3-(4-Hydroxyphenyl)prop-2-en-1-yl acetate

Details

• Internal ID: 680a88ac-7ab4-4769-87b6-dc91a5e0a56c
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Styrenes
• IUPAC Name: 3-(4-hydroxyphenyl)prop-2-enyl acetate
• SMILES (Canonical): CC(=O)OCC=CC1=CC=C(C=C1)O
• SMILES (Isomeric): CC(=O)OCC=CC1=CC=C(C=C1)O
• InChI: InChI=1S/C11H12O3/c1-9(12)14-8-2-3-10-4-6-11(13)7-5-10/h2-7,13H,8H2,1H3
• InChI Key: UUEPXFWSBUIUAZ-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₂O₃
• Molecular Weight: 192.21 g/mol
• Exact Mass: 192.078644241 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.97
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• 3-(4-Hydroxyphenyl)prop-2-en-1-yl acetate
• DTXSID60710911

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8678	86.78%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.9019	90.19%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8656	86.56%
OATP1B3 inhibitior	+	0.9658	96.58%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5519	55.19%
P-glycoprotein inhibitior	-	0.9815	98.15%
P-glycoprotein substrate	-	0.9731	97.31%
CYP3A4 substrate	-	0.6021	60.21%
CYP2C9 substrate	-	0.5939	59.39%
CYP2D6 substrate	-	0.8568	85.68%
CYP3A4 inhibition	-	0.9305	93.05%
CYP2C9 inhibition	-	0.9542	95.42%
CYP2C19 inhibition	-	0.8145	81.45%
CYP2D6 inhibition	-	0.9435	94.35%
CYP1A2 inhibition	+	0.5416	54.16%
CYP2C8 inhibition	-	0.7378	73.78%
CYP inhibitory promiscuity	-	0.8013	80.13%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6657	66.57%
Carcinogenicity (trinary)	Non-required	0.7032	70.32%
Eye corrosion	-	0.8880	88.80%
Eye irritation	+	0.9916	99.16%
Skin irritation	+	0.6956	69.56%
Skin corrosion	-	0.9348	93.48%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7808	78.08%
Micronuclear	-	0.7671	76.71%
Hepatotoxicity	+	0.5678	56.78%
skin sensitisation	-	0.5536	55.36%
Respiratory toxicity	-	0.9556	95.56%
Reproductive toxicity	-	0.8333	83.33%
Mitochondrial toxicity	-	0.9500	95.00%
Nephrotoxicity	+	0.7136	71.36%
Acute Oral Toxicity (c)	III	0.7905	79.05%
Estrogen receptor binding	-	0.4867	48.67%
Androgen receptor binding	+	0.6589	65.89%
Thyroid receptor binding	-	0.7886	78.86%
Glucocorticoid receptor binding	-	0.6117	61.17%
Aromatase binding	+	0.5929	59.29%
PPAR gamma	-	0.7716	77.16%
Honey bee toxicity	-	0.9370	93.70%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6855	68.55%
Fish aquatic toxicity	+	0.9720	97.20%

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	93.24%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.12%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.73%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.53%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.69%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.14%	95.56%
CHEMBL2581	P07339	Cathepsin D	85.00%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	84.63%	94.73%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.15%	91.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.14%	94.45%

Plants that contains it

• Alpinia galanga

Cross-Links

• PubChem: 54372486
• LOTUS: LTS0016428
• wikiData: Q82646381