(S)-1-(4-Acetoxyphenyl)propyl acetate

Details

• Internal ID: ccee4537-8188-4ab9-85f3-e9cb38b6d764
• Taxonomy: Benzenoids > Phenol esters
• IUPAC Name: [4-[(1S)-1-acetyloxypropyl]phenyl] acetate
• SMILES (Canonical): CCC(C1=CC=C(C=C1)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CC[C@@H](C1=CC=C(C=C1)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C13H16O4/c1-4-13(17-10(3)15)11-5-7-12(8-6-11)16-9(2)14/h5-8,13H,4H2,1-3H3/t13-/m0/s1
• InChI Key: UAWHZODFGAHJCC-ZDUSSCGKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆O₄
• Molecular Weight: 236.26 g/mol
• Exact Mass: 236.10485899 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.63
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• CHEMBL441646
• UAWHZODFGAHJCC-ZDUSSCGKSA-N
• (S)-1-(4-Acetoxyphenyl)propyl acetate
• Benzenemethanol, 4-(acetyloxy)-.alpha.-ethyl-, acetate, (S)-
• Benzenemethanol, 4-(acetyloxy)-.alpha.-ethyl-, 1-acetate, (.alpha.S)-
• Benzenemethanol, 4-(acetyloxy)-.alpha.-ethyl-, acetate, (.alpha.S)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9936	99.36%
Caco-2	+	0.6717	67.17%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8725	87.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9339	93.39%
OATP1B3 inhibitior	+	0.9464	94.64%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7684	76.84%
P-glycoprotein inhibitior	-	0.9606	96.06%
P-glycoprotein substrate	-	0.9351	93.51%
CYP3A4 substrate	-	0.6161	61.61%
CYP2C9 substrate	-	0.6120	61.20%
CYP2D6 substrate	-	0.8350	83.50%
CYP3A4 inhibition	-	0.8467	84.67%
CYP2C9 inhibition	-	0.8138	81.38%
CYP2C19 inhibition	-	0.7561	75.61%
CYP2D6 inhibition	-	0.9269	92.69%
CYP1A2 inhibition	-	0.7015	70.15%
CYP2C8 inhibition	-	0.9495	94.95%
CYP inhibitory promiscuity	-	0.7593	75.93%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6176	61.76%
Carcinogenicity (trinary)	Non-required	0.6069	60.69%
Eye corrosion	-	0.8318	83.18%
Eye irritation	-	0.8874	88.74%
Skin irritation	-	0.8884	88.84%
Skin corrosion	-	0.9679	96.79%
Ames mutagenesis	-	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4124	41.24%
Micronuclear	-	0.7284	72.84%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8359	83.59%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.8875	88.75%
Nephrotoxicity	+	0.5955	59.55%
Acute Oral Toxicity (c)	III	0.7126	71.26%
Estrogen receptor binding	+	0.5821	58.21%
Androgen receptor binding	-	0.6771	67.71%
Thyroid receptor binding	-	0.7445	74.45%
Glucocorticoid receptor binding	-	0.7371	73.71%
Aromatase binding	+	0.5619	56.19%
PPAR gamma	-	0.6515	65.15%
Honey bee toxicity	-	0.7230	72.30%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9553	95.53%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.65%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.87%	98.95%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	90.27%	94.80%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.91%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.58%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.55%	99.17%
CHEMBL4208	P20618	Proteasome component C5	84.80%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.63%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.82%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.22%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	80.99%	94.73%

Plants that contains it

• Alpinia galanga

Cross-Links

• PubChem: 42612646
• LOTUS: LTS0059677
• wikiData: Q105269111