4-Coumarate

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	6ebc6c51-6013-419f-a4cc-2700c9f4dbe3
Taxonomy	Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acids
IUPAC Name	4-[(E)-2-carboxyethenyl]phenolate
SMILES (Canonical)	C1=CC(=CC=C1C=CC(=O)O)[O-]
SMILES (Isomeric)	C1=CC(=CC=C1/C=C/C(=O)O)[O-]
InChI	InChI=1S/C9H8O3/c10-8-4-1-7(2-5-8)3-6-9(11)12/h1-6,10H,(H,11,12)/p-1/b6-3+
InChI Key	NGSWKAQJJWESNS-ZZXKWVIFSA-M
Popularity	27 references in papers

Physical and Chemical Properties

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Molecular Formula	C₉H₇O₃-
Molecular Weight	163.15 g/mol
Exact Mass	163.039519081 g/mol
Topological Polar Surface Area (TPSA)	60.40 Å²
XlogP	2.10
Atomic LogP (AlogP)	0.86
H-Bond Acceptor	2
H-Bond Donor	1
Rotatable Bonds	2

Synonyms

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4-coumarate

p-coumarate

(2E)-3-(4-hydroxyphenyl)acrylate

ZINC00039811

trans-p-coumarate

3-(4-hydroxyphenyl)acrylate

4-Oxylatocinnamate

(E)-4-coumarate

4-hydroxycinnamate anion

4-(2-Carboxyethenyl)phenolate

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	+	0.9889	98.89%
Caco-2	+	0.8533	85.33%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8274	82.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9488	94.88%
OATP1B3 inhibitior	+	0.9602	96.02%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9108	91.08%
P-glycoprotein inhibitior	-	0.9890	98.90%
P-glycoprotein substrate	-	0.9882	98.82%
CYP3A4 substrate	-	0.7919	79.19%
CYP2C9 substrate	-	0.6019	60.19%
CYP2D6 substrate	-	0.8812	88.12%
CYP3A4 inhibition	-	0.9039	90.39%
CYP2C9 inhibition	-	0.9727	97.27%
CYP2C19 inhibition	-	0.9283	92.83%
CYP2D6 inhibition	-	0.9594	95.94%
CYP1A2 inhibition	-	0.9007	90.07%
CYP2C8 inhibition	-	0.8207	82.07%
CYP inhibitory promiscuity	-	0.9515	95.15%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6005	60.05%
Carcinogenicity (trinary)	Non-required	0.6081	60.81%
Eye corrosion	+	0.6746	67.46%
Eye irritation	+	1.0000	100.00%
Skin irritation	+	0.9233	92.33%
Skin corrosion	-	0.8395	83.95%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8830	88.30%
Micronuclear	+	0.5314	53.14%
Hepatotoxicity	-	0.5503	55.03%
skin sensitisation	+	0.7306	73.06%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.8250	82.50%
Nephrotoxicity	-	0.6860	68.60%
Acute Oral Toxicity (c)	III	0.6096	60.96%
Estrogen receptor binding	-	0.8610	86.10%
Androgen receptor binding	+	0.5583	55.83%
Thyroid receptor binding	-	0.8178	81.78%
Glucocorticoid receptor binding	-	0.7008	70.08%
Aromatase binding	-	0.7910	79.10%
PPAR gamma	-	0.6443	64.43%
Honey bee toxicity	-	0.9509	95.09%
Biodegradation	+	0.6000	60.00%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.9407	94.07%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.75%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.42%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.06%	86.33%
CHEMBL3194	P02766	Transthyretin	82.92%	90.71%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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