4,4a,7,7a-tetramethyl-6,7-dihydro-4H-cyclopenta[f][1]benzofuran-2,5-dione

Details

• Internal ID: c781dd10-54dd-461b-ab18-dc9b62008e4d
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: 4,4a,7,7a-tetramethyl-6,7-dihydro-4H-cyclopenta[f][1]benzofuran-2,5-dione
• SMILES (Canonical): CC1CC(=O)C2(C1(C=C3C(=CC(=O)O3)C2C)C)C
• SMILES (Isomeric): CC1CC(=O)C2(C1(C=C3C(=CC(=O)O3)C2C)C)C
• InChI: InChI=1S/C15H18O3/c1-8-5-12(16)15(4)9(2)10-6-13(17)18-11(10)7-14(8,15)3/h6-9H,5H2,1-4H3
• InChI Key: HKNJJLPZSUGXIH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.62
• 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	+	0.9975	99.75%
Caco-2	+	0.7229	72.29%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6232	62.32%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9128	91.28%
OATP1B3 inhibitior	+	0.9624	96.24%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.9307	93.07%
P-glycoprotein inhibitior	-	0.9076	90.76%
P-glycoprotein substrate	-	0.8011	80.11%
CYP3A4 substrate	+	0.5170	51.70%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8973	89.73%
CYP3A4 inhibition	-	0.8405	84.05%
CYP2C9 inhibition	-	0.9473	94.73%
CYP2C19 inhibition	-	0.9333	93.33%
CYP2D6 inhibition	-	0.9620	96.20%
CYP1A2 inhibition	+	0.5564	55.64%
CYP2C8 inhibition	-	0.8737	87.37%
CYP inhibitory promiscuity	-	0.8264	82.64%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9117	91.17%
Carcinogenicity (trinary)	Non-required	0.4449	44.49%
Eye corrosion	-	0.9704	97.04%
Eye irritation	-	0.7528	75.28%
Skin irritation	+	0.6032	60.32%
Skin corrosion	-	0.7871	78.71%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3953	39.53%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.6045	60.45%
skin sensitisation	+	0.5789	57.89%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.6728	67.28%
Acute Oral Toxicity (c)	III	0.6578	65.78%
Estrogen receptor binding	+	0.5339	53.39%
Androgen receptor binding	+	0.5937	59.37%
Thyroid receptor binding	-	0.6418	64.18%
Glucocorticoid receptor binding	-	0.7771	77.71%
Aromatase binding	-	0.6133	61.33%
PPAR gamma	-	0.6354	63.54%
Honey bee toxicity	-	0.8806	88.06%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9754	97.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2039	P27338	Monoamine oxidase B	93.01%	92.51%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.15%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.49%	91.11%
CHEMBL2581	P07339	Cathepsin D	88.09%	98.95%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	87.03%	85.30%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.01%	99.23%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.57%	94.80%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.19%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.43%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.04%	92.94%
CHEMBL1951	P21397	Monoamine oxidase A	83.81%	91.49%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.13%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	82.59%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.48%	97.09%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.99%	86.00%

Plants that contains it

• Aneura pinguis

Cross-Links

• PubChem: 162902774
• LOTUS: LTS0058204
• wikiData: Q105029785