4a,7,7a-Trimethyl-5,6,7,8-tetrahydrocyclopenta[f][1]benzofuran-4-one

Details

• Internal ID: 90b4f302-6c28-43e6-873c-bcb0d6c3ef60
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 4a,7,7a-trimethyl-5,6,7,8-tetrahydrocyclopenta[f][1]benzofuran-4-one
• SMILES (Canonical): CC1CCC2(C1(CC3=C(C2=O)C=CO3)C)C
• SMILES (Isomeric): CC1CCC2(C1(CC3=C(C2=O)C=CO3)C)C
• InChI: InChI=1S/C14H18O2/c1-9-4-6-13(2)12(15)10-5-7-16-11(10)8-14(9,13)3/h5,7,9H,4,6,8H2,1-3H3
• InChI Key: CSUSIQBEPMPDCP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₂
• Molecular Weight: 218.29 g/mol
• Exact Mass: 218.130679813 g/mol
• Topological Polar Surface Area (TPSA): 30.20 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.46
• H-Bond Acceptor: 2
• 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	+	1.0000	100.00%
Caco-2	+	0.7870	78.70%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.8143	81.43%
Subcellular localzation	Mitochondria	0.5245	52.45%
OATP2B1 inhibitior	-	0.8517	85.17%
OATP1B1 inhibitior	+	0.9171	91.71%
OATP1B3 inhibitior	+	0.9742	97.42%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.8580	85.80%
P-glycoprotein inhibitior	-	0.9475	94.75%
P-glycoprotein substrate	-	0.9229	92.29%
CYP3A4 substrate	+	0.5511	55.11%
CYP2C9 substrate	-	0.6121	61.21%
CYP2D6 substrate	-	0.8181	81.81%
CYP3A4 inhibition	-	0.8828	88.28%
CYP2C9 inhibition	-	0.8613	86.13%
CYP2C19 inhibition	-	0.6722	67.22%
CYP2D6 inhibition	-	0.9554	95.54%
CYP1A2 inhibition	+	0.5856	58.56%
CYP2C8 inhibition	-	0.8341	83.41%
CYP inhibitory promiscuity	-	0.9212	92.12%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5740	57.40%
Eye corrosion	-	0.9641	96.41%
Eye irritation	-	0.7361	73.61%
Skin irritation	-	0.5138	51.38%
Skin corrosion	-	0.9018	90.18%
Ames mutagenesis	-	0.7070	70.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4836	48.36%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.5024	50.24%
skin sensitisation	-	0.5993	59.93%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6691	66.91%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.4921	49.21%
Acute Oral Toxicity (c)	III	0.5955	59.55%
Estrogen receptor binding	-	0.7466	74.66%
Androgen receptor binding	+	0.5218	52.18%
Thyroid receptor binding	-	0.7330	73.30%
Glucocorticoid receptor binding	-	0.9329	93.29%
Aromatase binding	-	0.7285	72.85%
PPAR gamma	-	0.6501	65.01%
Honey bee toxicity	-	0.9053	90.53%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9431	94.31%

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	93.04%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.86%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.01%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.55%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.37%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.91%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.31%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	85.03%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.32%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.84%	96.77%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.42%	93.04%

Plants that contains it

• Porella navicularis

Cross-Links

• PubChem: 14164938
• LOTUS: LTS0226672
• wikiData: Q104969577