1-[2-[3-(Furan-3-yl)propanoyl]-2,6,6-trimethylcyclohexyl]butane-2,3-dione

Details

• Internal ID: f646abfe-b4ea-473c-976e-742a19c0dd3f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 1-[2-[3-(furan-3-yl)propanoyl]-2,6,6-trimethylcyclohexyl]butane-2,3-dione
• SMILES (Canonical): CC(=O)C(=O)CC1C(CCCC1(C)C(=O)CCC2=COC=C2)(C)C
• SMILES (Isomeric): CC(=O)C(=O)CC1C(CCCC1(C)C(=O)CCC2=COC=C2)(C)C
• InChI: InChI=1S/C20H28O4/c1-14(21)16(22)12-17-19(2,3)9-5-10-20(17,4)18(23)7-6-15-8-11-24-13-15/h8,11,13,17H,5-7,9-10,12H2,1-4H3
• InChI Key: ZSPWLZZGIWIIDN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₄
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.19875937 g/mol
• Topological Polar Surface Area (TPSA): 64.40 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 4.16
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9793	97.93%
Caco-2	+	0.6928	69.28%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8004	80.04%
OATP2B1 inhibitior	-	0.8604	86.04%
OATP1B1 inhibitior	+	0.6879	68.79%
OATP1B3 inhibitior	+	0.9521	95.21%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.7465	74.65%
P-glycoprotein inhibitior	-	0.5410	54.10%
P-glycoprotein substrate	-	0.7670	76.70%
CYP3A4 substrate	+	0.6014	60.14%
CYP2C9 substrate	+	0.6079	60.79%
CYP2D6 substrate	-	0.7787	77.87%
CYP3A4 inhibition	-	0.6698	66.98%
CYP2C9 inhibition	-	0.7186	71.86%
CYP2C19 inhibition	-	0.7429	74.29%
CYP2D6 inhibition	-	0.9142	91.42%
CYP1A2 inhibition	-	0.7283	72.83%
CYP2C8 inhibition	+	0.4836	48.36%
CYP inhibitory promiscuity	-	0.7854	78.54%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.6348	63.48%
Eye corrosion	-	0.9608	96.08%
Eye irritation	-	0.9220	92.20%
Skin irritation	-	0.6852	68.52%
Skin corrosion	-	0.9359	93.59%
Ames mutagenesis	-	0.6470	64.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8775	87.75%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.5709	57.09%
skin sensitisation	-	0.5905	59.05%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	-	0.7340	73.40%
Acute Oral Toxicity (c)	III	0.6173	61.73%
Estrogen receptor binding	-	0.4926	49.26%
Androgen receptor binding	+	0.5909	59.09%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5948	59.48%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.5158	51.58%
Honey bee toxicity	-	0.8515	85.15%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9780	97.80%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.05%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.33%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.08%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.79%	97.25%
CHEMBL2581	P07339	Cathepsin D	92.97%	98.95%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	89.52%	94.80%
CHEMBL4040	P28482	MAP kinase ERK2	88.45%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.80%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.82%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	81.87%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.37%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.34%	95.56%

Plants that contains it

• Galeopsis angustifolia

Cross-Links

• PubChem: 162909174
• LOTUS: LTS0214784
• wikiData: Q105382633