3',4'-(Methylenedioxy)acetophenone

Details

• Internal ID: 849a1d8e-a6c8-40d6-a217-4308b51aa340
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: 1-(1,3-benzodioxol-5-yl)ethanone
• SMILES (Canonical): CC(=O)C1=CC2=C(C=C1)OCO2
• SMILES (Isomeric): CC(=O)C1=CC2=C(C=C1)OCO2
• InChI: InChI=1S/C9H8O3/c1-6(10)7-2-3-8-9(4-7)12-5-11-8/h2-4H,5H2,1H3
• InChI Key: BMHMKWXYXFBWMI-UHFFFAOYSA-N
• Popularity: 36 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₈O₃
• Molecular Weight: 164.16 g/mol
• Exact Mass: 164.047344113 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.62
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• 3',4'-(Methylenedioxy)acetophenone
• 1-(1,3-Benzodioxol-5-yl)ethanone
• Acetopiperone
• 5-Acetyl-1,3-benzodioxole
• 1-(1,3-Benzodioxol-5-yl)ethan-1-one
• Ethanone, 1-(1,3-benzodioxol-5-yl)-
• MOSKACHAN A
• 8JG2OH2M57
• EINECS 221-613-1
• NSC 21866
• NSC-21866
• AI3-30572
• BMHMKWXYXFBWMI-UHFFFAOYSA-
• DTXSID40185502
• 1-(BENZODIOXOL-5-YL)ETHANONE
• 1-acetyl-3,4-(methylenedioxy)benzene
• ACETOPHENONE, 3,4-METHYLENEDIOXY-
• 1-(BENZ(D)(1,3)DIOXOL-5-YL)ETHANONE
• ACETOPHENONE, 3',4'-(METHYLENEDIOXY)-
• 3,4-(METHYLENEDIOXY)PHENYL METHYL KETONE
• RefChem:552429
• DTXCID10107993
• 221-613-1
• InChI=1/C9H8O3/c1-6(10)7-2-3-8-9(4-7)12-5-11-8/h2-4H,5H2,1H3
• 1-(Benzo[d][1,3]dioxol-5-yl)ethanone
• 3,4-Methylenedioxyacetophenone
• 3',4'-Methylenedioxyacetophenone
• MFCD00005831
• 3,4-(Methylenedioxy)acetophenone
• 1-(2H-1,3-benzodioxol-5-yl)ethan-1-one
• 3,4-METHYLENDIOXYACETOPHENONE
• 3,4-Methylenedioxy-acetophenone
• 1-(benzo[d][1,3]dioxol-5-yl)ethan-1-one
• Acetopiperon
• 4-ACETYLMETHYLENEDIOXYBENZENE
• NSC21866
• 1-Benzo[1,3]dioxol-5-yl-ethanone
• Paroxetine Impurity 72
• UNII-8JG2OH2M57
• 3,4-Methylenedioxycetophenone
• 5 -acetyl-1,3-benzodioxole
• MLS000515804
• SCHEMBL137979
• orb3029449
• SCHEMBL5416122
• 3,4-Methylen-dioxy-acetophenon
• 3,4-methylenedioxy acetophenone
• CHEMBL1380211
• SCHEMBL29405437
• PDK0177
• CHEBI:167425
• 3', 4'-methylenedioxyacetophenone
• 3',4'-methylenedioxy-acetophenone
• HMS2268E15
• 1-acetyl-3,4-methylenedioxybenzene
• STR03337
• SBB007858
• STL183268
• 1-(1,3-benzodioxol-5-yl)-ethanone
• 5-acetyl-2H-benzo[d]1,3-dioxolane
• 5-acetyl-2H-benzo[d]1,3-dioxolene
• 3,4-METHYLENDIOXY ACETOPHENONE
• AKOS000119406
• AC-9517
• CS-W010839
• FM47148
• FS-3660
• SDCCGSBI-0660091.P001
• 1-(1,3-benzodioxol-5-yl)acetaldehyde
• 1-(1,3-Benzodioxol-5-yl)ethanone #
• 1-(1,3-dioxaindan-5-yl)ethan-1-one
• NCGC00246999-01
• SMR000112277
• ST092311
• SY048504
• 3',4'-(Methylenedioxy)acetophenone, 98%
• DB-048082
• M0874
• NS00029153
• EN300-20343
• F10428
• AE-508/40226031
• F225378
• F0001-0949
• 3 inverted exclamation mark ,4 inverted exclamation mark -(Methylenedioxy)acetophenone
• 3 inverted exclamation marka,4 inverted exclamation marka-(Methylenedioxy)acetophenone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8712	87.12%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7676	76.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9663	96.63%
OATP1B3 inhibitior	+	0.9645	96.45%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8237	82.37%
P-glycoprotein inhibitior	-	0.9735	97.35%
P-glycoprotein substrate	-	0.9826	98.26%
CYP3A4 substrate	-	0.7321	73.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8180	81.80%
CYP3A4 inhibition	-	0.6430	64.30%
CYP2C9 inhibition	-	0.6213	62.13%
CYP2C19 inhibition	-	0.5483	54.83%
CYP2D6 inhibition	-	0.6946	69.46%
CYP1A2 inhibition	+	0.9278	92.78%
CYP2C8 inhibition	-	0.9587	95.87%
CYP inhibitory promiscuity	+	0.6056	60.56%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Warning	0.4945	49.45%
Eye corrosion	-	0.8189	81.89%
Eye irritation	+	0.9873	98.73%
Skin irritation	+	0.7330	73.30%
Skin corrosion	-	0.7855	78.55%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6151	61.51%
Micronuclear	+	0.5095	50.95%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	+	0.8293	82.93%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	+	0.6789	67.89%
Acute Oral Toxicity (c)	III	0.8350	83.50%
Estrogen receptor binding	-	0.8247	82.47%
Androgen receptor binding	-	0.5991	59.91%
Thyroid receptor binding	-	0.8042	80.42%
Glucocorticoid receptor binding	-	0.8656	86.56%
Aromatase binding	-	0.7291	72.91%
PPAR gamma	-	0.8678	86.78%
Honey bee toxicity	-	0.9877	98.77%
Biodegradation	+	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7952	79.52%
Fish aquatic toxicity	+	0.8128	81.28%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4481	P35228	Nitric oxide synthase, inducible	94.57%	94.80%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.42%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.42%	91.11%
CHEMBL2039	P27338	Monoamine oxidase B	92.21%	92.51%
CHEMBL4208	P20618	Proteasome component C5	91.93%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.81%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	89.05%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.27%	89.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	84.86%	85.30%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	82.76%	80.96%
CHEMBL2581	P07339	Cathepsin D	82.54%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.94%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.73%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.58%	94.45%

Plants that contains it

• Ruta angustifolia

Cross-Links

• PubChem: 76622
• LOTUS: LTS0091726
• wikiData: Q72490442