2-(4-Hydroxyphenyl)propionate

Details

• Internal ID: 5ed3e62c-1858-480a-aaa9-206b04b13076
• Taxonomy: Phenylpropanoids and polyketides > Phenylpropanoic acids
• IUPAC Name: 2-(4-hydroxyphenyl)propanoate
• SMILES (Canonical): CC(C1=CC=C(C=C1)O)C(=O)[O-]
• SMILES (Isomeric): CC(C1=CC=C(C=C1)O)C(=O)[O-]
• InChI: InChI=1S/C9H10O3/c1-6(9(11)12)7-2-4-8(10)5-3-7/h2-6,10H,1H3,(H,11,12)/p-1
• InChI Key: ZHMMPVANGNPCBW-UHFFFAOYSA-M
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₉O₃-
• Molecular Weight: 165.17 g/mol
• Exact Mass: 165.055169145 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 0.25
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• ZHMMPVANGNPCBW-UHFFFAOYSA-M
• AKOS024437600
• 2-(4-Hydroxyphenyl) propionic acid, 4-Hydroxycinnamoate, 4-Hydroxycinnamic acid, 4-Hydroxyhydratropate, (4-Hydroxyphenyl)-2-propionic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9865	98.65%
Caco-2	+	0.8476	84.76%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.9119	91.19%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9004	90.04%
OATP1B3 inhibitior	+	0.9721	97.21%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9388	93.88%
P-glycoprotein inhibitior	-	0.9909	99.09%
P-glycoprotein substrate	-	0.9401	94.01%
CYP3A4 substrate	-	0.7520	75.20%
CYP2C9 substrate	+	0.8191	81.91%
CYP2D6 substrate	-	0.8766	87.66%
CYP3A4 inhibition	-	0.9546	95.46%
CYP2C9 inhibition	-	0.9726	97.26%
CYP2C19 inhibition	-	0.9767	97.67%
CYP2D6 inhibition	-	0.9733	97.33%
CYP1A2 inhibition	-	0.8935	89.35%
CYP2C8 inhibition	-	0.9696	96.96%
CYP inhibitory promiscuity	-	0.9802	98.02%
UGT catelyzed	+	0.6362	63.62%
Carcinogenicity (binary)	-	0.5788	57.88%
Carcinogenicity (trinary)	Non-required	0.6504	65.04%
Eye corrosion	+	0.8100	81.00%
Eye irritation	+	0.9940	99.40%
Skin irritation	+	0.9159	91.59%
Skin corrosion	+	0.5579	55.79%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8699	86.99%
Micronuclear	+	0.5014	50.14%
Hepatotoxicity	+	0.7500	75.00%
skin sensitisation	-	0.8032	80.32%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	-	0.6889	68.89%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	+	0.4542	45.42%
Acute Oral Toxicity (c)	III	0.6676	66.76%
Estrogen receptor binding	-	0.9058	90.58%
Androgen receptor binding	+	0.5385	53.85%
Thyroid receptor binding	-	0.7292	72.92%
Glucocorticoid receptor binding	-	0.9189	91.89%
Aromatase binding	-	0.8748	87.48%
PPAR gamma	-	0.6304	63.04%
Honey bee toxicity	-	0.9297	92.97%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.8557	85.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.00%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.02%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.56%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.39%	95.56%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	88.34%	93.10%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.17%	91.11%
CHEMBL4208	P20618	Proteasome component C5	84.75%	90.00%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	82.29%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.15%	90.71%
CHEMBL2535	P11166	Glucose transporter	81.08%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.77%	99.17%
CHEMBL268	P43235	Cathepsin K	80.55%	96.85%

Plants that contains it

• Abutilon theophrasti

Cross-Links

• PubChem: 9543338
• NPASS: NPC78406