3-[4-Hydroxy-3-methoxy-5-(3-methylbut-2-enyl)phenyl]prop-2-enal

Details

• Internal ID: ca65ba5c-5fc1-4616-b27c-3686209f073e
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: 3-[4-hydroxy-3-methoxy-5-(3-methylbut-2-enyl)phenyl]prop-2-enal
• SMILES (Canonical): CC(=CCC1=C(C(=CC(=C1)C=CC=O)OC)O)C
• SMILES (Isomeric): CC(=CCC1=C(C(=CC(=C1)C=CC=O)OC)O)C
• InChI: InChI=1S/C15H18O3/c1-11(2)6-7-13-9-12(5-4-8-16)10-14(18-3)15(13)17/h4-6,8-10,17H,7H2,1-3H3
• InChI Key: UXKPNBZMMBPABK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.12
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9133	91.33%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8412	84.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8342	83.42%
OATP1B3 inhibitior	+	0.9502	95.02%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6783	67.83%
P-glycoprotein inhibitior	-	0.9155	91.55%
P-glycoprotein substrate	-	0.8148	81.48%
CYP3A4 substrate	-	0.5345	53.45%
CYP2C9 substrate	+	0.6043	60.43%
CYP2D6 substrate	-	0.7780	77.80%
CYP3A4 inhibition	-	0.7488	74.88%
CYP2C9 inhibition	-	0.6030	60.30%
CYP2C19 inhibition	+	0.6468	64.68%
CYP2D6 inhibition	-	0.7937	79.37%
CYP1A2 inhibition	+	0.5691	56.91%
CYP2C8 inhibition	-	0.6190	61.90%
CYP inhibitory promiscuity	+	0.5930	59.30%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7832	78.32%
Carcinogenicity (trinary)	Non-required	0.7046	70.46%
Eye corrosion	-	0.8867	88.67%
Eye irritation	+	0.9096	90.96%
Skin irritation	-	0.5175	51.75%
Skin corrosion	-	0.9276	92.76%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6578	65.78%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.5517	55.17%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	-	0.6582	65.82%
Acute Oral Toxicity (c)	III	0.8073	80.73%
Estrogen receptor binding	+	0.9283	92.83%
Androgen receptor binding	-	0.5355	53.55%
Thyroid receptor binding	+	0.5341	53.41%
Glucocorticoid receptor binding	+	0.6216	62.16%
Aromatase binding	+	0.7463	74.63%
PPAR gamma	+	0.6594	65.94%
Honey bee toxicity	-	0.8688	86.88%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6055	60.55%
Fish aquatic toxicity	+	0.9830	98.30%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.40%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.06%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.11%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	92.57%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.90%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.33%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.23%	85.14%
CHEMBL2581	P07339	Cathepsin D	86.69%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.33%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.12%	95.89%
CHEMBL3194	P02766	Transthyretin	81.73%	90.71%
CHEMBL4208	P20618	Proteasome component C5	80.37%	90.00%
CHEMBL1255126	O15151	Protein Mdm4	80.12%	90.20%

Plants that contains it

• Zanthoxylum rhetsa

Cross-Links

• PubChem: 71436108
• LOTUS: LTS0115674
• wikiData: Q105280871