3-[3-(4-Acetyloxy-3,7-dimethylocta-2,6-dienyl)-4-methoxyphenyl]prop-2-enoic acid

Details

• Internal ID: 4383136c-5a61-4fd0-b448-c981e626bf40
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acids
• IUPAC Name: 3-[3-(4-acetyloxy-3,7-dimethylocta-2,6-dienyl)-4-methoxyphenyl]prop-2-enoic acid
• InChI: InChI=1S/C22H28O5/c1-15(2)6-11-20(27-17(4)23)16(3)7-10-19-14-18(9-13-22(24)25)8-12-21(19)26-5/h6-9,12-14,20H,10-11H2,1-5H3,(H,24,25)
• InChI Key: BNKBJTGWXDOAKC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₈O₅
• Molecular Weight: 372.50 g/mol
• Exact Mass: 372.19367399 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 4.57
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9935	99.35%
Caco-2	+	0.6854	68.54%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.9019	90.19%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9013	90.13%
OATP1B3 inhibitior	+	0.8930	89.30%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9413	94.13%
P-glycoprotein inhibitior	+	0.7343	73.43%
P-glycoprotein substrate	-	0.7454	74.54%
CYP3A4 substrate	+	0.5355	53.55%
CYP2C9 substrate	-	0.5872	58.72%
CYP2D6 substrate	-	0.8719	87.19%
CYP3A4 inhibition	-	0.7690	76.90%
CYP2C9 inhibition	-	0.6452	64.52%
CYP2C19 inhibition	+	0.6089	60.89%
CYP2D6 inhibition	-	0.8169	81.69%
CYP1A2 inhibition	-	0.6632	66.32%
CYP2C8 inhibition	+	0.6179	61.79%
CYP inhibitory promiscuity	-	0.7479	74.79%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6651	66.51%
Carcinogenicity (trinary)	Non-required	0.7597	75.97%
Eye corrosion	-	0.9830	98.30%
Eye irritation	-	0.8935	89.35%
Skin irritation	-	0.7731	77.31%
Skin corrosion	-	0.9830	98.30%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3649	36.49%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	-	0.6166	61.66%
skin sensitisation	-	0.6399	63.99%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.8375	83.75%
Nephrotoxicity	-	0.7732	77.32%
Acute Oral Toxicity (c)	III	0.6314	63.14%
Estrogen receptor binding	+	0.7619	76.19%
Androgen receptor binding	+	0.6007	60.07%
Thyroid receptor binding	+	0.6660	66.60%
Glucocorticoid receptor binding	+	0.7962	79.62%
Aromatase binding	+	0.5315	53.15%
PPAR gamma	+	0.7486	74.86%
Honey bee toxicity	-	0.8347	83.47%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6607	66.07%
Fish aquatic toxicity	+	0.9954	99.54%

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	97.82%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.16%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.55%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.84%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.64%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.75%	85.14%
CHEMBL2581	P07339	Cathepsin D	90.47%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.39%	94.45%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.05%	89.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.89%	95.56%
CHEMBL1255126	O15151	Protein Mdm4	86.71%	90.20%
CHEMBL221	P23219	Cyclooxygenase-1	84.58%	90.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.60%	95.50%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.48%	89.50%
CHEMBL2535	P11166	Glucose transporter	83.17%	98.75%

Plants that contains it

• Lorandersonia pulchella

Cross-Links

• PubChem: 162936680
• LOTUS: LTS0043637
• wikiData: Q104938849