3-[2-(2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl)ethyl]-2-hydroxy-2H-furan-5-one

Details

• Internal ID: ddc96e7c-f24a-423e-a374-691d8a42214a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 3-[2-(2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl)ethyl]-2-hydroxy-2H-furan-5-one
• SMILES (Canonical): CC1=CCC2C(CCCC2(C1CCC3=CC(=O)OC3O)C)(C)C
• SMILES (Isomeric): CC1=CCC2C(CCCC2(C1CCC3=CC(=O)OC3O)C)(C)C
• 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/h6,12,15-16,18,22H,5,7-11H2,1-4H3
• InChI Key: FBJNLOLZMDHDFO-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: 4.40
• 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	+	0.9953	99.53%
Caco-2	+	0.5544	55.44%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6412	64.12%
OATP2B1 inhibitior	-	0.8632	86.32%
OATP1B1 inhibitior	+	0.8322	83.22%
OATP1B3 inhibitior	+	0.8097	80.97%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.6247	62.47%
P-glycoprotein inhibitior	-	0.7568	75.68%
P-glycoprotein substrate	-	0.8272	82.72%
CYP3A4 substrate	+	0.6350	63.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8948	89.48%
CYP3A4 inhibition	-	0.6993	69.93%
CYP2C9 inhibition	-	0.6307	63.07%
CYP2C19 inhibition	-	0.5790	57.90%
CYP2D6 inhibition	-	0.9392	93.92%
CYP1A2 inhibition	-	0.6296	62.96%
CYP2C8 inhibition	-	0.7382	73.82%
CYP inhibitory promiscuity	-	0.7086	70.86%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5759	57.59%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.8963	89.63%
Skin irritation	-	0.5154	51.54%
Skin corrosion	-	0.9361	93.61%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6985	69.85%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.5054	50.54%
skin sensitisation	-	0.5848	58.48%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.6260	62.60%
Acute Oral Toxicity (c)	III	0.5407	54.07%
Estrogen receptor binding	+	0.8170	81.70%
Androgen receptor binding	+	0.5190	51.90%
Thyroid receptor binding	+	0.6542	65.42%
Glucocorticoid receptor binding	+	0.7950	79.50%
Aromatase binding	+	0.5955	59.55%
PPAR gamma	+	0.7942	79.42%
Honey bee toxicity	-	0.8756	87.56%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
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	98.24%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.21%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.16%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.14%	97.09%
CHEMBL1871	P10275	Androgen Receptor	90.03%	96.43%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.89%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.83%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.87%	86.33%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.18%	93.40%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.21%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.84%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.50%	95.89%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.07%	86.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.01%	94.00%

Plants that contains it

• Ageratum fastigiatum

Cross-Links

• PubChem: 85139850
• LOTUS: LTS0239002
• wikiData: Q104992695