5-Acetyl-2-[(2-methylprop-1-en-1-yl)oxy]benzaldehyde

Details

• Internal ID: 405e2222-5cb4-4686-adf0-89593d135b68
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 5-acetyl-2-(2-methylprop-1-enoxy)benzaldehyde
• SMILES (Canonical): CC(=COC1=C(C=C(C=C1)C(=O)C)C=O)C
• SMILES (Isomeric): CC(=COC1=C(C=C(C=C1)C(=O)C)C=O)C
• InChI: InChI=1S/C13H14O3/c1-9(2)8-16-13-5-4-11(10(3)15)6-12(13)7-14/h4-8H,1-3H3
• InChI Key: IENDYULYLWXGDA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄O₃
• Molecular Weight: 218.25 g/mol
• Exact Mass: 218.094294304 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.00
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• 5-Acetyl-2-[(2-methylprop-1-en-1-yl)oxy]benzaldehyde
• DTXSID70833680

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9157	91.57%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.9107	91.07%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8672	86.72%
OATP1B3 inhibitior	+	0.9710	97.10%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6047	60.47%
P-glycoprotein inhibitior	-	0.8638	86.38%
P-glycoprotein substrate	-	0.8724	87.24%
CYP3A4 substrate	-	0.5988	59.88%
CYP2C9 substrate	-	0.7846	78.46%
CYP2D6 substrate	-	0.8092	80.92%
CYP3A4 inhibition	-	0.7527	75.27%
CYP2C9 inhibition	-	0.5383	53.83%
CYP2C19 inhibition	+	0.7959	79.59%
CYP2D6 inhibition	-	0.8967	89.67%
CYP1A2 inhibition	+	0.9168	91.68%
CYP2C8 inhibition	-	0.6252	62.52%
CYP inhibitory promiscuity	+	0.7673	76.73%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7200	72.00%
Carcinogenicity (trinary)	Non-required	0.6278	62.78%
Eye corrosion	-	0.7975	79.75%
Eye irritation	+	0.9686	96.86%
Skin irritation	-	0.6333	63.33%
Skin corrosion	-	0.9339	93.39%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5644	56.44%
Micronuclear	+	0.5274	52.74%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	+	0.6605	66.05%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	+	0.6821	68.21%
Acute Oral Toxicity (c)	III	0.7412	74.12%
Estrogen receptor binding	+	0.7090	70.90%
Androgen receptor binding	-	0.8031	80.31%
Thyroid receptor binding	-	0.7350	73.50%
Glucocorticoid receptor binding	-	0.7182	71.82%
Aromatase binding	+	0.7834	78.34%
PPAR gamma	-	0.7542	75.42%
Honey bee toxicity	-	0.9466	94.66%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6552	65.52%
Fish aquatic toxicity	+	0.9939	99.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	92.89%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.73%	86.33%
CHEMBL4208	P20618	Proteasome component C5	91.53%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.17%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.86%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.40%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.82%	96.00%
CHEMBL1255126	O15151	Protein Mdm4	83.27%	90.20%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	83.19%	98.11%
CHEMBL340	P08684	Cytochrome P450 3A4	82.84%	91.19%
CHEMBL3194	P02766	Transthyretin	82.78%	90.71%
CHEMBL2581	P07339	Cathepsin D	81.42%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.25%	89.34%

Plants that contains it

• Kleinia galpinii
• Osteospermum muricatum

Cross-Links

• PubChem: 71414190
• LOTUS: LTS0275640
• wikiData: Q82820507