3-[2-(5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl)ethyl]-2-hydroxy-2H-furan-5-one

Details

• Internal ID: e106e1d6-a143-4a91-a6df-be6273b4cd0e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 3-[2-(5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl)ethyl]-2-hydroxy-2H-furan-5-one
• InChI: InChI=1S/C20H30O3/c1-13-6-9-16-19(2,3)10-5-11-20(16,4)15(13)8-7-14-12-17(21)23-18(14)22/h12,15-16,18,22H,1,5-11H2,2-4H3
• InChI Key: RIEXSTWCSGUYGI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.37
• 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	+	0.9940	99.40%
Caco-2	+	0.6403	64.03%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6011	60.11%
OATP2B1 inhibitior	-	0.8635	86.35%
OATP1B1 inhibitior	+	0.8111	81.11%
OATP1B3 inhibitior	-	0.3203	32.03%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.6477	64.77%
P-glycoprotein inhibitior	-	0.7194	71.94%
P-glycoprotein substrate	-	0.8463	84.63%
CYP3A4 substrate	+	0.6407	64.07%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8948	89.48%
CYP3A4 inhibition	-	0.6260	62.60%
CYP2C9 inhibition	-	0.5960	59.60%
CYP2C19 inhibition	-	0.5379	53.79%
CYP2D6 inhibition	-	0.9382	93.82%
CYP1A2 inhibition	-	0.5827	58.27%
CYP2C8 inhibition	-	0.6787	67.87%
CYP inhibitory promiscuity	-	0.7374	73.74%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5996	59.96%
Eye corrosion	-	0.9840	98.40%
Eye irritation	-	0.7772	77.72%
Skin irritation	-	0.5185	51.85%
Skin corrosion	-	0.9313	93.13%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7252	72.52%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.5323	53.23%
skin sensitisation	-	0.5941	59.41%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.6269	62.69%
Acute Oral Toxicity (c)	III	0.5334	53.34%
Estrogen receptor binding	+	0.8294	82.94%
Androgen receptor binding	+	0.6038	60.38%
Thyroid receptor binding	+	0.7315	73.15%
Glucocorticoid receptor binding	+	0.8592	85.92%
Aromatase binding	+	0.6356	63.56%
PPAR gamma	+	0.6911	69.11%
Honey bee toxicity	-	0.8580	85.80%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.14%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.93%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.93%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.75%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.89%	100.00%
CHEMBL1871	P10275	Androgen Receptor	86.86%	96.43%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.66%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.96%	94.45%
CHEMBL1977	P11473	Vitamin D receptor	84.59%	99.43%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.17%	93.40%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.14%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.11%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	80.65%	95.93%

Plants that contains it

• Leiocarpa semicalva

Cross-Links

• PubChem: 163051536
• LOTUS: LTS0253712
• wikiData: Q105236803