3-(4-Hydroxy-3-methoxyphenyl)prop-2-EN-1-YL acetate

Details

• Internal ID: 6b92a9db-76e2-434c-b3f9-94eb3e5a5458
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: 3-(4-hydroxy-3-methoxyphenyl)prop-2-enyl acetate
• SMILES (Canonical): CC(=O)OCC=CC1=CC(=C(C=C1)O)OC
• SMILES (Isomeric): CC(=O)OCC=CC1=CC(=C(C=C1)O)OC
• InChI: InChI=1S/C12H14O4/c1-9(13)16-7-3-4-10-5-6-11(14)12(8-10)15-2/h3-6,8,14H,7H2,1-2H3
• InChI Key: XLZFUNZRKIQHOL-UHFFFAOYSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₄O₄
• Molecular Weight: 222.24 g/mol
• Exact Mass: 222.08920892 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.98
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• 79440-81-6
• 3-(4-hydroxy-3-methoxyphenyl)prop-2-enyl acetate
• SCHEMBL2908854
• DTXSID20649056

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9921	99.21%
Caco-2	+	0.8510	85.10%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8893	88.93%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9133	91.33%
OATP1B3 inhibitior	+	0.9687	96.87%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6458	64.58%
P-glycoprotein inhibitior	-	0.9790	97.90%
P-glycoprotein substrate	-	0.9579	95.79%
CYP3A4 substrate	-	0.5812	58.12%
CYP2C9 substrate	-	0.5976	59.76%
CYP2D6 substrate	-	0.8341	83.41%
CYP3A4 inhibition	-	0.8006	80.06%
CYP2C9 inhibition	-	0.8448	84.48%
CYP2C19 inhibition	-	0.8660	86.60%
CYP2D6 inhibition	-	0.8849	88.49%
CYP1A2 inhibition	-	0.8129	81.29%
CYP2C8 inhibition	-	0.5719	57.19%
CYP inhibitory promiscuity	-	0.7513	75.13%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7327	73.27%
Carcinogenicity (trinary)	Non-required	0.7720	77.20%
Eye corrosion	-	0.9265	92.65%
Eye irritation	+	0.9438	94.38%
Skin irritation	+	0.5417	54.17%
Skin corrosion	-	0.9714	97.14%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7410	74.10%
Micronuclear	-	0.6779	67.79%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.6956	69.56%
Respiratory toxicity	-	0.9111	91.11%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.9125	91.25%
Nephrotoxicity	-	0.5900	59.00%
Acute Oral Toxicity (c)	III	0.6477	64.77%
Estrogen receptor binding	+	0.8338	83.38%
Androgen receptor binding	-	0.5057	50.57%
Thyroid receptor binding	-	0.7822	78.22%
Glucocorticoid receptor binding	-	0.4922	49.22%
Aromatase binding	+	0.6691	66.91%
PPAR gamma	-	0.7559	75.59%
Honey bee toxicity	-	0.9334	93.34%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.5155	51.55%
Fish aquatic toxicity	+	0.9774	97.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.54%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.19%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.75%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.47%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.21%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.83%	95.56%
CHEMBL3194	P02766	Transthyretin	89.45%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	87.85%	91.49%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.79%	89.62%
CHEMBL4208	P20618	Proteasome component C5	83.82%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.57%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.10%	89.00%
CHEMBL2535	P11166	Glucose transporter	81.70%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	81.55%	94.73%

Plants that contains it

• Olearia teretifolia

Cross-Links

• PubChem: 25200581
• LOTUS: LTS0179884
• wikiData: Q82561829