3-[3,5-Dimethoxy-4-(3-methylbut-2-enoxy)phenyl]prop-2-en-1-ol

Details

• Internal ID: 600a4bf3-2411-4de3-b1c8-cfea7751195e
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Methoxybenzenes > Dimethoxybenzenes
• IUPAC Name: 3-[3,5-dimethoxy-4-(3-methylbut-2-enoxy)phenyl]prop-2-en-1-ol
• SMILES (Canonical): CC(=CCOC1=C(C=C(C=C1OC)C=CCO)OC)C
• SMILES (Isomeric): CC(=CCOC1=C(C=C(C=C1OC)C=CCO)OC)C
• InChI: InChI=1S/C16H22O4/c1-12(2)7-9-20-16-14(18-3)10-13(6-5-8-17)11-15(16)19-4/h5-7,10-11,17H,8-9H2,1-4H3
• InChI Key: LJFSXCYUDNGDGD-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₄
• Molecular Weight: 278.34 g/mol
• Exact Mass: 278.15180918 g/mol
• Topological Polar Surface Area (TPSA): 47.90 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.05
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9908	99.08%
Caco-2	+	0.9374	93.74%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7965	79.65%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9162	91.62%
OATP1B3 inhibitior	+	0.9604	96.04%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7282	72.82%
P-glycoprotein inhibitior	-	0.7740	77.40%
P-glycoprotein substrate	-	0.9012	90.12%
CYP3A4 substrate	-	0.5492	54.92%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.7169	71.69%
CYP3A4 inhibition	-	0.5921	59.21%
CYP2C9 inhibition	-	0.7827	78.27%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.8698	86.98%
CYP1A2 inhibition	+	0.5318	53.18%
CYP2C8 inhibition	-	0.6124	61.24%
CYP inhibitory promiscuity	-	0.5921	59.21%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7578	75.78%
Carcinogenicity (trinary)	Non-required	0.7323	73.23%
Eye corrosion	-	0.9697	96.97%
Eye irritation	+	0.7781	77.81%
Skin irritation	-	0.7201	72.01%
Skin corrosion	-	0.9533	95.33%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4386	43.86%
Micronuclear	-	0.7619	76.19%
Hepatotoxicity	-	0.5572	55.72%
skin sensitisation	+	0.5644	56.44%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	+	0.4552	45.52%
Acute Oral Toxicity (c)	III	0.7073	70.73%
Estrogen receptor binding	+	0.7982	79.82%
Androgen receptor binding	-	0.6468	64.68%
Thyroid receptor binding	+	0.5614	56.14%
Glucocorticoid receptor binding	-	0.6210	62.10%
Aromatase binding	+	0.5406	54.06%
PPAR gamma	+	0.6423	64.23%
Honey bee toxicity	-	0.8985	89.85%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9264	92.64%

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	95.55%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.03%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.10%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.99%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.40%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	85.12%	94.73%
CHEMBL4208	P20618	Proteasome component C5	84.33%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.31%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.81%	94.45%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	81.46%	92.38%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.40%	96.95%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	80.30%	92.68%

Plants that contains it

• Aristolochia orbicularis
• Boronia pinnata

Cross-Links

• PubChem: 85214400
• LOTUS: LTS0158320
• wikiData: Q103813422