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

Details

• Internal ID: 49d3728d-b98f-4887-9931-ebb38538b310
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 3-[2-(2,5,5,8a-tetramethyl-4-oxo-4a,6,7,8-tetrahydro-1H-naphthalen-1-yl)ethyl]-2H-furan-5-one
• SMILES (Canonical): CC1=CC(=O)C2C(CCCC2(C1CCC3=CC(=O)OC3)C)(C)C
• SMILES (Isomeric): CC1=CC(=O)C2C(CCCC2(C1CCC3=CC(=O)OC3)C)(C)C
• InChI: InChI=1S/C20H28O3/c1-13-10-16(21)18-19(2,3)8-5-9-20(18,4)15(13)7-6-14-11-17(22)23-12-14/h10-11,15,18H,5-9,12H2,1-4H3
• InChI Key: TYZZCGAADDLUNS-UHFFFAOYSA-N
• Popularity: 0 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: 3.90
• Atomic LogP (AlogP): 4.23
• 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	+	0.9964	99.64%
Caco-2	+	0.6058	60.58%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8059	80.59%
OATP2B1 inhibitior	-	0.8618	86.18%
OATP1B1 inhibitior	+	0.8224	82.24%
OATP1B3 inhibitior	+	0.9366	93.66%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	+	0.7539	75.39%
P-glycoprotein inhibitior	-	0.5970	59.70%
P-glycoprotein substrate	-	0.7231	72.31%
CYP3A4 substrate	+	0.6265	62.65%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9062	90.62%
CYP3A4 inhibition	-	0.7547	75.47%
CYP2C9 inhibition	-	0.6893	68.93%
CYP2C19 inhibition	-	0.6151	61.51%
CYP2D6 inhibition	-	0.8900	89.00%
CYP1A2 inhibition	-	0.5538	55.38%
CYP2C8 inhibition	-	0.6344	63.44%
CYP inhibitory promiscuity	-	0.5484	54.84%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5683	56.83%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.8788	87.88%
Skin irritation	-	0.5965	59.65%
Skin corrosion	-	0.9361	93.61%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7342	73.42%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.6108	61.08%
skin sensitisation	-	0.6301	63.01%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.5538	55.38%
Acute Oral Toxicity (c)	III	0.7400	74.00%
Estrogen receptor binding	+	0.7411	74.11%
Androgen receptor binding	+	0.5683	56.83%
Thyroid receptor binding	+	0.5763	57.63%
Glucocorticoid receptor binding	+	0.7422	74.22%
Aromatase binding	-	0.5054	50.54%
PPAR gamma	+	0.6476	64.76%
Honey bee toxicity	-	0.8536	85.36%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
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	96.84%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.37%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.23%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.83%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.44%	95.56%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	86.21%	86.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.68%	93.99%
CHEMBL5805	Q9NR97	Toll-like receptor 8	84.01%	96.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.60%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.18%	100.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.31%	93.40%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.87%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.25%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	80.31%	94.75%

Plants that contains it

• Acritopappus confertus

Cross-Links

• PubChem: 162967990
• LOTUS: LTS0271959
• wikiData: Q105267841