5-[2-(3-Hydroxy-4,5-dimethoxyphenyl)ethyl]-2,3-dimethoxyphenol

Details

• Internal ID: 51fc73f6-d300-471a-931e-6c6ce98440ce
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 5-[2-(3-hydroxy-4,5-dimethoxyphenyl)ethyl]-2,3-dimethoxyphenol
• InChI: InChI=1S/C18H22O6/c1-21-15-9-11(7-13(19)17(15)23-3)5-6-12-8-14(20)18(24-4)16(10-12)22-2/h7-10,19-20H,5-6H2,1-4H3
• InChI Key: XSFQHLPQNFNCHJ-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₂O₆
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.14163842 g/mol
• Topological Polar Surface Area (TPSA): 77.40 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.92
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

• 5-[2-(3-hydroxy-4,5-dimethoxyphenyl)ethyl]-2,3-dimethoxyphenol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9252	92.52%
Caco-2	+	0.8487	84.87%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8800	88.00%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9015	90.15%
OATP1B3 inhibitior	+	0.9080	90.80%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7127	71.27%
P-glycoprotein inhibitior	-	0.5884	58.84%
P-glycoprotein substrate	-	0.9071	90.71%
CYP3A4 substrate	-	0.5676	56.76%
CYP2C9 substrate	-	0.6120	61.20%
CYP2D6 substrate	+	0.5079	50.79%
CYP3A4 inhibition	-	0.7912	79.12%
CYP2C9 inhibition	-	0.5087	50.87%
CYP2C19 inhibition	+	0.8368	83.68%
CYP2D6 inhibition	-	0.7253	72.53%
CYP1A2 inhibition	+	0.7625	76.25%
CYP2C8 inhibition	+	0.6512	65.12%
CYP inhibitory promiscuity	+	0.7299	72.99%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7043	70.43%
Carcinogenicity (trinary)	Non-required	0.6587	65.87%
Eye corrosion	-	0.9673	96.73%
Eye irritation	+	0.7347	73.47%
Skin irritation	-	0.7850	78.50%
Skin corrosion	-	0.9117	91.17%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8439	84.39%
Micronuclear	-	0.6841	68.41%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.8567	85.67%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	-	0.7237	72.37%
Acute Oral Toxicity (c)	III	0.6493	64.93%
Estrogen receptor binding	+	0.8599	85.99%
Androgen receptor binding	-	0.6273	62.73%
Thyroid receptor binding	+	0.7055	70.55%
Glucocorticoid receptor binding	+	0.6208	62.08%
Aromatase binding	+	0.5594	55.94%
PPAR gamma	+	0.5290	52.90%
Honey bee toxicity	-	0.9172	91.72%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6151	61.51%
Fish aquatic toxicity	+	0.9180	91.80%

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	96.25%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.95%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.63%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.59%	86.33%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	86.39%	92.68%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.41%	85.14%
CHEMBL2581	P07339	Cathepsin D	84.71%	98.95%
CHEMBL2535	P11166	Glucose transporter	83.93%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.83%	94.00%
CHEMBL4208	P20618	Proteasome component C5	83.66%	90.00%
CHEMBL1255126	O15151	Protein Mdm4	82.76%	90.20%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.48%	86.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.45%	94.45%

Plants that contains it

• Dendrobium cumulatum

Cross-Links

• PubChem: 85695041
• LOTUS: LTS0245459
• wikiData: Q105341004