(2,6-dimethoxy-4-prop-2-enylphenyl) (E)-3-phenylprop-2-enoate

Details

• Internal ID: 848ef5e0-2307-44d5-b253-0a051813c637
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acid esters
• IUPAC Name: (2,6-dimethoxy-4-prop-2-enylphenyl) (E)-3-phenylprop-2-enoate
• SMILES (Canonical): COC1=CC(=CC(=C1OC(=O)C=CC2=CC=CC=C2)OC)CC=C
• SMILES (Isomeric): COC1=CC(=CC(=C1OC(=O)/C=C/C2=CC=CC=C2)OC)CC=C
• InChI: InChI=1S/C20H20O4/c1-4-8-16-13-17(22-2)20(18(14-16)23-3)24-19(21)12-11-15-9-6-5-7-10-15/h4-7,9-14H,1,8H2,2-3H3/b12-11+
• InChI Key: UHRREUFGFZFYBI-VAWYXSNFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₄
• Molecular Weight: 324.40 g/mol
• Exact Mass: 324.13615911 g/mol
• Topological Polar Surface Area (TPSA): 44.80 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.05
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9924	99.24%
Caco-2	+	0.6976	69.76%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8154	81.54%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.8679	86.79%
OATP1B3 inhibitior	+	0.9729	97.29%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8533	85.33%
P-glycoprotein inhibitior	+	0.7812	78.12%
P-glycoprotein substrate	-	0.8756	87.56%
CYP3A4 substrate	-	0.5167	51.67%
CYP2C9 substrate	-	0.7904	79.04%
CYP2D6 substrate	-	0.8205	82.05%
CYP3A4 inhibition	+	0.7179	71.79%
CYP2C9 inhibition	-	0.7456	74.56%
CYP2C19 inhibition	+	0.8119	81.19%
CYP2D6 inhibition	-	0.9061	90.61%
CYP1A2 inhibition	+	0.7559	75.59%
CYP2C8 inhibition	+	0.9107	91.07%
CYP inhibitory promiscuity	+	0.8332	83.32%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7614	76.14%
Carcinogenicity (trinary)	Non-required	0.6315	63.15%
Eye corrosion	-	0.9377	93.77%
Eye irritation	+	0.5514	55.14%
Skin irritation	-	0.7886	78.86%
Skin corrosion	-	0.9772	97.72%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8605	86.05%
Micronuclear	+	0.5725	57.25%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8542	85.42%
Respiratory toxicity	-	0.7889	78.89%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.9000	90.00%
Nephrotoxicity	-	0.7381	73.81%
Acute Oral Toxicity (c)	III	0.6594	65.94%
Estrogen receptor binding	+	0.8195	81.95%
Androgen receptor binding	+	0.6135	61.35%
Thyroid receptor binding	+	0.5940	59.40%
Glucocorticoid receptor binding	+	0.5562	55.62%
Aromatase binding	+	0.5716	57.16%
PPAR gamma	-	0.6337	63.37%
Honey bee toxicity	-	0.7885	78.85%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9972	99.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.94%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.79%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.28%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.22%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.89%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.75%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	91.08%	95.50%
CHEMBL2581	P07339	Cathepsin D	90.69%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.73%	93.99%
CHEMBL1255126	O15151	Protein Mdm4	85.20%	90.20%
CHEMBL4208	P20618	Proteasome component C5	82.92%	90.00%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	80.43%	89.44%

Plants that contains it

• Illicium difengpi
• Zingiber officinale

Cross-Links

• PubChem: 5316677
• NPASS: NPC270072
• LOTUS: LTS0173346
• wikiData: Q105273058