Ethyl eugenol

Details

• Internal ID: 16663977-5c37-4141-b7e6-5e2a08d86be5
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: 2-ethyl-6-methoxy-4-prop-2-enylphenol
• InChI: InChI=1S/C12H16O2/c1-4-6-9-7-10(5-2)12(13)11(8-9)14-3/h4,7-8,13H,1,5-6H2,2-3H3
• InChI Key: ZHIHXLLGMASLFX-UHFFFAOYSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₆O₂
• Molecular Weight: 192.25 g/mol
• Exact Mass: 192.115029749 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.69
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9967	99.67%
Caco-2	+	0.6451	64.51%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8342	83.42%
OATP2B1 inhibitior	-	0.8616	86.16%
OATP1B1 inhibitior	+	0.7694	76.94%
OATP1B3 inhibitior	+	0.9614	96.14%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7686	76.86%
P-glycoprotein inhibitior	-	0.9686	96.86%
P-glycoprotein substrate	-	0.8748	87.48%
CYP3A4 substrate	-	0.5622	56.22%
CYP2C9 substrate	+	0.6000	60.00%
CYP2D6 substrate	+	0.4334	43.34%
CYP3A4 inhibition	-	0.8692	86.92%
CYP2C9 inhibition	-	0.8317	83.17%
CYP2C19 inhibition	-	0.5663	56.63%
CYP2D6 inhibition	-	0.8601	86.01%
CYP1A2 inhibition	-	0.6064	60.64%
CYP2C8 inhibition	+	0.6732	67.32%
CYP inhibitory promiscuity	-	0.5434	54.34%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7113	71.13%
Carcinogenicity (trinary)	Non-required	0.6567	65.67%
Eye corrosion	+	0.4808	48.08%
Eye irritation	+	0.9662	96.62%
Skin irritation	+	0.4947	49.47%
Skin corrosion	-	0.5817	58.17%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6647	66.47%
Micronuclear	-	0.8408	84.08%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	+	0.8719	87.19%
Respiratory toxicity	-	0.7667	76.67%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.8875	88.75%
Nephrotoxicity	-	0.6720	67.20%
Acute Oral Toxicity (c)	III	0.8902	89.02%
Estrogen receptor binding	-	0.5818	58.18%
Androgen receptor binding	-	0.7276	72.76%
Thyroid receptor binding	-	0.6124	61.24%
Glucocorticoid receptor binding	-	0.7605	76.05%
Aromatase binding	-	0.7846	78.46%
PPAR gamma	-	0.5934	59.34%
Honey bee toxicity	-	0.8007	80.07%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9709	97.09%

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	96.80%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.30%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.20%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.67%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.15%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	88.35%	90.20%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.11%	92.62%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	85.70%	95.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.18%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	83.82%	94.73%
CHEMBL4208	P20618	Proteasome component C5	80.92%	90.00%

Plants that contains it

• Asarum yakusimense

Cross-Links

• PubChem: 129633990
• LOTUS: LTS0122637
• wikiData: Q105375765