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

Details

• Internal ID: e0703a86-2398-465c-8154-a38189f04fd6
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 5-[2-(3,4-dimethoxyphenyl)ethyl]benzene-1,3-diol
• SMILES (Canonical): COC1=C(C=C(C=C1)CCC2=CC(=CC(=C2)O)O)OC
• SMILES (Isomeric): COC1=C(C=C(C=C1)CCC2=CC(=CC(=C2)O)O)OC
• InChI: InChI=1S/C16H18O4/c1-19-15-6-5-11(9-16(15)20-2)3-4-12-7-13(17)10-14(18)8-12/h5-10,17-18H,3-4H2,1-2H3
• InChI Key: LZTYRLRAXVFWAR-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₄
• Molecular Weight: 274.31 g/mol
• Exact Mass: 274.12050905 g/mol
• Topological Polar Surface Area (TPSA): 58.90 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.90
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8428	84.28%
Caco-2	+	0.9099	90.99%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8110	81.10%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.9140	91.40%
OATP1B3 inhibitior	+	0.9448	94.48%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.4760	47.60%
P-glycoprotein inhibitior	-	0.8036	80.36%
P-glycoprotein substrate	-	0.5856	58.56%
CYP3A4 substrate	-	0.5400	54.00%
CYP2C9 substrate	-	0.6120	61.20%
CYP2D6 substrate	+	0.5079	50.79%
CYP3A4 inhibition	-	0.6180	61.80%
CYP2C9 inhibition	+	0.7486	74.86%
CYP2C19 inhibition	+	0.8507	85.07%
CYP2D6 inhibition	-	0.6665	66.65%
CYP1A2 inhibition	+	0.8400	84.00%
CYP2C8 inhibition	+	0.8994	89.94%
CYP inhibitory promiscuity	+	0.8260	82.60%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7823	78.23%
Carcinogenicity (trinary)	Non-required	0.7133	71.33%
Eye corrosion	-	0.9534	95.34%
Eye irritation	+	0.8498	84.98%
Skin irritation	-	0.7010	70.10%
Skin corrosion	-	0.7531	75.31%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7307	73.07%
Micronuclear	-	0.6641	66.41%
Hepatotoxicity	-	0.7339	73.39%
skin sensitisation	-	0.7511	75.11%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.6708	67.08%
Acute Oral Toxicity (c)	III	0.7474	74.74%
Estrogen receptor binding	+	0.7235	72.35%
Androgen receptor binding	-	0.5409	54.09%
Thyroid receptor binding	+	0.7160	71.60%
Glucocorticoid receptor binding	+	0.5369	53.69%
Aromatase binding	+	0.5229	52.29%
PPAR gamma	+	0.5377	53.77%
Honey bee toxicity	-	0.9329	93.29%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5751	57.51%
Fish aquatic toxicity	+	0.8942	89.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.24%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.28%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.40%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.35%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	90.01%	90.20%
CHEMBL2535	P11166	Glucose transporter	89.77%	98.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.23%	91.11%
CHEMBL4208	P20618	Proteasome component C5	85.50%	90.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.60%	92.94%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.34%	86.92%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.38%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.93%	95.89%

Plants that contains it

• Haplopteris anguste-elongata

Cross-Links

• PubChem: 11694735
• LOTUS: LTS0224649
• wikiData: Q105160127