5,8a-Dimethyl-3-methylidene-3a,4,4a,5,6,7,9,9a-octahydrobenzo[f][1]benzofuran-2,8-dione

Details

• Internal ID: 8c5a3388-7108-4f13-932c-aa88128973d9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: 5,8a-dimethyl-3-methylidene-3a,4,4a,5,6,7,9,9a-octahydrobenzo[f][1]benzofuran-2,8-dione
• SMILES (Canonical): CC1CCC(=O)C2(C1CC3C(C2)OC(=O)C3=C)C
• SMILES (Isomeric): CC1CCC(=O)C2(C1CC3C(C2)OC(=O)C3=C)C
• InChI: InChI=1S/C15H20O3/c1-8-4-5-13(16)15(3)7-12-10(6-11(8)15)9(2)14(17)18-12/h8,10-12H,2,4-7H2,1,3H3
• InChI Key: NDQHUIYPUSKCIU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.50
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9962	99.62%
Caco-2	+	0.7827	78.27%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6804	68.04%
OATP2B1 inhibitior	-	0.8514	85.14%
OATP1B1 inhibitior	+	0.9015	90.15%
OATP1B3 inhibitior	+	0.8860	88.60%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	+	0.7000	70.00%
BSEP inhibitior	-	0.9113	91.13%
P-glycoprotein inhibitior	-	0.8623	86.23%
P-glycoprotein substrate	-	0.8858	88.58%
CYP3A4 substrate	+	0.6058	60.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8816	88.16%
CYP3A4 inhibition	-	0.5551	55.51%
CYP2C9 inhibition	-	0.9479	94.79%
CYP2C19 inhibition	-	0.6827	68.27%
CYP2D6 inhibition	-	0.9484	94.84%
CYP1A2 inhibition	+	0.6299	62.99%
CYP2C8 inhibition	-	0.6191	61.91%
CYP inhibitory promiscuity	-	0.8554	85.54%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5374	53.74%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.7230	72.30%
Skin irritation	+	0.5336	53.36%
Skin corrosion	-	0.8607	86.07%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4853	48.53%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.8750	87.50%
skin sensitisation	-	0.5761	57.61%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.5623	56.23%
Acute Oral Toxicity (c)	III	0.7531	75.31%
Estrogen receptor binding	+	0.5513	55.13%
Androgen receptor binding	+	0.6061	60.61%
Thyroid receptor binding	-	0.5490	54.90%
Glucocorticoid receptor binding	+	0.6263	62.63%
Aromatase binding	-	0.6612	66.12%
PPAR gamma	-	0.5838	58.38%
Honey bee toxicity	-	0.7709	77.09%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	+	0.7200	72.00%
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	95.07%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.08%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.69%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.23%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.16%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.14%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.57%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	85.58%	97.79%
CHEMBL3920	Q04759	Protein kinase C theta	84.79%	97.69%
CHEMBL259	P32245	Melanocortin receptor 4	83.69%	95.38%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	83.12%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.89%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.51%	92.94%

Plants that contains it

• Aster himalaicus

Cross-Links

• PubChem: 162931302
• LOTUS: LTS0044677
• wikiData: Q105177674