4-[2-(3-Hydroxy-4,5-dimethoxyphenyl)ethyl]benzene-1,2-diol

Details

• Internal ID: 27f652f8-a2b3-44b8-98f4-2ca6f484c40a
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 4-[2-(3-hydroxy-4,5-dimethoxyphenyl)ethyl]benzene-1,2-diol
• SMILES (Canonical): COC1=CC(=CC(=C1OC)O)CCC2=CC(=C(C=C2)O)O
• SMILES (Isomeric): COC1=CC(=CC(=C1OC)O)CCC2=CC(=C(C=C2)O)O
• InChI: InChI=1S/C16H18O5/c1-20-15-9-11(8-14(19)16(15)21-2)4-3-10-5-6-12(17)13(18)7-10/h5-9,17-19H,3-4H2,1-2H3
• InChI Key: RLTCQIKILNUNRD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₅
• Molecular Weight: 290.31 g/mol
• Exact Mass: 290.11542367 g/mol
• Topological Polar Surface Area (TPSA): 79.20 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.61
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8788	87.88%
Caco-2	+	0.8325	83.25%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8867	88.67%
OATP2B1 inhibitior	-	0.5803	58.03%
OATP1B1 inhibitior	+	0.9342	93.42%
OATP1B3 inhibitior	+	0.9648	96.48%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5367	53.67%
P-glycoprotein inhibitior	-	0.9064	90.64%
P-glycoprotein substrate	-	0.8511	85.11%
CYP3A4 substrate	-	0.5223	52.23%
CYP2C9 substrate	-	0.6092	60.92%
CYP2D6 substrate	+	0.4495	44.95%
CYP3A4 inhibition	-	0.8531	85.31%
CYP2C9 inhibition	+	0.5293	52.93%
CYP2C19 inhibition	+	0.7492	74.92%
CYP2D6 inhibition	-	0.7674	76.74%
CYP1A2 inhibition	+	0.8444	84.44%
CYP2C8 inhibition	+	0.8536	85.36%
CYP inhibitory promiscuity	+	0.5782	57.82%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7343	73.43%
Carcinogenicity (trinary)	Non-required	0.6366	63.66%
Eye corrosion	-	0.9607	96.07%
Eye irritation	+	0.8642	86.42%
Skin irritation	-	0.7077	70.77%
Skin corrosion	-	0.8244	82.44%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.5941	59.41%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.7518	75.18%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	-	0.5137	51.37%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.8028	80.28%
Acute Oral Toxicity (c)	III	0.7514	75.14%
Estrogen receptor binding	+	0.7543	75.43%
Androgen receptor binding	+	0.6360	63.60%
Thyroid receptor binding	+	0.7610	76.10%
Glucocorticoid receptor binding	+	0.6469	64.69%
Aromatase binding	+	0.5845	58.45%
PPAR gamma	+	0.5801	58.01%
Honey bee toxicity	-	0.8662	86.62%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6751	67.51%
Fish aquatic toxicity	+	0.9275	92.75%

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	97.46%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.93%	96.09%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	91.89%	92.68%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.02%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.71%	86.33%
CHEMBL2581	P07339	Cathepsin D	88.06%	98.95%
CHEMBL2535	P11166	Glucose transporter	87.61%	98.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.92%	94.45%
CHEMBL4208	P20618	Proteasome component C5	85.56%	90.00%
CHEMBL1255126	O15151	Protein Mdm4	85.15%	90.20%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.31%	86.92%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.96%	94.00%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	81.96%	80.78%

Plants that contains it

• Combretum apiculatum

Cross-Links

• PubChem: 14135389
• LOTUS: LTS0153339
• wikiData: Q105240509