4-Hydroxy-2-methoxy-6-(1-phenylprop-2-enyl)cyclohexan-1-one

Details

• Internal ID: 8df03ca7-bb73-45bf-bd5f-5a9988a4f35b
• Taxonomy: Benzenoids > Benzene and substituted derivatives
• IUPAC Name: 4-hydroxy-2-methoxy-6-(1-phenylprop-2-enyl)cyclohexan-1-one
• SMILES (Canonical): COC1CC(CC(C1=O)C(C=C)C2=CC=CC=C2)O
• SMILES (Isomeric): COC1CC(CC(C1=O)C(C=C)C2=CC=CC=C2)O
• InChI: InChI=1S/C16H20O3/c1-3-13(11-7-5-4-6-8-11)14-9-12(17)10-15(19-2)16(14)18/h3-8,12-15,17H,1,9-10H2,2H3
• InChI Key: YIXVBISJCATYND-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: 2.40
• 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	+	0.9974	99.74%
Caco-2	+	0.8024	80.24%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7672	76.72%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9405	94.05%
OATP1B3 inhibitior	+	0.9708	97.08%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8527	85.27%
P-glycoprotein inhibitior	-	0.9433	94.33%
P-glycoprotein substrate	-	0.8756	87.56%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.8150	81.50%
CYP2D6 substrate	-	0.6963	69.63%
CYP3A4 inhibition	-	0.8261	82.61%
CYP2C9 inhibition	-	0.9416	94.16%
CYP2C19 inhibition	-	0.5161	51.61%
CYP2D6 inhibition	-	0.9197	91.97%
CYP1A2 inhibition	-	0.5704	57.04%
CYP2C8 inhibition	-	0.9300	93.00%
CYP inhibitory promiscuity	-	0.8673	86.73%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7482	74.82%
Carcinogenicity (trinary)	Non-required	0.7045	70.45%
Eye corrosion	-	0.9255	92.55%
Eye irritation	-	0.8871	88.71%
Skin irritation	+	0.5168	51.68%
Skin corrosion	-	0.9382	93.82%
Ames mutagenesis	-	0.6554	65.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4082	40.82%
Micronuclear	-	0.7015	70.15%
Hepatotoxicity	+	0.5823	58.23%
skin sensitisation	-	0.6457	64.57%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.8500	85.00%
Nephrotoxicity	-	0.7687	76.87%
Acute Oral Toxicity (c)	III	0.4570	45.70%
Estrogen receptor binding	-	0.5680	56.80%
Androgen receptor binding	+	0.5629	56.29%
Thyroid receptor binding	-	0.5660	56.60%
Glucocorticoid receptor binding	+	0.5414	54.14%
Aromatase binding	-	0.5372	53.72%
PPAR gamma	-	0.5714	57.14%
Honey bee toxicity	-	0.5316	53.16%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9478	94.78%

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	96.60%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.44%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.67%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.22%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	90.26%	83.82%
CHEMBL340	P08684	Cytochrome P450 3A4	86.52%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.40%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	84.89%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.87%	99.23%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	82.95%	94.08%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.95%	95.89%

Plants that contains it

• Dalbergia sissoo

Cross-Links

• PubChem: 72965579
• LOTUS: LTS0204033
• wikiData: Q105349109