9
• H-Bond Donor: 7
• Rotatable Bonds: 4

Synonyms

• CHEMBL2391422
• BDBM50491982
• 2-(4-(3,5-dihydroxyphenoxy)-3,5-dihydroxyphenoxy) benzene-1,3,5-triol
• 2-(4-(3,5-Dihydroxyphenoxy)-3,5-dihydroxyphenoxy)benzene-1,3,5-triol
• 81757-68-8

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9450	94.50%
Caco-2	-	0.6112	61.12%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6841	68.41%
OATP2B1 inhibitior	-	0.5589	55.89%
OATP1B1 inhibitior	+	0.9433	94.33%
OATP1B3 inhibitior	+	0.8925	89.25%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8498	84.98%
P-glycoprotein inhibitior	-	0.6536	65.36%
P-glycoprotein substrate	-	0.9933	99.33%
CYP3A4 substrate	-	0.7039	70.39%
CYP2C9 substrate	-	0.7801	78.01%
CYP2D6 substrate	-	0.6608	66.08%
CYP3A4 inhibition	-	0.7446	74.46%
CYP2C9 inhibition	+	0.7257	72.57%
CYP2C19 inhibition	+	0.6181	61.81%
CYP2D6 inhibition	-	0.9073	90.73%
CYP1A2 inhibition	+	0.8257	82.57%
CYP2C8 inhibition	-	0.6298	62.98%
CYP inhibitory promiscuity	+	0.7961	79.61%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7723	77.23%
Carcinogenicity (trinary)	Non-required	0.5985	59.85%
Eye corrosion	-	0.9652	96.52%
Eye irritation	+	0.9420	94.20%
Skin irritation	+	0.5402	54.02%
Skin corrosion	-	0.8301	83.01%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6849	68.49%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	+	0.5449	54.49%
skin sensitisation	+	0.7509	75.09%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	+	0.6465	64.65%
Acute Oral Toxicity (c)	III	0.8894	88.94%
Estrogen receptor binding	+	0.8321	83.21%
Androgen receptor binding	-	0.5719	57.19%
Thyroid receptor binding	+	0.7462	74.62%
Glucocorticoid receptor binding	+	0.7890	78.90%
Aromatase binding	+	0.7881	78.81%
PPAR gamma	+	0.8369	83.69%
Honey bee toxicity	-	0.7503	75.03%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.7000	70.00%
Fish aquatic toxicity	+	0.9592	95.92%

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	96.10%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.61%	99.15%
CHEMBL1929	P47989	Xanthine dehydrogenase	90.96%	96.12%
CHEMBL3194	P02766	Transthyretin	90.53%	90.71%
CHEMBL4208	P20618	Proteasome component C5	86.53%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.30%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.97%	94.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 23427055
• LOTUS: LTS0225373
• wikiData: Q104403371