1-[3-[(2R)-2-hydroxy-3-methylbut-3-enyl]-4-methoxyphenyl]-2-methoxyethanone

Details

• Internal ID: f8b9e2fc-e3aa-492d-88e1-eb2e41528d78
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 1-[3-[(2R)-2-hydroxy-3-methylbut-3-enyl]-4-methoxyphenyl]-2-methoxyethanone
• SMILES (Canonical): CC(=C)C(CC1=C(C=CC(=C1)C(=O)COC)OC)O
• SMILES (Isomeric): CC(=C)[C@@H](CC1=C(C=CC(=C1)C(=O)COC)OC)O
• InChI: InChI=1S/C15H20O4/c1-10(2)13(16)8-12-7-11(14(17)9-18-3)5-6-15(12)19-4/h5-7,13,16H,1,8-9H2,2-4H3/t13-/m1/s1
• InChI Key: JELNFKGVAOEPOE-CYBMUJFWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.00
• H-Bond Acceptor: 4
• 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	+	0.9950	99.50%
Caco-2	+	0.7988	79.88%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7955	79.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9419	94.19%
OATP1B3 inhibitior	+	0.9376	93.76%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6552	65.52%
P-glycoprotein inhibitior	-	0.9154	91.54%
P-glycoprotein substrate	-	0.6902	69.02%
CYP3A4 substrate	-	0.5112	51.12%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.7147	71.47%
CYP3A4 inhibition	-	0.5587	55.87%
CYP2C9 inhibition	-	0.8870	88.70%
CYP2C19 inhibition	-	0.7548	75.48%
CYP2D6 inhibition	-	0.8750	87.50%
CYP1A2 inhibition	-	0.6113	61.13%
CYP2C8 inhibition	+	0.5357	53.57%
CYP inhibitory promiscuity	-	0.8932	89.32%
UGT catelyzed	-	0.5638	56.38%
Carcinogenicity (binary)	-	0.7752	77.52%
Carcinogenicity (trinary)	Non-required	0.7558	75.58%
Eye corrosion	-	0.9825	98.25%
Eye irritation	-	0.5000	50.00%
Skin irritation	-	0.7507	75.07%
Skin corrosion	-	0.9663	96.63%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4921	49.21%
Micronuclear	-	0.7608	76.08%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	+	0.5492	54.92%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	+	0.5892	58.92%
Acute Oral Toxicity (c)	III	0.6119	61.19%
Estrogen receptor binding	-	0.6377	63.77%
Androgen receptor binding	-	0.8068	80.68%
Thyroid receptor binding	-	0.5226	52.26%
Glucocorticoid receptor binding	-	0.7042	70.42%
Aromatase binding	-	0.5062	50.62%
PPAR gamma	+	0.6580	65.80%
Honey bee toxicity	-	0.8943	89.43%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7852	78.52%
Fish aquatic toxicity	+	0.9707	97.07%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1255126	O15151	Protein Mdm4	97.93%	90.20%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.05%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.45%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.41%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.18%	99.17%
CHEMBL4208	P20618	Proteasome component C5	91.18%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.68%	96.00%
CHEMBL2535	P11166	Glucose transporter	89.31%	98.75%
CHEMBL4040	P28482	MAP kinase ERK2	88.49%	83.82%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.58%	96.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.21%	91.11%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.20%	97.21%

Plants that contains it

• Duranta erecta

Cross-Links

• PubChem: 162911722
• LOTUS: LTS0014304
• wikiData: Q105126190