2-Hexanone, 6-(3,4-methylenedioxyphenyl)

Details

• Internal ID: e5eb8431-01cf-43b2-8f50-c3ef72e7a7db
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: 6-(1,3-benzodioxol-5-yl)hexan-2-one
• SMILES (Canonical): CC(=O)CCCCC1=CC2=C(C=C1)OCO2
• SMILES (Isomeric): CC(=O)CCCCC1=CC2=C(C=C1)OCO2
• InChI: InChI=1S/C13H16O3/c1-10(14)4-2-3-5-11-6-7-12-13(8-11)16-9-15-12/h6-8H,2-5,9H2,1H3
• InChI Key: QPVNSWUFYMZFDL-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆O₃
• Molecular Weight: 220.26 g/mol
• Exact Mass: 220.109944368 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.72
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

• QPVNSWUFYMZFDL-UHFFFAOYSA-N
• 6-(3,4-m ethylenedioxyphenyl)-2-hexanone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9970	99.70%
Caco-2	+	0.9630	96.30%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6898	68.98%
OATP2B1 inhibitior	-	0.8594	85.94%
OATP1B1 inhibitior	+	0.9427	94.27%
OATP1B3 inhibitior	+	0.9507	95.07%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.5122	51.22%
P-glycoprotein inhibitior	-	0.8946	89.46%
P-glycoprotein substrate	-	0.8774	87.74%
CYP3A4 substrate	-	0.5834	58.34%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.7286	72.86%
CYP3A4 inhibition	-	0.6160	61.60%
CYP2C9 inhibition	-	0.6692	66.92%
CYP2C19 inhibition	+	0.5608	56.08%
CYP2D6 inhibition	-	0.6949	69.49%
CYP1A2 inhibition	+	0.8162	81.62%
CYP2C8 inhibition	-	0.9173	91.73%
CYP inhibitory promiscuity	-	0.5221	52.21%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.4849	48.49%
Eye corrosion	-	0.9402	94.02%
Eye irritation	+	0.8981	89.81%
Skin irritation	-	0.5953	59.53%
Skin corrosion	-	0.8717	87.17%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3727	37.27%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	+	0.5513	55.13%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.5410	54.10%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.6482	64.82%
Acute Oral Toxicity (c)	III	0.7658	76.58%
Estrogen receptor binding	+	0.7145	71.45%
Androgen receptor binding	+	0.6105	61.05%
Thyroid receptor binding	-	0.5326	53.26%
Glucocorticoid receptor binding	-	0.5231	52.31%
Aromatase binding	+	0.6172	61.72%
PPAR gamma	-	0.6149	61.49%
Honey bee toxicity	-	0.9592	95.92%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.7652	76.52%
Fish aquatic toxicity	+	0.9473	94.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.58%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.04%	91.11%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	96.82%	94.80%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.72%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.21%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.53%	96.09%
CHEMBL2039	P27338	Monoamine oxidase B	94.15%	92.51%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.99%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	89.93%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.98%	86.33%
CHEMBL3492	P49721	Proteasome Macropain subunit	86.40%	90.24%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.71%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.46%	95.89%
CHEMBL5805	Q9NR97	Toll-like receptor 8	80.68%	96.25%
CHEMBL4208	P20618	Proteasome component C5	80.34%	90.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.24%	92.62%

Plants that contains it

• Ruta angustifolia
• Ruta chalepensis

Cross-Links

• PubChem: 529777
• LOTUS: LTS0079170
• wikiData: Q104396993