1-[4,6-Dihydroxy-2-methoxy-3-(3-methylbut-2-enyl)phenyl]ethanone

Details

• Internal ID: 004f2fd1-0886-4210-8e99-f9c929831f1d
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 1-[4,6-dihydroxy-2-methoxy-3-(3-methylbut-2-enyl)phenyl]ethanone
• SMILES (Canonical): CC(=CCC1=C(C(=C(C=C1O)O)C(=O)C)OC)C
• SMILES (Isomeric): CC(=CCC1=C(C(=C(C=C1O)O)C(=O)C)OC)C
• InChI: InChI=1S/C14H18O4/c1-8(2)5-6-10-11(16)7-12(17)13(9(3)15)14(10)18-4/h5,7,16-17H,6H2,1-4H3
• InChI Key: NYKKDRFAWMGIIT-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₄
• Molecular Weight: 250.29 g/mol
• Exact Mass: 250.12050905 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.82
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• 27364-64-3
• CHEMBL4584822

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9917	99.17%
Caco-2	+	0.7269	72.69%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7459	74.59%
OATP2B1 inhibitior	-	0.8564	85.64%
OATP1B1 inhibitior	+	0.8988	89.88%
OATP1B3 inhibitior	+	0.9296	92.96%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9155	91.55%
P-glycoprotein inhibitior	-	0.9022	90.22%
P-glycoprotein substrate	-	0.9155	91.55%
CYP3A4 substrate	-	0.5943	59.43%
CYP2C9 substrate	-	0.8047	80.47%
CYP2D6 substrate	-	0.7946	79.46%
CYP3A4 inhibition	-	0.6119	61.19%
CYP2C9 inhibition	+	0.7811	78.11%
CYP2C19 inhibition	+	0.8458	84.58%
CYP2D6 inhibition	-	0.7486	74.86%
CYP1A2 inhibition	+	0.7564	75.64%
CYP2C8 inhibition	-	0.8381	83.81%
CYP inhibitory promiscuity	+	0.7733	77.33%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7759	77.59%
Carcinogenicity (trinary)	Non-required	0.7466	74.66%
Eye corrosion	-	0.9647	96.47%
Eye irritation	+	0.9277	92.77%
Skin irritation	-	0.7000	70.00%
Skin corrosion	-	0.9468	94.68%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5149	51.49%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.5053	50.53%
skin sensitisation	+	0.5211	52.11%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.7048	70.48%
Acute Oral Toxicity (c)	III	0.6832	68.32%
Estrogen receptor binding	+	0.7000	70.00%
Androgen receptor binding	-	0.6526	65.26%
Thyroid receptor binding	-	0.5197	51.97%
Glucocorticoid receptor binding	+	0.5861	58.61%
Aromatase binding	-	0.5478	54.78%
PPAR gamma	+	0.7464	74.64%
Honey bee toxicity	-	0.9301	93.01%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7055	70.55%
Fish aquatic toxicity	+	0.9878	98.78%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.10%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.56%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	88.58%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.18%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.96%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.77%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.31%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.23%	96.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.87%	97.21%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.71%	85.14%

Plants that contains it

• Acronychia pedunculata
• Dinosperma stipitata

Cross-Links

• PubChem: 15558323
• NPASS: NPC28918
• LOTUS: LTS0056357
• wikiData: Q104403198