cis-2-Ethoxy-beta-methyl-beta-nitrostyrene

Details

• Internal ID: 64558227-63f5-45a5-96b0-1921744f7ccf
• Taxonomy: Benzenoids > Phenol ethers
• IUPAC Name: 1-ethoxy-2-[(Z)-2-nitroprop-1-enyl]benzene
• SMILES (Canonical): CCOC1=CC=CC=C1C=C(C)[N+](=O)[O-]
• SMILES (Isomeric): CCOC1=CC=CC=C1/C=C(/C)\[N+](=O)[O-]
• InChI: InChI=1S/C11H13NO3/c1-3-15-11-7-5-4-6-10(11)8-9(2)12(13)14/h4-8H,3H2,1-2H3/b9-8-
• InChI Key: PQACPGNUJJIEOZ-HJWRWDBZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₃NO₃
• Molecular Weight: 207.23 g/mol
• Exact Mass: 207.08954328 g/mol
• Topological Polar Surface Area (TPSA): 55.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.72
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• cis-2-Ethoxy-.beta.-methyl-.beta.-nitrostyrene
• 1-Ethoxy-2-[(1Z)-2-nitro-1-propenyl]benzene #
• trans-2-Ethoxy-.beta.-methyl-.beta.-nitrostyrene

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9962	99.62%
Caco-2	+	0.8870	88.70%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8126	81.26%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9320	93.20%
OATP1B3 inhibitior	+	0.9476	94.76%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7365	73.65%
P-glycoprotein inhibitior	-	0.9897	98.97%
P-glycoprotein substrate	-	0.9449	94.49%
CYP3A4 substrate	-	0.5122	51.22%
CYP2C9 substrate	-	0.8295	82.95%
CYP2D6 substrate	-	0.7991	79.91%
CYP3A4 inhibition	-	0.5739	57.39%
CYP2C9 inhibition	+	0.5173	51.73%
CYP2C19 inhibition	+	0.5949	59.49%
CYP2D6 inhibition	-	0.8958	89.58%
CYP1A2 inhibition	+	0.8014	80.14%
CYP2C8 inhibition	-	0.7807	78.07%
CYP inhibitory promiscuity	+	0.8558	85.58%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5546	55.46%
Carcinogenicity (trinary)	Non-required	0.4444	44.44%
Eye corrosion	-	0.9439	94.39%
Eye irritation	+	0.7887	78.87%
Skin irritation	-	0.7274	72.74%
Skin corrosion	-	0.9290	92.90%
Ames mutagenesis	+	0.5351	53.51%
Human Ether-a-go-go-Related Gene inhibition	-	0.6588	65.88%
Micronuclear	+	0.8959	89.59%
Hepatotoxicity	+	0.8000	80.00%
skin sensitisation	-	0.7501	75.01%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	+	0.6995	69.95%
Acute Oral Toxicity (c)	III	0.6579	65.79%
Estrogen receptor binding	+	0.5667	56.67%
Androgen receptor binding	-	0.5344	53.44%
Thyroid receptor binding	-	0.7500	75.00%
Glucocorticoid receptor binding	-	0.6442	64.42%
Aromatase binding	-	0.7828	78.28%
PPAR gamma	-	0.7100	71.00%
Honey bee toxicity	-	0.8513	85.13%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7655	76.55%
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
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.72%	86.33%
CHEMBL2581	P07339	Cathepsin D	94.14%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.21%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	89.64%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.43%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.57%	96.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.96%	97.21%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.43%	96.95%
CHEMBL2321614	Q9NPC2	Potassium channel subfamily K member 9	85.12%	80.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.11%	95.56%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.21%	89.62%
CHEMBL3902	P09211	Glutathione S-transferase Pi	80.03%	93.81%

Plants that contains it

• Illicium verum

Cross-Links

• PubChem: 874430
• NPASS: NPC191697