4-(2,4,5-Trimethoxyphenyl)-but-1,3-diene

Details

• Internal ID: 29cc7886-11c6-4761-8555-0048c7aa19e8
• Taxonomy: Benzenoids > Phenol ethers > Anisoles
• IUPAC Name: 1-buta-1,3-dienyl-2,4,5-trimethoxybenzene
• SMILES (Canonical): COC1=CC(=C(C=C1C=CC=C)OC)OC
• SMILES (Isomeric): COC1=CC(=C(C=C1C=CC=C)OC)OC
• InChI: InChI=1S/C13H16O3/c1-5-6-7-10-8-12(15-3)13(16-4)9-11(10)14-2/h5-9H,1H2,2-4H3
• InChI Key: WACVTIABRPEUPH-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆O₃
• Molecular Weight: 220.26 g/mol
• Exact Mass: 220.109944368 g/mol
• Topological Polar Surface Area (TPSA): 27.70 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.91
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9960	99.60%
Caco-2	+	0.8878	88.78%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7355	73.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7501	75.01%
OATP1B3 inhibitior	+	0.9841	98.41%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5404	54.04%
P-glycoprotein inhibitior	-	0.9503	95.03%
P-glycoprotein substrate	-	0.9376	93.76%
CYP3A4 substrate	-	0.6259	62.59%
CYP2C9 substrate	-	0.5886	58.86%
CYP2D6 substrate	+	0.3530	35.30%
CYP3A4 inhibition	-	0.6079	60.79%
CYP2C9 inhibition	-	0.9778	97.78%
CYP2C19 inhibition	-	0.7518	75.18%
CYP2D6 inhibition	-	0.9539	95.39%
CYP1A2 inhibition	+	0.6041	60.41%
CYP2C8 inhibition	-	0.8288	82.88%
CYP inhibitory promiscuity	+	0.5514	55.14%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7721	77.21%
Carcinogenicity (trinary)	Non-required	0.5292	52.92%
Eye corrosion	+	0.5972	59.72%
Eye irritation	+	0.8982	89.82%
Skin irritation	-	0.5223	52.23%
Skin corrosion	-	0.9231	92.31%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6603	66.03%
Micronuclear	-	0.6867	68.67%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.6151	61.51%
Respiratory toxicity	-	0.8667	86.67%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.9625	96.25%
Nephrotoxicity	+	0.5350	53.50%
Acute Oral Toxicity (c)	III	0.8037	80.37%
Estrogen receptor binding	-	0.6660	66.60%
Androgen receptor binding	-	0.9010	90.10%
Thyroid receptor binding	+	0.5339	53.39%
Glucocorticoid receptor binding	-	0.6328	63.28%
Aromatase binding	-	0.5717	57.17%
PPAR gamma	-	0.8032	80.32%
Honey bee toxicity	-	0.5000	50.00%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.8500	85.00%
Fish aquatic toxicity	+	0.9599	95.99%

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	91.18%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.50%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.55%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.73%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.81%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.12%	96.09%

Plants that contains it

• Alpinia flabellata
• Zingiber montanum

Cross-Links

• PubChem: 85447604
• LOTUS: LTS0164987
• wikiData: Q105300137