4-Hydroxy-3-methoxy-6-(1-phenylprop-2-enyl)cyclohex-2-en-1-one

Details

• Internal ID: 57c66b6e-e4c9-4ef6-be3e-274768d2b2ce
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: 4-hydroxy-3-methoxy-6-(1-phenylprop-2-enyl)cyclohex-2-en-1-one
• InChI: InChI=1S/C16H18O3/c1-3-12(11-7-5-4-6-8-11)13-9-15(18)16(19-2)10-14(13)17/h3-8,10,12-13,15,18H,1,9H2,2H3
• InChI Key: UQILRTSQRHDSLK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₃
• Molecular Weight: 258.31 g/mol
• Exact Mass: 258.125594432 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.44
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9956	99.56%
Caco-2	+	0.8065	80.65%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7959	79.59%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9510	95.10%
OATP1B3 inhibitior	+	0.9694	96.94%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6849	68.49%
P-glycoprotein inhibitior	-	0.9102	91.02%
P-glycoprotein substrate	-	0.8078	80.78%
CYP3A4 substrate	+	0.5172	51.72%
CYP2C9 substrate	-	0.5928	59.28%
CYP2D6 substrate	-	0.8192	81.92%
CYP3A4 inhibition	-	0.8039	80.39%
CYP2C9 inhibition	-	0.9329	93.29%
CYP2C19 inhibition	-	0.5114	51.14%
CYP2D6 inhibition	-	0.9379	93.79%
CYP1A2 inhibition	-	0.5488	54.88%
CYP2C8 inhibition	-	0.9409	94.09%
CYP inhibitory promiscuity	-	0.6927	69.27%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7200	72.00%
Carcinogenicity (trinary)	Non-required	0.6063	60.63%
Eye corrosion	-	0.9316	93.16%
Eye irritation	-	0.8512	85.12%
Skin irritation	-	0.5597	55.97%
Skin corrosion	-	0.9529	95.29%
Ames mutagenesis	-	0.6254	62.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5740	57.40%
Micronuclear	-	0.5315	53.15%
Hepatotoxicity	+	0.6533	65.33%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.8000	80.00%
Nephrotoxicity	-	0.7339	73.39%
Acute Oral Toxicity (c)	IV	0.4333	43.33%
Estrogen receptor binding	+	0.6210	62.10%
Androgen receptor binding	+	0.5732	57.32%
Thyroid receptor binding	-	0.6905	69.05%
Glucocorticoid receptor binding	+	0.6979	69.79%
Aromatase binding	-	0.5254	52.54%
PPAR gamma	+	0.7112	71.12%
Honey bee toxicity	-	0.6622	66.22%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.8725	87.25%

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%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.51%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.96%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.07%	96.09%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	89.91%	94.08%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.66%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	87.11%	91.19%
CHEMBL221	P23219	Cyclooxygenase-1	84.00%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.37%	99.23%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.80%	94.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.93%	95.89%

Plants that contains it

• Dalbergia sissoo

Cross-Links

• PubChem: 72805766
• LOTUS: LTS0177288
• wikiData: Q105277266