4-Methoxycinnamic Acid

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	1aa442ce-398e-4c9d-8371-c9b1bcaed301
Taxonomy	Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acids
IUPAC Name	(E)-3-(4-methoxyphenyl)prop-2-enoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI	InChI=1S/C10H10O3/c1-13-9-5-2-8(3-6-9)4-7-10(11)12/h2-7H,1H3,(H,11,12)/b7-4+
InChI Key	AFDXODALSZRGIH-QPJJXVBHSA-N
Popularity	368 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₀H₁₀O₃
Molecular Weight	178.18 g/mol
Exact Mass	178.062994177 g/mol
Topological Polar Surface Area (TPSA)	46.50 Å²
XlogP	1.80
Atomic LogP (AlogP)	1.79
H-Bond Acceptor	2
H-Bond Donor	1
Rotatable Bonds	3

Synonyms

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830-09-1

3-(4-methoxyphenyl)acrylic acid

(E)-3-(4-methoxyphenyl)prop-2-enoic acid

(2E)-3-(4-methoxyphenyl)prop-2-enoic acid

2-Propenoic acid, 3-(4-methoxyphenyl)-

3-(4-Methoxyphenyl)-2-propenoic acid

NSC-5303

NSC-623437

6G4ML8401A

3-(4-methoxyphenyl)prop-2-enoic acid

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9970	99.70%
Caco-2	+	0.9394	93.94%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8702	87.02%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9583	95.83%
OATP1B3 inhibitior	+	0.9789	97.89%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8202	82.02%
P-glycoprotein inhibitior	-	0.9869	98.69%
P-glycoprotein substrate	-	0.9880	98.80%
CYP3A4 substrate	-	0.6802	68.02%
CYP2C9 substrate	-	0.7953	79.53%
CYP2D6 substrate	-	0.8567	85.67%
CYP3A4 inhibition	-	0.9401	94.01%
CYP2C9 inhibition	-	0.9472	94.72%
CYP2C19 inhibition	-	0.8758	87.58%
CYP2D6 inhibition	-	0.9796	97.96%
CYP1A2 inhibition	-	0.5932	59.32%
CYP2C8 inhibition	-	0.8104	81.04%
CYP inhibitory promiscuity	-	0.9115	91.15%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5730	57.30%
Carcinogenicity (trinary)	Non-required	0.5631	56.31%
Eye corrosion	+	0.6362	63.62%
Eye irritation	+	0.9962	99.62%
Skin irritation	+	0.7975	79.75%
Skin corrosion	-	0.9094	90.94%
Ames mutagenesis	-	0.9600	96.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7620	76.20%
Micronuclear	-	0.5045	50.45%
Hepatotoxicity	-	0.7144	71.44%
skin sensitisation	-	0.8177	81.77%
Respiratory toxicity	-	0.8889	88.89%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.9125	91.25%
Nephrotoxicity	-	0.6240	62.40%
Acute Oral Toxicity (c)	III	0.8002	80.02%
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	-	0.9758	97.58%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.8953	89.53%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL3797	Q13315	Serine-protein kinase ATM	44668.4 nM	Potency	via CMAUP
CHEMBL1947	P10828	Thyroid hormone receptor beta-1	25118.9 nM 44668.4 nM	Potency Potency	via CMAUP via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.60%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.17%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.77%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.48%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.03%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	90.02%	90.17%
CHEMBL4208	P20618	Proteasome component C5	89.51%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.03%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.78%	95.50%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Adiantum capillus-veneris

Ailanthus integrifolia

Asplenium adiantum-nigrum

Astianthus viminalis

Baccharis subdentata

Balanophora tobiracola

Bergera euchrestifolia

Buddleja asiatica