4-Methoxyphenylacetone

Details

• Internal ID: f245d7cc-bae1-428b-a56d-081aba5bd9ba
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Phenylpropanes
• IUPAC Name: 1-(4-methoxyphenyl)propan-2-one
• SMILES (Canonical): CC(=O)CC1=CC=C(C=C1)OC
• SMILES (Isomeric): CC(=O)CC1=CC=C(C=C1)OC
• InChI: InChI=1S/C10H12O2/c1-8(11)7-9-3-5-10(12-2)6-4-9/h3-6H,7H2,1-2H3
• InChI Key: WFWKNGZODAOLEO-UHFFFAOYSA-N
• Popularity: 104 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₂O₂
• Molecular Weight: 164.20 g/mol
• Exact Mass: 164.083729621 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.83
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• 122-84-9
• 1-(4-methoxyphenyl)propan-2-one
• Anisketone
• Anisyl methyl ketone
• p-Acetonylanisole
• p-Methoxyphenylacetone
• 2-Propanone, 1-(4-methoxyphenyl)-
• Anisic ketone
• 1-(4-Methoxyphenyl)-2-propanone
• 1-(p-Methoxyphenyl)-2-propanone
• 4-Methoxybenzyl methyl ketone
• p-Methoxybenzyl methyl ketone
• 1-(4-Methoxyphenyl)acetone
• 1-(p-Anisyl)-2-propanone
• 4'-Methoxyphenyl-2-propanone
• p-Anisylactone
• 2-PROPANONE, 1-(p-METHOXYPHENYL)-
• 2-Propanone, (p-methoxyphenyl)-
• P-ANISYLACETONE
• (p-Methoxyphenyl)-2-propanone
• FEMA No. 2674
• NSC 22983
• 1-(4-METHOXY-PHENYL)-PROPAN-2-ONE
• para-anisyl methyl ketone
• EINECS 204-578-7
• MFCD00008773
• UNII-6XYW3YJJ33
• BRN 2044332
• 6XYW3YJJ33
• AI3-37913
• 1-(p-Methoxyphenyl)-2-propanone (natural)
• NSC-22983
• NSC-46101
• 4-08-00-00460 (Beilstein Handbook Reference)
• Anisylaceton
• Anisyl ketone
• Anisylacetone?
• 4-Acetonylanisole
• p-methoxy phenylacetone
• 4-Methoxyphenoxyacetone
• 4-methoxy phenylacetone
• 4-methoxyphenyl acetone
• (p-methoxyphenyl)acetone
• (4-methoxyphenyl)acetone
• 4 - methoxyphenylacetone
• 4-Methoxy phenyl acetone
• ANISYLMETHYL KETONE
• SCHEMBL48525
• ghl.PD_Mitscher_leg0.658
• 4-methoxyphenyl-propan-2-one
• 1-(4-Methoxyphenyl)acetone #
• CHEMBL473366
• DTXSID9059545
• 4-Methoxyphenylacetone, >=97%
• FEMA 2674
• CHEBI:180410
• 1-(4'-methoxyphenyl)-2-propanone
• 1-(4-methoxy-phenyl)propan-2-one
• 1-(4-methoxyphenyl)-propan-2-one
• NSC22983
• NSC46101
• 1-(4Methoxy-phenyl)-propan-2-one
• BBL027728
• STL146340
• AKOS000119418
• AB00957
• AC-5625
• CS-W002045
• LS-2897
• 3-(4-METHOXYPHENYL)-2-PROPANONE
• AS-12912
• PD150881
• PROPANONE, 1-(4-METHOXYPHENYL)-
• SY001528
• 1-(p-Methoxyphenyl)-2-propanone, >=97%
• AM20050064
• FT-0618954
• FT-0671146
• M0675
• 1-(P-METHOXYPHENYL)-2-PROPANONE [FHFI]
• A804974
• W-108423
• Q27265692
• F0001-0359
• MEBEVERINE HYDROCHLORIDE IMPURITY A [EP IMPURITY]
• InChI=1/C10H12O2/c1-8(11)7-9-3-5-10(12-2)6-4-9/h3-6H,7H2,1-2H
• 915232-26-7

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9361	93.61%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8788	87.88%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9659	96.59%
OATP1B3 inhibitior	+	0.9647	96.47%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7380	73.80%
P-glycoprotein inhibitior	-	0.9879	98.79%
P-glycoprotein substrate	-	0.9655	96.55%
CYP3A4 substrate	-	0.6424	64.24%
CYP2C9 substrate	-	0.6198	61.98%
CYP2D6 substrate	+	0.3685	36.85%
CYP3A4 inhibition	-	0.9327	93.27%
CYP2C9 inhibition	-	0.9678	96.78%
CYP2C19 inhibition	-	0.7274	72.74%
CYP2D6 inhibition	-	0.8813	88.13%
CYP1A2 inhibition	+	0.8222	82.22%
CYP2C8 inhibition	-	0.9284	92.84%
CYP inhibitory promiscuity	-	0.8128	81.28%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5614	56.14%
Carcinogenicity (trinary)	Non-required	0.5736	57.36%
Eye corrosion	+	0.8432	84.32%
Eye irritation	+	0.9791	97.91%
Skin irritation	+	0.5450	54.50%
Skin corrosion	-	0.9567	95.67%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5584	55.84%
Micronuclear	-	0.7782	77.82%
Hepatotoxicity	-	0.6090	60.90%
skin sensitisation	+	0.7393	73.93%
Respiratory toxicity	-	0.7778	77.78%
Reproductive toxicity	-	0.6222	62.22%
Mitochondrial toxicity	-	0.9625	96.25%
Nephrotoxicity	-	0.7070	70.70%
Acute Oral Toxicity (c)	III	0.8631	86.31%
Estrogen receptor binding	-	0.8464	84.64%
Androgen receptor binding	-	0.7277	72.77%
Thyroid receptor binding	-	0.8688	86.88%
Glucocorticoid receptor binding	-	0.7963	79.63%
Aromatase binding	-	0.8054	80.54%
PPAR gamma	-	0.8479	84.79%
Honey bee toxicity	-	0.9566	95.66%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.6604	66.04%

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	97.13%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.55%	98.95%
CHEMBL4208	P20618	Proteasome component C5	89.58%	90.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.57%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.51%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.71%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.12%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.23%	94.00%
CHEMBL221	P23219	Cyclooxygenase-1	84.08%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.41%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.75%	96.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.29%	96.00%

Plants that contains it

• Albizia julibrissin
• Anacardium occidentale
• Anchusa officinalis
• Caryopteris mongholica
• Clausena heptaphylla
• Cryptocarya agathophylla
• Dalbergia rubiginosa
• Euphorbia kansui
• Foeniculum vulgare
• Illicium verum
• Mappia nimmoniana
• Mesembryanthemum tortuosum
• Pimpinella anisum
• Satureja atropatana

Cross-Links

• PubChem: 31231
• NPASS: NPC38209
• ChEMBL: CHEMBL473366
• LOTUS: LTS0083396
• wikiData: Q27265692