5-[(E)-2-(3,4-dimethoxyphenyl)ethenyl]-2,3-dimethoxyphenol

Details

• Internal ID: b7d593ed-8378-4942-9fb6-ef45b62c61b5
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 5-[(E)-2-(3,4-dimethoxyphenyl)ethenyl]-2,3-dimethoxyphenol
• SMILES (Canonical): COC1=C(C=C(C=C1)C=CC2=CC(=C(C(=C2)OC)OC)O)OC
• SMILES (Isomeric): COC1=C(C=C(C=C1)/C=C/C2=CC(=C(C(=C2)OC)OC)O)OC
• InChI: InChI=1S/C18H20O5/c1-20-15-8-7-12(10-16(15)21-2)5-6-13-9-14(19)18(23-4)17(11-13)22-3/h5-11,19H,1-4H3/b6-5+
• InChI Key: IMUMNNFSYPVDEW-AATRIKPKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀O₅
• Molecular Weight: 316.30 g/mol
• Exact Mass: 316.13107373 g/mol
• Topological Polar Surface Area (TPSA): 57.20 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.60
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

• NSC613731
• NSC-613731

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9904	99.04%
Caco-2	+	0.9175	91.75%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7414	74.14%
OATP2B1 inhibitior	-	0.8655	86.55%
OATP1B1 inhibitior	+	0.9485	94.85%
OATP1B3 inhibitior	+	0.9710	97.10%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6289	62.89%
P-glycoprotein inhibitior	-	0.5824	58.24%
P-glycoprotein substrate	-	0.9533	95.33%
CYP3A4 substrate	-	0.5939	59.39%
CYP2C9 substrate	-	0.5963	59.63%
CYP2D6 substrate	-	0.6581	65.81%
CYP3A4 inhibition	-	0.5175	51.75%
CYP2C9 inhibition	-	0.9658	96.58%
CYP2C19 inhibition	-	0.5529	55.29%
CYP2D6 inhibition	-	0.8911	89.11%
CYP1A2 inhibition	+	0.6781	67.81%
CYP2C8 inhibition	+	0.6681	66.81%
CYP inhibitory promiscuity	+	0.7126	71.26%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7721	77.21%
Carcinogenicity (trinary)	Non-required	0.5763	57.63%
Eye corrosion	-	0.9724	97.24%
Eye irritation	-	0.5410	54.10%
Skin irritation	-	0.7622	76.22%
Skin corrosion	-	0.9708	97.08%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7687	76.87%
Micronuclear	-	0.5367	53.67%
Hepatotoxicity	+	0.5048	50.48%
skin sensitisation	-	0.7766	77.66%
Respiratory toxicity	-	0.8333	83.33%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.8250	82.50%
Nephrotoxicity	-	0.7615	76.15%
Acute Oral Toxicity (c)	III	0.6026	60.26%
Estrogen receptor binding	+	0.8271	82.71%
Androgen receptor binding	+	0.6870	68.70%
Thyroid receptor binding	+	0.8000	80.00%
Glucocorticoid receptor binding	-	0.5164	51.64%
Aromatase binding	+	0.7085	70.85%
PPAR gamma	-	0.5256	52.56%
Honey bee toxicity	-	0.9398	93.98%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9791	97.91%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.96%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.21%	91.11%
CHEMBL3194	P02766	Transthyretin	93.25%	90.71%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	93.05%	92.68%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.90%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.19%	95.56%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.50%	89.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.18%	96.09%
CHEMBL1255126	O15151	Protein Mdm4	85.86%	90.20%
CHEMBL1951	P21397	Monoamine oxidase A	85.80%	91.49%
CHEMBL2535	P11166	Glucose transporter	84.36%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.22%	89.00%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	83.19%	80.78%
CHEMBL3788	O00444	Serine/threonine-protein kinase PLK4	81.28%	83.65%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.75%	99.17%

Plants that contains it

• Combretum caffrum

Cross-Links

• PubChem: 5386529
• LOTUS: LTS0124859
• wikiData: Q105115930