2-Propenal, 3-(4-hydroxy-2-methoxyphenyl)-

Details

• Internal ID: 8ffddc16-b7ef-4d4e-9fc0-2a20ce084be9
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: 3-(4-hydroxy-2-methoxyphenyl)prop-2-enal
• InChI: InChI=1S/C10H10O3/c1-13-10-7-9(12)5-4-8(10)3-2-6-11/h2-7,12H,1H3
• InChI Key: MRCGVXARHKOYKU-UHFFFAOYSA-N
• Popularity: 13 references 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

• DTXSID20345026
• RefChem:266185
• DTXCID20296100
• 127321-19-1
• 4-Hydroxy-2-methoxycinnamaldehyde
• 3-(4-hydroxy-2-methoxyphenyl)prop-2-enal
• SCHEMBL1682631

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7196	71.96%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.9035	90.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8003	80.03%
OATP1B3 inhibitior	+	0.9939	99.39%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8728	87.28%
P-glycoprotein inhibitior	-	0.9839	98.39%
P-glycoprotein substrate	-	0.8996	89.96%
CYP3A4 substrate	-	0.5805	58.05%
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	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.6298	62.98%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.6700	67.00%
Carcinogenicity (trinary)	Non-required	0.6029	60.29%
Eye corrosion	+	0.8734	87.34%
Eye irritation	+	1.0000	100.00%
Skin irritation	+	0.8676	86.76%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6117	61.17%
Micronuclear	+	0.5863	58.63%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.5910	59.10%
Respiratory toxicity	-	0.8222	82.22%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	-	0.9750	97.50%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.7532	75.32%
Estrogen receptor binding	-	0.6262	62.62%
Androgen receptor binding	-	0.6080	60.80%
Thyroid receptor binding	-	0.8005	80.05%
Glucocorticoid receptor binding	-	0.6940	69.40%
Aromatase binding	-	0.6955	69.55%
PPAR gamma	-	0.5329	53.29%
Honey bee toxicity	-	0.9360	93.60%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.5055	50.55%
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	95.79%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.11%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.81%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.42%	86.33%
CHEMBL3194	P02766	Transthyretin	91.43%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.20%	96.00%
CHEMBL4208	P20618	Proteasome component C5	87.94%	90.00%
CHEMBL2581	P07339	Cathepsin D	86.38%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.09%	99.17%
CHEMBL2535	P11166	Glucose transporter	84.35%	98.75%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.43%	97.36%
CHEMBL3401	O75469	Pregnane X receptor	82.79%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.55%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.01%	95.89%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.46%	89.62%

Plants that contains it

• Vanilla planifolia

Cross-Links

• PubChem: 601227
• LOTUS: LTS0016664
• wikiData: Q82117241