4'-Methoxyacetophenone

Details

• Internal ID: bdd8866e-a8be-4f21-9f6b-f3103a37d3ac
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 1-(4-methoxyphenyl)ethanone
• SMILES (Canonical): CC(=O)C1=CC=C(C=C1)OC
• SMILES (Isomeric): CC(=O)C1=CC=C(C=C1)OC
• InChI: InChI=1S/C9H10O2/c1-7(10)8-3-5-9(11-2)6-4-8/h3-6H,1-2H3
• InChI Key: NTPLXRHDUXRPNE-UHFFFAOYSA-N
• Popularity: 741 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₀O₂
• Molecular Weight: 150.17 g/mol
• Exact Mass: 150.068079557 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.90
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 100-06-1
• 4-Methoxyacetophenone
• 4-Acetylanisole
• 1-(4-Methoxyphenyl)ethanone
• Acetanisole
• p-Methoxyacetophenone
• Novatone
• Linarodin
• Vananote
• Ethanone, 1-(4-methoxyphenyl)-
• 1-(4-methoxyphenyl)ethan-1-one
• P-ACETYLANISOLE
• 4-Methoxyphenyl methyl ketone
• Acetophenone, 4'-methoxy-
• p-Methoxyphenyl methyl ketone
• p-methoxy acetophenone
• Methyl p-methoxyphenyl ketone
• 4-Methoxyacetofenon
• Methyl 4-methoxyphenyl ketone
• FEMA No. 2005
• Anisyl, p-, methyl ketone
• 4-Methoxyacetofenon [Czech]
• p-Metoxyacetophenone
• NSC 209523
• 4-methoxy acetophenone
• 4-Methoxy-acetophenone
• para-Methoxyacetophenone
• 4'-methoxy-acetophenone
• EINECS 202-815-9
• UNII-0IRH2BR587
• 1-(4-methoxyphenyl)-ethanone
• AI3-00227
• 0IRH2BR587
• CHEMBL401912
• DTXSID2044347
• CHEBI:86567
• 1-(4-methoxyphenyl)ethanone-OCD3
• NSC-5601
• NSC-209523
• EC 202-815-9
• WLN: 1VR DO1
• para-Acetanisole
• 4-METHOXYACETOPHENONE (D3)
• 1804943-43-8
• MFCD00008745
• acetylanisole
• 4-Acetoanisole
• p-methoxyactophenone
• paramethoxyacetophenone
• 4'-methoxyacetophenon
• p -methoxyacetophenone
• p-methoxy-acetophenone
• 4 -methoxyacetophenone
• Acetophenone, p-methoxy-
• 4' - methoxyacetophenone
• ACETANISOLE [FCC]
• ACETANISOLE [FHFI]
• bmse010024
• SCHEMBL41285
• 1-(4-methoxy-phenyl)ethanone
• 1-(4-methoxyphenyl) ethanone
• 4'-Methoxyacetophenone, 99%
• Etanona, 1-(4-metoxifenil)-
• 1-(4-Methoxy-phenyl)-ethanone
• 1-(4-Methoxyphenyl)ethanone #
• DTXCID0024347
• SCHEMBL12015229
• FEMA 2005
• HSDB 8319
• 1-(4-methoxyphenyl)-1-ethanone
• 1-[4-(methyloxy)phenyl]ethanone
• NSC5601
• Acetanisole, >=98%, FCC, FG
• AMY21966
• STR00157
• Tox21_300687
• BDBM50376209
• NSC209523
• STK498196
• AKOS000119536
• LS-2536
• PS-3395
• NCGC00188270-01
• NCGC00188270-02
• NCGC00254595-01
• AC-10916
• CAS-100-06-1
• 4'-Methoxyacetophenone, analytical standard
• BB 0258870
• CS-0008322
• FT-0618906
• M0105
• EN300-16104
• D71251
• 4'-Methoxyacetophenone, purum, >=99.0% (GC)
• AB-131/40174083
• Q229995
• W-108978
• Z53832960
• F0001-0007
• InChI=1/C9H10O2/c1-7(10)8-3-5-9(11-2)6-4-8/h3-6H,1-2H
• 4-Acetylanisole 4'-Methoxyacetophenone 1-(4-Methoxyphenyl)ethanone Acetanisole Novatone 4-Acetylanisole Linarodin Vananote Acetophenone, 4'-methoxy- Ethanone, 1-(4-methoxyphenyl)- p-Methoxyacetophenone
• O9F

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9654	96.54%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8915	89.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9722	97.22%
OATP1B3 inhibitior	+	0.9794	97.94%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9084	90.84%
P-glycoprotein inhibitior	-	0.9803	98.03%
P-glycoprotein substrate	-	0.9803	98.03%
CYP3A4 substrate	-	0.6895	68.95%
CYP2C9 substrate	-	0.8142	81.42%
CYP2D6 substrate	-	0.7353	73.53%
CYP3A4 inhibition	-	0.9314	93.14%
CYP2C9 inhibition	-	0.9740	97.40%
CYP2C19 inhibition	-	0.7787	77.87%
CYP2D6 inhibition	-	0.9648	96.48%
CYP1A2 inhibition	+	0.7891	78.91%
CYP2C8 inhibition	-	0.8793	87.93%
CYP inhibitory promiscuity	-	0.8173	81.73%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5964	59.64%
Carcinogenicity (trinary)	Non-required	0.5908	59.08%
Eye corrosion	+	0.9682	96.82%
Eye irritation	+	1.0000	100.00%
Skin irritation	+	0.8413	84.13%
Skin corrosion	-	0.9369	93.69%
Ames mutagenesis	-	0.9600	96.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7386	73.86%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	+	0.6264	62.64%
Respiratory toxicity	-	0.9778	97.78%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.9875	98.75%
Nephrotoxicity	+	0.5438	54.38%
Acute Oral Toxicity (c)	III	0.9398	93.98%
Estrogen receptor binding	-	0.8936	89.36%
Androgen receptor binding	-	0.7056	70.56%
Thyroid receptor binding	-	0.8144	81.44%
Glucocorticoid receptor binding	-	0.8458	84.58%
Aromatase binding	-	0.6651	66.51%
PPAR gamma	-	0.8536	85.36%
Honey bee toxicity	-	0.9786	97.86%
Biodegradation	+	0.9750	97.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.6472	64.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4208	P20618	Proteasome component C5	93.52%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.50%	96.09%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	87.32%	87.67%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.57%	91.11%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	85.81%	81.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.69%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.98%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.90%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	83.17%	91.19%
CHEMBL2535	P11166	Glucose transporter	81.15%	98.75%

Plants that contains it

• Abies nephrolepis
• Angelica pubescens
• Aronia melanocarpa
• Chuquiraga spinosa
• Foeniculum vulgare
• Mitracarpus hirtus
• Paeonia lactiflora
• Pulicaria paludosa
• Reynoutria japonica
• Scutellaria baicalensis
• Tanacetum sinaicum

Cross-Links

• PubChem: 7476
• NPASS: NPC183648
• ChEMBL: CHEMBL401912
• LOTUS: LTS0040648
• wikiData: Q229995