1-(2-Hydroxy-4,6-dimethoxyphenyl)butan-1-one

Details

• Internal ID: 6ef80449-4ce2-41bd-b491-96526f6f6f8c
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 1-(2-hydroxy-4,6-dimethoxyphenyl)butan-1-one
• SMILES (Canonical): CCCC(=O)C1=C(C=C(C=C1OC)OC)O
• SMILES (Isomeric): CCCC(=O)C1=C(C=C(C=C1OC)OC)O
• InChI: InChI=1S/C12H16O4/c1-4-5-9(13)12-10(14)6-8(15-2)7-11(12)16-3/h6-7,14H,4-5H2,1-3H3
• InChI Key: ZGZRAVIBVIHXCL-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₆O₄
• Molecular Weight: 224.25 g/mol
• Exact Mass: 224.10485899 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.39
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9861	98.61%
Caco-2	+	0.8730	87.30%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.9032	90.32%
OATP2B1 inhibitior	-	0.8536	85.36%
OATP1B1 inhibitior	+	0.9205	92.05%
OATP1B3 inhibitior	+	0.9661	96.61%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7695	76.95%
P-glycoprotein inhibitior	-	0.9280	92.80%
P-glycoprotein substrate	-	0.8672	86.72%
CYP3A4 substrate	-	0.6241	62.41%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7801	78.01%
CYP3A4 inhibition	-	0.8237	82.37%
CYP2C9 inhibition	-	0.8240	82.40%
CYP2C19 inhibition	+	0.6671	66.71%
CYP2D6 inhibition	-	0.7754	77.54%
CYP1A2 inhibition	+	0.7013	70.13%
CYP2C8 inhibition	+	0.5243	52.43%
CYP inhibitory promiscuity	-	0.6769	67.69%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.6954	69.54%
Carcinogenicity (trinary)	Non-required	0.6673	66.73%
Eye corrosion	-	0.8857	88.57%
Eye irritation	+	0.9234	92.34%
Skin irritation	-	0.7711	77.11%
Skin corrosion	-	0.9270	92.70%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5763	57.63%
Micronuclear	-	0.8326	83.26%
Hepatotoxicity	-	0.5551	55.51%
skin sensitisation	-	0.7513	75.13%
Respiratory toxicity	-	0.7667	76.67%
Reproductive toxicity	+	0.5197	51.97%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	-	0.6164	61.64%
Acute Oral Toxicity (c)	III	0.6155	61.55%
Estrogen receptor binding	+	0.6092	60.92%
Androgen receptor binding	-	0.6980	69.80%
Thyroid receptor binding	-	0.5975	59.75%
Glucocorticoid receptor binding	-	0.6663	66.63%
Aromatase binding	-	0.4896	48.96%
PPAR gamma	-	0.5502	55.02%
Honey bee toxicity	-	0.9653	96.53%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5504	55.04%
Fish aquatic toxicity	+	0.8723	87.23%

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	96.75%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.75%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.68%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.09%	95.56%
CHEMBL4208	P20618	Proteasome component C5	88.23%	90.00%
CHEMBL2535	P11166	Glucose transporter	87.09%	98.75%
CHEMBL2581	P07339	Cathepsin D	86.74%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.79%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.63%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.38%	92.94%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.26%	85.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.10%	92.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.91%	96.00%

Plants that contains it

• Pogostemon stellatus

Cross-Links

• PubChem: 11736234
• LOTUS: LTS0224461
• wikiData: Q105375529