p-Methoxycinnamate

Details

• Internal ID: dbe37b87-6843-40fa-99e4-0b1425a74333
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acids
• IUPAC Name: (E)-3-(4-methoxyphenyl)prop-2-enoate
• 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/c1-13-9-5-2-8(3-6-9)4-7-10(11)12/h2-7H,1H3,(H,11,12)/p-1/b7-4+
• InChI Key: AFDXODALSZRGIH-QPJJXVBHSA-M
• Popularity: 32 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₉O₃-
• Molecular Weight: 177.18 g/mol
• Exact Mass: 177.055169145 g/mol
• Topological Polar Surface Area (TPSA): 49.40 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 0.46
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• STK870153
• AKOS001710552
• (2E)-3-(4-methoxyphenyl)prop-2-enoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9916	99.16%
Caco-2	+	0.9394	93.94%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8659	86.59%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9563	95.63%
OATP1B3 inhibitior	+	0.9799	97.99%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8202	82.02%
P-glycoprotein inhibitior	-	0.9869	98.69%
P-glycoprotein substrate	-	0.9835	98.35%
CYP3A4 substrate	-	0.6385	63.85%
CYP2C9 substrate	-	0.6017	60.17%
CYP2D6 substrate	-	0.8667	86.67%
CYP3A4 inhibition	-	0.9450	94.50%
CYP2C9 inhibition	-	0.8971	89.71%
CYP2C19 inhibition	-	0.7437	74.37%
CYP2D6 inhibition	-	0.9714	97.14%
CYP1A2 inhibition	+	0.7008	70.08%
CYP2C8 inhibition	-	0.7989	79.89%
CYP inhibitory promiscuity	-	0.8069	80.69%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5803	58.03%
Carcinogenicity (trinary)	Non-required	0.5302	53.02%
Eye corrosion	+	0.7791	77.91%
Eye irritation	+	0.9962	99.62%
Skin irritation	+	0.6560	65.60%
Skin corrosion	-	0.9501	95.01%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7620	76.20%
Micronuclear	-	0.5445	54.45%
Hepatotoxicity	-	0.5467	54.67%
skin sensitisation	-	0.8221	82.21%
Respiratory toxicity	-	0.8889	88.89%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.8875	88.75%
Nephrotoxicity	+	0.5757	57.57%
Acute Oral Toxicity (c)	III	0.7990	79.90%
Estrogen receptor binding	-	0.8336	83.36%
Androgen receptor binding	+	0.6425	64.25%
Thyroid receptor binding	-	0.8088	80.88%
Glucocorticoid receptor binding	-	0.6568	65.68%
Aromatase binding	-	0.7141	71.41%
PPAR gamma	-	0.7380	73.80%
Honey bee toxicity	-	0.9665	96.65%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9282	92.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.38%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.07%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.58%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.25%	86.33%
CHEMBL4208	P20618	Proteasome component C5	89.65%	90.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.32%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.24%	99.17%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	80.60%	96.47%

Plants that contains it

• Acorus calamus var. angustatus
• Artemisia dracunculus
• Ocimum basilicum
• Scrophularia ningpoensis

Cross-Links

• PubChem: 5285554
• NPASS: NPC2517