3-[2-[(4aS,8aS)-2,5,5,8a-tetramethyl-3-oxo-4a,6,7,8-tetrahydro-4H-naphthalen-1-yl]ethyl]-2H-furan-5-one

Details

• Internal ID: e299b719-6ecd-4868-84db-fb8c73d9f6e5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 3-[2-[(4aS,8aS)-2,5,5,8a-tetramethyl-3-oxo-4a,6,7,8-tetrahydro-4H-naphthalen-1-yl]ethyl]-2H-furan-5-one
• InChI: InChI=1S/C20H28O3/c1-13-15(7-6-14-10-18(22)23-12-14)20(4)9-5-8-19(2,3)17(20)11-16(13)21/h10,17H,5-9,11-12H2,1-4H3/t17-,20+/m0/s1
• InChI Key: PYQGOKBLFCVMKS-FXAWDEMLSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.20384475 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.37
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9965	99.65%
Caco-2	+	0.6633	66.33%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8294	82.94%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.8507	85.07%
OATP1B3 inhibitior	+	0.9449	94.49%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	+	0.6750	67.50%
BSEP inhibitior	+	0.8479	84.79%
P-glycoprotein inhibitior	-	0.5936	59.36%
P-glycoprotein substrate	-	0.7500	75.00%
CYP3A4 substrate	+	0.5921	59.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9062	90.62%
CYP3A4 inhibition	-	0.7340	73.40%
CYP2C9 inhibition	-	0.8262	82.62%
CYP2C19 inhibition	-	0.6823	68.23%
CYP2D6 inhibition	-	0.9263	92.63%
CYP1A2 inhibition	-	0.7780	77.80%
CYP2C8 inhibition	-	0.6166	61.66%
CYP inhibitory promiscuity	-	0.6961	69.61%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5709	57.09%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.6629	66.29%
Skin irritation	-	0.5933	59.33%
Skin corrosion	-	0.9300	93.00%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7507	75.07%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.6672	66.72%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.5922	59.22%
Acute Oral Toxicity (c)	III	0.7660	76.60%
Estrogen receptor binding	-	0.5576	55.76%
Androgen receptor binding	+	0.6577	65.77%
Thyroid receptor binding	-	0.5551	55.51%
Glucocorticoid receptor binding	+	0.6708	67.08%
Aromatase binding	-	0.5540	55.40%
PPAR gamma	+	0.8306	83.06%
Honey bee toxicity	-	0.7889	78.89%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9964	99.64%

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	95.64%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.05%	95.56%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	88.96%	86.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.94%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.23%	100.00%
CHEMBL2581	P07339	Cathepsin D	87.14%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	86.77%	94.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.50%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.21%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.77%	82.69%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.75%	94.80%
CHEMBL3401	O75469	Pregnane X receptor	82.32%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.05%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.48%	89.00%

Plants that contains it

• Leonurus japonicus

Cross-Links

• PubChem: 11232340
• LOTUS: LTS0170943
• wikiData: Q105216718