1-[3-[(3,3-Dimethyloxiran-2-yl)methyl]-4-hydroxy-5-(4-hydroxy-3-methylbut-2-enyl)phenyl]ethanone

Details

• Internal ID: 6c69cea2-de2c-4eeb-a8b4-cc2b39649bbb
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 1-[3-[(3,3-dimethyloxiran-2-yl)methyl]-4-hydroxy-5-(4-hydroxy-3-methylbut-2-enyl)phenyl]ethanone
• SMILES (Canonical): CC(=CCC1=C(C(=CC(=C1)C(=O)C)CC2C(O2)(C)C)O)CO
• SMILES (Isomeric): CC(=CCC1=C(C(=CC(=C1)C(=O)C)CC2C(O2)(C)C)O)CO
• InChI: InChI=1S/C18H24O4/c1-11(10-19)5-6-13-7-14(12(2)20)8-15(17(13)21)9-16-18(3,4)22-16/h5,7-8,16,19,21H,6,9-10H2,1-4H3
• InChI Key: QGKOWYUDIIPVQR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₄O₄
• Molecular Weight: 304.40 g/mol
• Exact Mass: 304.16745924 g/mol
• Topological Polar Surface Area (TPSA): 70.10 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.80
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9875	98.75%
Caco-2	+	0.6181	61.81%
Blood Brain Barrier	+	0.5385	53.85%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8602	86.02%
OATP2B1 inhibitior	-	0.8596	85.96%
OATP1B1 inhibitior	+	0.8510	85.10%
OATP1B3 inhibitior	+	0.9238	92.38%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7234	72.34%
P-glycoprotein inhibitior	-	0.8676	86.76%
P-glycoprotein substrate	-	0.7758	77.58%
CYP3A4 substrate	+	0.5328	53.28%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7969	79.69%
CYP3A4 inhibition	+	0.7541	75.41%
CYP2C9 inhibition	-	0.6065	60.65%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.8838	88.38%
CYP1A2 inhibition	+	0.5816	58.16%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.5659	56.59%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8241	82.41%
Carcinogenicity (trinary)	Non-required	0.6362	63.62%
Eye corrosion	-	0.9849	98.49%
Eye irritation	-	0.5912	59.12%
Skin irritation	-	0.7857	78.57%
Skin corrosion	-	0.9547	95.47%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6575	65.75%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.5765	57.65%
skin sensitisation	-	0.6167	61.67%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.6666	66.66%
Acute Oral Toxicity (c)	III	0.5785	57.85%
Estrogen receptor binding	+	0.8265	82.65%
Androgen receptor binding	+	0.5657	56.57%
Thyroid receptor binding	+	0.6390	63.90%
Glucocorticoid receptor binding	+	0.8534	85.34%
Aromatase binding	+	0.6028	60.28%
PPAR gamma	+	0.8078	80.78%
Honey bee toxicity	-	0.8914	89.14%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9946	99.46%

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	98.82%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	91.54%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	90.51%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.55%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	88.14%	91.19%
CHEMBL2581	P07339	Cathepsin D	87.91%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.36%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.14%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.36%	89.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.16%	89.34%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.93%	96.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.63%	100.00%

Plants that contains it

• Artemisia campestris

Cross-Links

• PubChem: 162908824
• LOTUS: LTS0070101
• wikiData: Q105220398