[4-[5-(4-Acetyloxyphenyl)penta-1,4-dienyl]phenyl] acetate

Details

• Internal ID: 9d08cf81-db5b-4087-bf0f-b8374cb13d26
• Taxonomy: Benzenoids > Phenol esters
• IUPAC Name: [4-[5-(4-acetyloxyphenyl)penta-1,4-dienyl]phenyl] acetate
• SMILES (Canonical): CC(=O)OC1=CC=C(C=C1)C=CCC=CC2=CC=C(C=C2)OC(=O)C
• SMILES (Isomeric): CC(=O)OC1=CC=C(C=C1)C=CCC=CC2=CC=C(C=C2)OC(=O)C
• InChI: InChI=1S/C21H20O4/c1-16(22)24-20-12-8-18(9-13-20)6-4-3-5-7-19-10-14-21(15-11-19)25-17(2)23/h4-15H,3H2,1-2H3
• InChI Key: MCWSDPSEIBGXKQ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₀O₄
• Molecular Weight: 336.40 g/mol
• Exact Mass: 336.13615911 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.65
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9949	99.49%
Caco-2	+	0.6538	65.38%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.9104	91.04%
OATP2B1 inhibitior	-	0.7178	71.78%
OATP1B1 inhibitior	+	0.9300	93.00%
OATP1B3 inhibitior	+	0.9408	94.08%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9481	94.81%
P-glycoprotein inhibitior	+	0.7051	70.51%
P-glycoprotein substrate	-	0.9845	98.45%
CYP3A4 substrate	-	0.6387	63.87%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.8532	85.32%
CYP3A4 inhibition	-	0.5788	57.88%
CYP2C9 inhibition	+	0.5515	55.15%
CYP2C19 inhibition	+	0.7159	71.59%
CYP2D6 inhibition	-	0.8816	88.16%
CYP1A2 inhibition	+	0.6819	68.19%
CYP2C8 inhibition	-	0.9012	90.12%
CYP inhibitory promiscuity	+	0.7412	74.12%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5960	59.60%
Carcinogenicity (trinary)	Non-required	0.5601	56.01%
Eye corrosion	-	0.9776	97.76%
Eye irritation	-	0.4873	48.73%
Skin irritation	-	0.8920	89.20%
Skin corrosion	-	0.9897	98.97%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7939	79.39%
Micronuclear	+	0.5233	52.33%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.7825	78.25%
Respiratory toxicity	-	0.8556	85.56%
Reproductive toxicity	-	0.6667	66.67%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	+	0.6816	68.16%
Acute Oral Toxicity (c)	III	0.8381	83.81%
Estrogen receptor binding	+	0.8380	83.80%
Androgen receptor binding	+	0.7125	71.25%
Thyroid receptor binding	+	0.5545	55.45%
Glucocorticoid receptor binding	+	0.6667	66.67%
Aromatase binding	+	0.6073	60.73%
PPAR gamma	+	0.5769	57.69%
Honey bee toxicity	-	0.8712	87.12%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9973	99.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.38%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.16%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.01%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.96%	86.33%
CHEMBL2039	P27338	Monoamine oxidase B	88.80%	92.51%
CHEMBL2581	P07339	Cathepsin D	88.38%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.28%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.72%	99.17%
CHEMBL4208	P20618	Proteasome component C5	86.02%	90.00%

Plants that contains it

• Alpinia galanga

Cross-Links

• PubChem: 162939046
• LOTUS: LTS0272405
• wikiData: Q105161493