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

Details

• Internal ID: 1dcef64f-4383-4dcb-a04e-5dfcb37b3506
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 3-[2-[(1R,4aR,8aR)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-2H-furan-5-one
• InChI: InChI=1S/C20H30O2/c1-14-6-9-17-19(2,3)10-5-11-20(17,4)16(14)8-7-15-12-18(21)22-13-15/h12,16-17H,1,5-11,13H2,2-4H3/t16-,17-,20+/m1/s1
• InChI Key: RUXYUBRFOACSMM-HLIPFELVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₂
• Molecular Weight: 302.50 g/mol
• Exact Mass: 302.224580195 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 5.05
• H-Bond Acceptor: 2
• 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	+	0.9967	99.67%
Caco-2	+	0.7224	72.24%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5503	55.03%
OATP2B1 inhibitior	-	0.8605	86.05%
OATP1B1 inhibitior	+	0.8487	84.87%
OATP1B3 inhibitior	+	0.7912	79.12%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.5861	58.61%
P-glycoprotein inhibitior	-	0.6074	60.74%
P-glycoprotein substrate	-	0.7944	79.44%
CYP3A4 substrate	+	0.6360	63.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9102	91.02%
CYP3A4 inhibition	-	0.7630	76.30%
CYP2C9 inhibition	-	0.7409	74.09%
CYP2C19 inhibition	+	0.6682	66.82%
CYP2D6 inhibition	-	0.8885	88.85%
CYP1A2 inhibition	+	0.5191	51.91%
CYP2C8 inhibition	+	0.4559	45.59%
CYP inhibitory promiscuity	-	0.6173	61.73%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5707	57.07%
Eye corrosion	-	0.9743	97.43%
Eye irritation	-	0.5508	55.08%
Skin irritation	-	0.6240	62.40%
Skin corrosion	-	0.9532	95.32%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7391	73.91%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.5774	57.74%
skin sensitisation	-	0.5597	55.97%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.4895	48.95%
Acute Oral Toxicity (c)	III	0.7595	75.95%
Estrogen receptor binding	+	0.6175	61.75%
Androgen receptor binding	+	0.6531	65.31%
Thyroid receptor binding	+	0.5935	59.35%
Glucocorticoid receptor binding	+	0.7904	79.04%
Aromatase binding	+	0.5728	57.28%
PPAR gamma	+	0.6715	67.15%
Honey bee toxicity	-	0.8101	81.01%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.05%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.15%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.96%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.06%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.13%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.04%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.52%	97.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.11%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.66%	86.33%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.34%	93.04%

Plants that contains it

• Leiocarpa semicalva

Cross-Links

• PubChem: 101615165
• LOTUS: LTS0141187
• wikiData: Q105245878