4-Hydroxy-5-methoxy-2-(1-phenylprop-2-enyl)cyclohexan-1-one

Details

• Internal ID: a40cf0f5-1788-44f6-9451-159112f38561
• Taxonomy: Benzenoids > Benzene and substituted derivatives
• IUPAC Name: 4-hydroxy-5-methoxy-2-(1-phenylprop-2-enyl)cyclohexan-1-one
• SMILES (Canonical): COC1CC(=O)C(CC1O)C(C=C)C2=CC=CC=C2
• SMILES (Isomeric): COC1CC(=O)C(CC1O)C(C=C)C2=CC=CC=C2
• InChI: InChI=1S/C16H20O3/c1-3-12(11-7-5-4-6-8-11)13-9-15(18)16(19-2)10-14(13)17/h3-8,12-13,15-16,18H,1,9-10H2,2H3
• InChI Key: XFQZPZFTYDDJIR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀O₃
• Molecular Weight: 260.33 g/mol
• Exact Mass: 260.14124450 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.31
• 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	+	0.9967	99.67%
Caco-2	+	0.7909	79.09%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7985	79.85%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9411	94.11%
OATP1B3 inhibitior	+	0.9579	95.79%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8501	85.01%
P-glycoprotein inhibitior	-	0.9198	91.98%
P-glycoprotein substrate	-	0.8051	80.51%
CYP3A4 substrate	+	0.5406	54.06%
CYP2C9 substrate	-	0.8150	81.50%
CYP2D6 substrate	-	0.6963	69.63%
CYP3A4 inhibition	-	0.7137	71.37%
CYP2C9 inhibition	-	0.9317	93.17%
CYP2C19 inhibition	-	0.6187	61.87%
CYP2D6 inhibition	-	0.9268	92.68%
CYP1A2 inhibition	-	0.6499	64.99%
CYP2C8 inhibition	-	0.9473	94.73%
CYP inhibitory promiscuity	-	0.8780	87.80%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8171	81.71%
Carcinogenicity (trinary)	Non-required	0.6371	63.71%
Eye corrosion	-	0.9456	94.56%
Eye irritation	-	0.8855	88.55%
Skin irritation	-	0.5164	51.64%
Skin corrosion	-	0.9344	93.44%
Ames mutagenesis	-	0.5554	55.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4741	47.41%
Micronuclear	-	0.7015	70.15%
Hepatotoxicity	+	0.6212	62.12%
skin sensitisation	-	0.6333	63.33%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	-	0.6887	68.87%
Acute Oral Toxicity (c)	III	0.4772	47.72%
Estrogen receptor binding	-	0.7162	71.62%
Androgen receptor binding	+	0.5761	57.61%
Thyroid receptor binding	-	0.8092	80.92%
Glucocorticoid receptor binding	-	0.5719	57.19%
Aromatase binding	-	0.7716	77.16%
PPAR gamma	-	0.5775	57.75%
Honey bee toxicity	-	0.5968	59.68%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9666	96.66%

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	96.42%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.50%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.50%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.43%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	90.43%	90.17%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	89.44%	94.08%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.73%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.68%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.35%	99.23%
CHEMBL4208	P20618	Proteasome component C5	82.01%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.00%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	81.95%	91.19%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.48%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.48%	95.89%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.21%	94.62%
CHEMBL5028	O14672	ADAM10	80.97%	97.50%

Plants that contains it

• Dalbergia sissoo

Cross-Links

• PubChem: 72956785
• LOTUS: LTS0225977
• wikiData: Q105327215