3-(2-Hydroxy-4-methoxyphenyl)prop-2-enal

Details

• Internal ID: 87541800-fb30-4ca5-a604-464ce5839996
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: (E)-3-(2-hydroxy-4-methoxyphenyl)prop-2-enal
• SMILES (Canonical): COC1=CC(=C(C=C1)C=CC=O)O
• SMILES (Isomeric): COC1=CC(=C(C=C1)/C=C/C=O)O
• InChI: InChI=1S/C10H10O3/c1-13-9-5-4-8(3-2-6-11)10(12)7-9/h2-7,12H,1H3/b3-2+
• InChI Key: WMRKBFFUHNUAFH-NSCUHMNNSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₀O₃
• Molecular Weight: 178.18 g/mol
• Exact Mass: 178.062994177 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.61
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• CHEBI:193977
• (E)-3-(2-hydroxy-4-methoxyphenyl)prop-2-enal
• EN300-1870052
• 360077-60-7

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8621	86.21%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.9035	90.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9070	90.70%
OATP1B3 inhibitior	+	0.9939	99.39%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7859	78.59%
P-glycoprotein inhibitior	-	0.9714	97.14%
P-glycoprotein substrate	-	0.9563	95.63%
CYP3A4 substrate	-	0.5858	58.58%
CYP2C9 substrate	-	0.5959	59.59%
CYP2D6 substrate	-	0.7827	78.27%
CYP3A4 inhibition	-	0.8846	88.46%
CYP2C9 inhibition	-	0.9460	94.60%
CYP2C19 inhibition	+	0.6445	64.45%
CYP2D6 inhibition	-	0.9548	95.48%
CYP1A2 inhibition	+	0.6501	65.01%
CYP2C8 inhibition	-	0.6474	64.74%
CYP inhibitory promiscuity	-	0.6298	62.98%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6700	67.00%
Carcinogenicity (trinary)	Non-required	0.6029	60.29%
Eye corrosion	+	0.8734	87.34%
Eye irritation	+	0.9963	99.63%
Skin irritation	+	0.8676	86.76%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7113	71.13%
Micronuclear	+	0.5863	58.63%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.5910	59.10%
Respiratory toxicity	-	0.8111	81.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	-	0.9750	97.50%
Nephrotoxicity	+	0.4565	45.65%
Acute Oral Toxicity (c)	III	0.7532	75.32%
Estrogen receptor binding	-	0.6046	60.46%
Androgen receptor binding	-	0.5320	53.20%
Thyroid receptor binding	-	0.6790	67.90%
Glucocorticoid receptor binding	-	0.5164	51.64%
Aromatase binding	-	0.6275	62.75%
PPAR gamma	-	0.6578	65.78%
Honey bee toxicity	-	0.9426	94.26%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9140	91.40%

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	98.61%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.22%	95.56%
CHEMBL4208	P20618	Proteasome component C5	94.42%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.03%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.83%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.23%	86.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.01%	97.36%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.75%	96.00%
CHEMBL3194	P02766	Transthyretin	87.44%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.17%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	85.53%	94.73%
CHEMBL2581	P07339	Cathepsin D	85.28%	98.95%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.46%	90.24%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.06%	91.71%

Plants that contains it

• Toona ciliata

Cross-Links

• PubChem: 131242936
• LOTUS: LTS0003407
• wikiData: Q105308797