4-(4-Methoxyphenyl)-2-butanone

Details

• Internal ID: 52a3747d-c925-4d9c-abba-b1d2f6844737
• Taxonomy: Benzenoids > Phenol ethers > Anisoles
• IUPAC Name: 4-(4-methoxyphenyl)butan-2-one
• SMILES (Canonical): CC(=O)CCC1=CC=C(C=C1)OC
• SMILES (Isomeric): CC(=O)CCC1=CC=C(C=C1)OC
• InChI: InChI=1S/C11H14O2/c1-9(12)3-4-10-5-7-11(13-2)8-6-10/h5-8H,3-4H2,1-2H3
• InChI Key: PCBSXBYCASFXTM-UHFFFAOYSA-N
• Popularity: 39 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₄O₂
• Molecular Weight: 178.23 g/mol
• Exact Mass: 178.099379685 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.22
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• 104-20-1
• Anisylacetone
• 4-(4-Methoxyphenyl)butan-2-one
• 2-BUTANONE, 4-(4-METHOXYPHENYL)-
• Raspberry ketone methyl ether
• 4-Methoxybenzylacetone
• 4-(p-Methoxyphenyl)-2-butanone
• Anisylacetone, p-
• 2-Butanone, 4-(p-methoxyphenyl)-
• Methyl oxanone
• 1-(4-Methoxyphenyl)-3-butanone
• p-Methoxyphenylbutanone
• Rasberry ketone methyl ether
• ANISYL ACETONE
• FEMA No. 2672
• ENT 20,279
• Methoxybenzylacetone, p-
• 1-(p-Methoxyphenyl)-3-butanone-
• NSC 405366
• p-Methoxybenzylacetone
• 1-(p-Methoxyphenyl)-3-butanone
• 4-(4-methoxyphenyl)-butan-2-one
• EINECS 203-184-2
• UNII-GVG47S4S5V
• BRN 1869592
• GVG47S4S5V
• 4-(p-Methoxyphenyl)-2-butanone (natural)
• AI3-20279
• DTXSID5047166
• 4-(4-methoxy-phenyl)-butan-2-one
• NSC-405366
• 2-Butanone, 4-(p-methoxyphenyl)- (6CI,7CI,8CI)
• DTXCID3027166
• CAS-104-20-1
• MFCD00008791
• SCHEMBL1334
• 4-p-methoxyphenyl-2-butanone
• CHEMBL3184371
• 4-(4-methoxyphenyl)butan-2-on
• FEMA 2672
• CHEBI:169538
• ?4-(4-Methoxyphenyl)-2-butanone
• 2-butanona, 4-(4-metoxifenil)-
• 4-(para-methoxyphenyl)-2-butanone
• Tox21_113654
• Tox21_301165
• BBL027730
• ENT-20279
• NSC405366
• STL146341
• AKOS000120662
• LS-2896
• 4-(4-Methoxyphenyl)-2-butanone, 98%
• NCGC00248312-01
• NCGC00248312-02
• NCGC00255063-01
• 4-(P- METHOXYPHENYL)-2-BUTANONE
• AS-60156
• 4 - (4 - methoxyphenyl)butan - 2 - one
• 4-P-METHOXYPHENYL-2-BUTANONE [FCC]
• CS-0063594
• FT-0616645
• M0756
• EN300-16160
• 4-(P-METHOXYPHENYL)-2-BUTANONE [FHFI]
• D70489
• SR-01000944748
• SR-01000944748-1
• W-108822
• 4-(4-Methoxyphenyl)-2-butanone, >=98%, FCC, FG
• 4-(4-Methoxyphenyl)-2-butanone, analytical standard
• Q15632756

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9160	91.60%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8528	85.28%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9502	95.02%
OATP1B3 inhibitior	+	0.9585	95.85%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5915	59.15%
P-glycoprotein inhibitior	-	0.9845	98.45%
P-glycoprotein substrate	-	0.9141	91.41%
CYP3A4 substrate	-	0.6210	62.10%
CYP2C9 substrate	-	0.6198	61.98%
CYP2D6 substrate	+	0.3685	36.85%
CYP3A4 inhibition	-	0.9275	92.75%
CYP2C9 inhibition	-	0.9672	96.72%
CYP2C19 inhibition	-	0.8068	80.68%
CYP2D6 inhibition	-	0.9039	90.39%
CYP1A2 inhibition	+	0.8637	86.37%
CYP2C8 inhibition	-	0.8327	83.27%
CYP inhibitory promiscuity	-	0.8436	84.36%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6742	67.42%
Carcinogenicity (trinary)	Non-required	0.6502	65.02%
Eye corrosion	+	0.6530	65.30%
Eye irritation	+	0.9487	94.87%
Skin irritation	+	0.6213	62.13%
Skin corrosion	-	0.9356	93.56%
Ames mutagenesis	-	0.9000	90.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4872	48.72%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.7465	74.65%
skin sensitisation	+	0.5303	53.03%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	-	0.6889	68.89%
Mitochondrial toxicity	-	0.9125	91.25%
Nephrotoxicity	-	0.7531	75.31%
Acute Oral Toxicity (c)	III	0.9038	90.38%
Estrogen receptor binding	-	0.8858	88.58%
Androgen receptor binding	-	0.6207	62.07%
Thyroid receptor binding	-	0.8758	87.58%
Glucocorticoid receptor binding	-	0.8345	83.45%
Aromatase binding	-	0.8184	81.84%
PPAR gamma	-	0.9174	91.74%
Honey bee toxicity	-	0.9320	93.20%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.7073	70.73%

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	97.96%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.25%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.91%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.43%	99.17%
CHEMBL4208	P20618	Proteasome component C5	88.35%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.98%	94.45%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.15%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.26%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.95%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.78%	96.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.89%	86.92%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.83%	94.00%
CHEMBL3437	Q16853	Amine oxidase, copper containing	82.80%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.96%	96.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.21%	90.24%

Plants that contains it

• Aquilaria malaccensis
• Aquilaria sinensis
• Cornus officinalis
• Foeniculum vulgare
• Illicium verum

Cross-Links

• PubChem: 61007
• NPASS: NPC298224
• LOTUS: LTS0228325
• wikiData: Q15632756