(3S)-1-[(2R)-3,3-dimethyloxiran-2-yl]-3-ethenyl-5-(2-hydroxy-6-methylphenyl)-3-methylpentane-1,5-dione

Details

• Internal ID: 05456c7f-e59a-4b9a-ad4b-762efbac5e1c
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: (3S)-1-[(2R)-3,3-dimethyloxiran-2-yl]-3-ethenyl-5-(2-hydroxy-6-methylphenyl)-3-methylpentane-1,5-dione
• SMILES (Canonical): CC1=C(C(=CC=C1)O)C(=O)CC(C)(CC(=O)C2C(O2)(C)C)C=C
• SMILES (Isomeric): CC1=C(C(=CC=C1)O)C(=O)C[C@@](C)(CC(=O)[C@H]2C(O2)(C)C)C=C
• InChI: InChI=1S/C19H24O4/c1-6-19(5,11-15(22)17-18(3,4)23-17)10-14(21)16-12(2)8-7-9-13(16)20/h6-9,17,20H,1,10-11H2,2-5H3/t17-,19-/m0/s1
• InChI Key: WVYWWWGDEKOFSZ-HKUYNNGSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₄
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.16745924 g/mol
• Topological Polar Surface Area (TPSA): 66.90 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.60
• 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	+	0.9516	95.16%
Caco-2	+	0.6379	63.79%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7295	72.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8728	87.28%
OATP1B3 inhibitior	+	0.9438	94.38%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8553	85.53%
P-glycoprotein inhibitior	-	0.8513	85.13%
P-glycoprotein substrate	-	0.7334	73.34%
CYP3A4 substrate	+	0.6224	62.24%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8404	84.04%
CYP3A4 inhibition	+	0.7614	76.14%
CYP2C9 inhibition	-	0.6634	66.34%
CYP2C19 inhibition	-	0.5940	59.40%
CYP2D6 inhibition	-	0.8647	86.47%
CYP1A2 inhibition	-	0.5209	52.09%
CYP2C8 inhibition	+	0.4679	46.79%
CYP inhibitory promiscuity	-	0.7816	78.16%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8082	80.82%
Carcinogenicity (trinary)	Non-required	0.5984	59.84%
Eye corrosion	-	0.9623	96.23%
Eye irritation	-	0.9124	91.24%
Skin irritation	-	0.6855	68.55%
Skin corrosion	-	0.8435	84.35%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6628	66.28%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	-	0.5075	50.75%
skin sensitisation	+	0.5736	57.36%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	-	0.6000	60.00%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.4817	48.17%
Acute Oral Toxicity (c)	III	0.5540	55.40%
Estrogen receptor binding	+	0.6064	60.64%
Androgen receptor binding	+	0.5762	57.62%
Thyroid receptor binding	+	0.5491	54.91%
Glucocorticoid receptor binding	-	0.5409	54.09%
Aromatase binding	+	0.5188	51.88%
PPAR gamma	+	0.5692	56.92%
Honey bee toxicity	-	0.8442	84.42%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9817	98.17%

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	97.08%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	93.47%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.61%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.37%	98.95%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	90.75%	90.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.32%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.71%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.94%	93.56%
CHEMBL5028	O14672	ADAM10	84.47%	97.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.43%	86.33%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.20%	93.65%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.51%	91.24%

Plants that contains it

• Ethulia conyzoides

Cross-Links

• PubChem: 163036071
• LOTUS: LTS0252046
• wikiData: Q105313880