6-Hydroxy-2-methyl-5-[1-(4-methylfuran-2-yl)propan-2-yl]cyclohex-2-en-1-one

Details

• Internal ID: 489ca7eb-c7bd-4bff-a5b3-3d9cf6b99708
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 6-hydroxy-2-methyl-5-[1-(4-methylfuran-2-yl)propan-2-yl]cyclohex-2-en-1-one
• SMILES (Canonical): CC1=CCC(C(C1=O)O)C(C)CC2=CC(=CO2)C
• SMILES (Isomeric): CC1=CCC(C(C1=O)O)C(C)CC2=CC(=CO2)C
• InChI: InChI=1S/C15H20O3/c1-9-6-12(18-8-9)7-11(3)13-5-4-10(2)14(16)15(13)17/h4,6,8,11,13,15,17H,5,7H2,1-3H3
• InChI Key: ZKGCXEGVGZLKCO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 50.40 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.66
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9931	99.31%
Caco-2	+	0.7444	74.44%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7367	73.67%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.9135	91.35%
OATP1B3 inhibitior	+	0.9474	94.74%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7494	74.94%
P-glycoprotein inhibitior	-	0.9135	91.35%
P-glycoprotein substrate	-	0.8671	86.71%
CYP3A4 substrate	-	0.5200	52.00%
CYP2C9 substrate	+	0.6079	60.79%
CYP2D6 substrate	-	0.8439	84.39%
CYP3A4 inhibition	+	0.5591	55.91%
CYP2C9 inhibition	-	0.6998	69.98%
CYP2C19 inhibition	-	0.5257	52.57%
CYP2D6 inhibition	-	0.8800	88.00%
CYP1A2 inhibition	-	0.5245	52.45%
CYP2C8 inhibition	-	0.9550	95.50%
CYP inhibitory promiscuity	+	0.6302	63.02%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8928	89.28%
Carcinogenicity (trinary)	Non-required	0.5023	50.23%
Eye corrosion	-	0.9780	97.80%
Eye irritation	-	0.9520	95.20%
Skin irritation	-	0.5615	56.15%
Skin corrosion	-	0.9105	91.05%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4320	43.20%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	+	0.4738	47.38%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.5492	54.92%
Acute Oral Toxicity (c)	III	0.5944	59.44%
Estrogen receptor binding	-	0.5476	54.76%
Androgen receptor binding	+	0.6271	62.71%
Thyroid receptor binding	-	0.6470	64.70%
Glucocorticoid receptor binding	-	0.5905	59.05%
Aromatase binding	-	0.6827	68.27%
PPAR gamma	-	0.7219	72.19%
Honey bee toxicity	-	0.9182	91.82%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9830	98.30%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.86%	98.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	93.59%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	90.37%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.80%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.76%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.46%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.77%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.13%	94.45%
CHEMBL4072	P07858	Cathepsin B	83.47%	93.67%
CHEMBL4208	P20618	Proteasome component C5	83.47%	90.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.35%	97.25%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.36%	86.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.13%	91.19%

Plants that contains it

• Abies lasiocarpa

Cross-Links

• PubChem: 14396634
• LOTUS: LTS0176706
• wikiData: Q105378441