Phenethyl salicylate

Details

• Internal ID: bc580177-3da8-4d19-b6dd-418f01b4729a
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters > o-Hydroxybenzoic acid esters
• IUPAC Name: 2-phenylethyl 2-hydroxybenzoate
• SMILES (Canonical): C1=CC=C(C=C1)CCOC(=O)C2=CC=CC=C2O
• SMILES (Isomeric): C1=CC=C(C=C1)CCOC(=O)C2=CC=CC=C2O
• InChI: InChI=1S/C15H14O3/c16-14-9-5-4-8-13(14)15(17)18-11-10-12-6-2-1-3-7-12/h1-9,16H,10-11H2
• InChI Key: YNMSDIQQNIRGDP-UHFFFAOYSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₃
• Molecular Weight: 242.27 g/mol
• Exact Mass: 242.094294304 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 2.79
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• 87-22-9
• 2-Phenylethyl 2-hydroxybenzoate
• phenethyl 2-hydroxybenzoate
• Phenylethyl salicylate
• 2-Phenylethyl salicylate
• Phenylethyl salicyalte
• Benzylcarbinyl salicylate
• Salicylic acid, phenethyl ester
• BENZOIC ACID, 2-HYDROXY-, 2-PHENYLETHYL ESTER
• FEMA No. 2868
• Benzylcarbinyl 2-hydroxybenzoate
• NSC-72035
• 6LDP0U8UB0
• .beta.-Phenylethyl salicylate
• beta-Phenylethyl salicylate
• UNII-6LDP0U8UB0
• EINECS 201-732-5
• NSC 72035
• Benzoic acid, 2-hydroxy-, 2-phenylethyl
• 2-Hydroxybenzoic Acid 2-Phenylethyl Ester
• AI3-02933
• Benzyl carbinyl salicylate
• beta -phenylethyl salicylate
• NCIOpen2_003663
• AKS-BBB/661
• SCHEMBL112400
• Salicylic Acid Phenethyl Ester
• CHEMBL3730787
• DTXSID0052592
• FEMA 2868
• CHEBI:173744
• YNMSDIQQNIRGDP-UHFFFAOYSA-N
• PHENETHYL SALICYLATE [FCC]
• PHENETHYL SALICYLATE [FHFI]
• Salicylic Acid 2-Phenylethyl Ester
• NSC72035
• Phenethyl salicylate, >=97%, FG
• MFCD00020036
• 2-Hydroxybenzoic Acid Phenethyl Ester
• AKOS000319541
• CS-W020977
• Salicylic acid, phenethyl ester (8CI)
• P2165
• D92192
• A862712
• Q27265102

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9949	99.49%
Caco-2	+	0.7643	76.43%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.9495	94.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9404	94.04%
OATP1B3 inhibitior	+	0.9539	95.39%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6871	68.71%
P-glycoprotein inhibitior	-	0.9401	94.01%
P-glycoprotein substrate	-	0.9585	95.85%
CYP3A4 substrate	-	0.6101	61.01%
CYP2C9 substrate	-	0.6146	61.46%
CYP2D6 substrate	-	0.8347	83.47%
CYP3A4 inhibition	-	0.9528	95.28%
CYP2C9 inhibition	-	0.5298	52.98%
CYP2C19 inhibition	+	0.8722	87.22%
CYP2D6 inhibition	-	0.9177	91.77%
CYP1A2 inhibition	+	0.7088	70.88%
CYP2C8 inhibition	+	0.5807	58.07%
CYP inhibitory promiscuity	-	0.6678	66.78%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7733	77.33%
Carcinogenicity (trinary)	Non-required	0.6174	61.74%
Eye corrosion	-	0.9862	98.62%
Eye irritation	+	0.9874	98.74%
Skin irritation	-	0.6583	65.83%
Skin corrosion	-	0.9919	99.19%
Ames mutagenesis	-	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7648	76.48%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.5556	55.56%
skin sensitisation	-	0.8257	82.57%
Respiratory toxicity	-	0.8889	88.89%
Reproductive toxicity	-	0.7444	74.44%
Mitochondrial toxicity	-	0.8875	88.75%
Nephrotoxicity	-	0.7509	75.09%
Acute Oral Toxicity (c)	III	0.7984	79.84%
Estrogen receptor binding	+	0.8348	83.48%
Androgen receptor binding	+	0.7492	74.92%
Thyroid receptor binding	-	0.5937	59.37%
Glucocorticoid receptor binding	-	0.8338	83.38%
Aromatase binding	+	0.8018	80.18%
PPAR gamma	-	0.6164	61.64%
Honey bee toxicity	-	0.9105	91.05%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.7900	79.00%
Fish aquatic toxicity	+	0.9437	94.37%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	96.83%	94.62%
CHEMBL2581	P07339	Cathepsin D	94.05%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.81%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	88.47%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.55%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.73%	91.11%
CHEMBL3891	P07384	Calpain 1	85.88%	93.04%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	83.78%	92.67%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.73%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	81.99%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.58%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.61%	99.17%

Plants that contains it

• Plumeria rubra

Cross-Links

• PubChem: 62332
• LOTUS: LTS0258886
• wikiData: Q27265102