2-(4-Hydroxyphenyl)propanoic acid

Details

• Internal ID: 094861b8-7214-4bbb-a44f-ea8dd4102290
• Taxonomy: Phenylpropanoids and polyketides > Phenylpropanoic acids
• IUPAC Name: 2-(4-hydroxyphenyl)propanoic acid
• 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)
• InChI Key: ZHMMPVANGNPCBW-UHFFFAOYSA-N
• Popularity: 167 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₀O₃
• Molecular Weight: 166.17 g/mol
• Exact Mass: 166.062994177 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.58
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 2-(4-hydroxyphenyl)propanoic acid
• 2-(4-Hydroxyphenyl)propionic acid
• 4-Hydroxyhydratropic Acid
• 4-Hydroxyhydratropate
• CHEBI:1868
• 4-hydroxyphenyl-2-propionic acid
• methyl 4-hydroxyphenylacetic acid
• 55FH3476SI
• 2-(4-Hydroxyphenyl)propionic acid, (+/-)-
• 2-(4-Hydroxyphenyl)propionate
• MFCD21606316
• EINECS 213-352-7
• 2-(4'-Hydroxyphenyl)-propionic acid
• C03080
• SCHEMBL288003
• UNII-55FH3476SI
• 4-hydroxyphenyl propanoic acid
• CHEMBL188281
• ZHMMPVANGNPCBW-UHFFFAOYSA-
• DTXSID90917911
• Methyl-4-hydroxyphenylacetic acid
• P-HYDROXY HYDRATROPIC ACID
• ZHMMPVANGNPCBW-UHFFFAOYSA-N
• BDBM231637
• MFCD00128847
• MFCD30449523
• 2-(4-Hydroxy-phenyl)-propionic acid
• 2-(4-hydroxyphenyl)- propionic acid
• AKOS015856371
• 4-hydroxy-alpha-methylphenylacetic acid
• Benzeneacetic acid,4-hydroxy-a-methyl-
• AS-48047
• SY232323
• SY232364
• 2-(P-HYDROXYPHENYL)-PROPIONIC ACID
• CS-0059228
• FT-0650614
• H1037
• 2-(4-Hydroxyphenyl)propanoic acid, AldrichCPR
• F17592
• 4-HYDROXY-.ALPHA.-METHYLBENZENEACETIC ACID
• BENZENEACETIC ACID, 4-HYDROXY-.ALPHA.-METHYL-
• Q27105516
• (2RS)-2-(4-Hydroxyphenyl)propionic acid, >=95.0% (qNMR)
• InChI=1/C9H10O3/c1-6(9(11)12)7-2-4-8(10)5-3-7/h2-6,10H,1H3,(H,11,12)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9953	99.53%
Caco-2	+	0.8476	84.76%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.9224	92.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8694	86.94%
OATP1B3 inhibitior	+	0.9630	96.30%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9388	93.88%
P-glycoprotein inhibitior	-	0.9909	99.09%
P-glycoprotein substrate	-	0.9641	96.41%
CYP3A4 substrate	-	0.8140	81.40%
CYP2C9 substrate	+	0.8371	83.71%
CYP2D6 substrate	-	0.8657	86.57%
CYP3A4 inhibition	-	0.9442	94.42%
CYP2C9 inhibition	-	0.9332	93.32%
CYP2C19 inhibition	-	0.9717	97.17%
CYP2D6 inhibition	-	0.9846	98.46%
CYP1A2 inhibition	-	0.9529	95.29%
CYP2C8 inhibition	-	0.9888	98.88%
CYP inhibitory promiscuity	-	0.9539	95.39%
UGT catelyzed	+	0.6362	63.62%
Carcinogenicity (binary)	-	0.5888	58.88%
Carcinogenicity (trinary)	Non-required	0.6584	65.84%
Eye corrosion	+	0.7679	76.79%
Eye irritation	+	0.9940	99.40%
Skin irritation	+	0.9136	91.36%
Skin corrosion	+	0.6461	64.61%
Ames mutagenesis	-	0.9500	95.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8699	86.99%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	+	0.8625	86.25%
skin sensitisation	-	0.6077	60.77%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	-	0.6114	61.14%
Acute Oral Toxicity (c)	III	0.6448	64.48%
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	-	0.9657	96.57%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.8800	88.00%
Fish aquatic toxicity	+	0.8639	86.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.59%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	92.86%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.90%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.18%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.91%	91.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.13%	93.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.50%	94.45%
CHEMBL4208	P20618	Proteasome component C5	82.23%	90.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.75%	90.71%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.79%	94.08%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.32%	99.15%

Plants that contains it

• Luisia volucris

Cross-Links

• PubChem: 102526
• LOTUS: LTS0171994
• wikiData: Q27105516