2,4-Dimethoxy-6-(2-phenylethenyl)benzoic acid

Details

• Internal ID: 5575eef6-fa3c-4098-91b2-f522e84e0adb
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 2,4-dimethoxy-6-(2-phenylethenyl)benzoic acid
• SMILES (Canonical): COC1=CC(=C(C(=C1)OC)C(=O)O)C=CC2=CC=CC=C2
• SMILES (Isomeric): COC1=CC(=C(C(=C1)OC)C(=O)O)C=CC2=CC=CC=C2
• InChI: InChI=1S/C17H16O4/c1-20-14-10-13(9-8-12-6-4-3-5-7-12)16(17(18)19)15(11-14)21-2/h3-11H,1-2H3,(H,18,19)
• InChI Key: HANXYNBDTBPYKD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₄
• Molecular Weight: 284.31 g/mol
• Exact Mass: 284.10485899 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.57
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9939	99.39%
Caco-2	+	0.8352	83.52%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8925	89.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9096	90.96%
OATP1B3 inhibitior	+	0.9789	97.89%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6239	62.39%
P-glycoprotein inhibitior	-	0.4553	45.53%
P-glycoprotein substrate	-	0.9567	95.67%
CYP3A4 substrate	-	0.6129	61.29%
CYP2C9 substrate	-	0.6077	60.77%
CYP2D6 substrate	-	0.8738	87.38%
CYP3A4 inhibition	-	0.7358	73.58%
CYP2C9 inhibition	-	0.8703	87.03%
CYP2C19 inhibition	+	0.5329	53.29%
CYP2D6 inhibition	-	0.9475	94.75%
CYP1A2 inhibition	+	0.5800	58.00%
CYP2C8 inhibition	+	0.5969	59.69%
CYP inhibitory promiscuity	+	0.5766	57.66%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6786	67.86%
Carcinogenicity (trinary)	Non-required	0.6052	60.52%
Eye corrosion	-	0.9755	97.55%
Eye irritation	+	0.6513	65.13%
Skin irritation	-	0.6672	66.72%
Skin corrosion	-	0.9888	98.88%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6410	64.10%
Micronuclear	+	0.6507	65.07%
Hepatotoxicity	+	0.5908	59.08%
skin sensitisation	-	0.9150	91.50%
Respiratory toxicity	-	0.8444	84.44%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.5575	55.75%
Acute Oral Toxicity (c)	III	0.4340	43.40%
Estrogen receptor binding	+	0.9179	91.79%
Androgen receptor binding	+	0.8088	80.88%
Thyroid receptor binding	+	0.5880	58.80%
Glucocorticoid receptor binding	-	0.4678	46.78%
Aromatase binding	+	0.8588	85.88%
PPAR gamma	+	0.8237	82.37%
Honey bee toxicity	-	0.9172	91.72%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9940	99.40%

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	97.84%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.70%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.25%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.65%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.17%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.12%	95.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	87.06%	94.08%
CHEMBL3194	P02766	Transthyretin	87.02%	90.71%
CHEMBL4208	P20618	Proteasome component C5	86.58%	90.00%
CHEMBL2535	P11166	Glucose transporter	85.74%	98.75%
CHEMBL1255126	O15151	Protein Mdm4	83.34%	90.20%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.38%	93.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.69%	93.99%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.53%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	81.45%	94.73%

Plants that contains it

• Persicaria maculosa

Cross-Links

• PubChem: 85800629
• LOTUS: LTS0203140
• wikiData: Q105024953