1-[2-Hydroxy-3,5-dimethoxy-4-(3-methylbut-2-enoxy)phenyl]propan-1-one

Details

• Internal ID: f4bf8f9d-d1dc-4dc5-8a31-b547d68ac6cd
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 1-[2-hydroxy-3,5-dimethoxy-4-(3-methylbut-2-enoxy)phenyl]propan-1-one
• SMILES (Canonical): CCC(=O)C1=CC(=C(C(=C1O)OC)OCC=C(C)C)OC
• SMILES (Isomeric): CCC(=O)C1=CC(=C(C(=C1O)OC)OCC=C(C)C)OC
• InChI: InChI=1S/C16H22O5/c1-6-12(17)11-9-13(19-4)15(16(20-5)14(11)18)21-8-7-10(2)3/h7,9,18H,6,8H2,1-5H3
• InChI Key: JUSMZRRESVHMEM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₅
• Molecular Weight: 294.34 g/mol
• Exact Mass: 294.14672380 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.35
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9947	99.47%
Caco-2	+	0.9334	93.34%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8932	89.32%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9103	91.03%
OATP1B3 inhibitior	+	0.9649	96.49%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7187	71.87%
P-glycoprotein inhibitior	-	0.8029	80.29%
P-glycoprotein substrate	-	0.8052	80.52%
CYP3A4 substrate	-	0.5146	51.46%
CYP2C9 substrate	-	0.8047	80.47%
CYP2D6 substrate	-	0.7946	79.46%
CYP3A4 inhibition	-	0.7048	70.48%
CYP2C9 inhibition	-	0.6081	60.81%
CYP2C19 inhibition	+	0.7517	75.17%
CYP2D6 inhibition	-	0.7442	74.42%
CYP1A2 inhibition	+	0.7521	75.21%
CYP2C8 inhibition	+	0.6615	66.15%
CYP inhibitory promiscuity	+	0.5660	56.60%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8443	84.43%
Carcinogenicity (trinary)	Non-required	0.7276	72.76%
Eye corrosion	-	0.9791	97.91%
Eye irritation	+	0.9157	91.57%
Skin irritation	-	0.7407	74.07%
Skin corrosion	-	0.9676	96.76%
Ames mutagenesis	-	0.7044	70.44%
Human Ether-a-go-go-Related Gene inhibition	-	0.5146	51.46%
Micronuclear	-	0.7486	74.86%
Hepatotoxicity	-	0.5339	53.39%
skin sensitisation	-	0.5926	59.26%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	-	0.8448	84.48%
Acute Oral Toxicity (c)	III	0.5999	59.99%
Estrogen receptor binding	+	0.7800	78.00%
Androgen receptor binding	-	0.7607	76.07%
Thyroid receptor binding	+	0.5427	54.27%
Glucocorticoid receptor binding	+	0.6613	66.13%
Aromatase binding	-	0.5126	51.26%
PPAR gamma	+	0.6651	66.51%
Honey bee toxicity	-	0.9030	90.30%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7555	75.55%
Fish aquatic toxicity	+	0.9692	96.92%

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	95.78%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.69%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.36%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.19%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.53%	86.33%
CHEMBL2535	P11166	Glucose transporter	89.85%	98.75%
CHEMBL4208	P20618	Proteasome component C5	89.81%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.16%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.90%	95.50%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.15%	97.21%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.28%	96.95%
CHEMBL2581	P07339	Cathepsin D	84.23%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.37%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	82.08%	94.73%

Plants that contains it

• Leucanthemopsis pallida

Cross-Links

• PubChem: 129836663
• LOTUS: LTS0145647
• wikiData: Q105135390