(E,E)-1,6-bis(4-methoxyphenyl)-1,5-hexadiene

Details

• Internal ID: e2b59aa4-c8b9-445f-9544-c9ba76a4ce2a
• Taxonomy: Benzenoids > Phenol ethers > Anisoles
• IUPAC Name: 1-methoxy-4-[(1E,5E)-6-(4-methoxyphenyl)hexa-1,5-dienyl]benzene
• SMILES (Canonical): COC1=CC=C(C=C1)C=CCCC=CC2=CC=C(C=C2)OC
• SMILES (Isomeric): COC1=CC=C(C=C1)/C=C/CC/C=C/C2=CC=C(C=C2)OC
• InChI: InChI=1S/C20H22O2/c1-21-19-13-9-17(10-14-19)7-5-3-4-6-8-18-11-15-20(22-2)16-12-18/h5-16H,3-4H2,1-2H3/b7-5+,8-6+
• InChI Key: FWOYMKXDIXNXIC-KQQUZDAGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₂
• Molecular Weight: 294.40 g/mol
• Exact Mass: 294.161979940 g/mol
• Topological Polar Surface Area (TPSA): 18.50 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.21
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

• CHEBI:174113
• 1-methoxy-4-[(1E,5E)-6-(4-methoxyphenyl)hexa-1,5-dienyl]benzene
• 1-methoxy-4-[(1E,5E)-6-(4-methoxyphenyl)hexa-1,5-dien-1-yl]benzene

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9147	91.47%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8010	80.10%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9132	91.32%
OATP1B3 inhibitior	+	0.9546	95.46%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9134	91.34%
P-glycoprotein inhibitior	+	0.6756	67.56%
P-glycoprotein substrate	-	0.9741	97.41%
CYP3A4 substrate	-	0.6564	65.64%
CYP2C9 substrate	+	0.5862	58.62%
CYP2D6 substrate	+	0.4213	42.13%
CYP3A4 inhibition	-	0.7643	76.43%
CYP2C9 inhibition	-	0.7480	74.80%
CYP2C19 inhibition	+	0.8565	85.65%
CYP2D6 inhibition	-	0.8331	83.31%
CYP1A2 inhibition	+	0.9202	92.02%
CYP2C8 inhibition	-	0.9349	93.49%
CYP inhibitory promiscuity	+	0.8719	87.19%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6513	65.13%
Carcinogenicity (trinary)	Non-required	0.5391	53.91%
Eye corrosion	-	0.8890	88.90%
Eye irritation	+	0.8038	80.38%
Skin irritation	-	0.8299	82.99%
Skin corrosion	-	0.9856	98.56%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9090	90.90%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	+	0.6707	67.07%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.8750	87.50%
Nephrotoxicity	-	0.6214	62.14%
Acute Oral Toxicity (c)	III	0.8826	88.26%
Estrogen receptor binding	+	0.8136	81.36%
Androgen receptor binding	+	0.7005	70.05%
Thyroid receptor binding	+	0.6404	64.04%
Glucocorticoid receptor binding	+	0.6134	61.34%
Aromatase binding	+	0.8087	80.87%
PPAR gamma	+	0.5648	56.48%
Honey bee toxicity	-	0.9546	95.46%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.7400	74.00%
Fish aquatic toxicity	+	0.9117	91.17%

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	94.13%	96.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.33%	93.99%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.20%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.90%	96.09%
CHEMBL1907	P15144	Aminopeptidase N	90.76%	93.31%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.51%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.91%	86.33%
CHEMBL4208	P20618	Proteasome component C5	86.89%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.15%	99.17%

Plants that contains it

• Ocimum americanum

Cross-Links

• PubChem: 11140953
• LOTUS: LTS0023943
• wikiData: Q76416704