[3-acetyloxy-4-ethylidene-5-(1,3,3-trimethylcyclohexyl)-3,3a,7,7a-tetrahydro-1H-2-benzofuran-1-yl] acetate

Details

• Internal ID: b429927b-b3de-4d02-96f1-ec5f75e57dfd
• Taxonomy: Organoheterocyclic compounds > Isobenzofurans
• IUPAC Name: [3-acetyloxy-4-ethylidene-5-(1,3,3-trimethylcyclohexyl)-3,3a,7,7a-tetrahydro-1H-2-benzofuran-1-yl] acetate
• SMILES (Canonical): CC=C1C2C(CC=C1C3(CCCC(C3)(C)C)C)C(OC2OC(=O)C)OC(=O)C
• SMILES (Isomeric): CC=C1C2C(CC=C1C3(CCCC(C3)(C)C)C)C(OC2OC(=O)C)OC(=O)C
• InChI: InChI=1S/C23H34O5/c1-7-16-18(23(6)12-8-11-22(4,5)13-23)10-9-17-19(16)21(27-15(3)25)28-20(17)26-14(2)24/h7,10,17,19-21H,8-9,11-13H2,1-6H3
• InChI Key: APJJJQRQXHYHMQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₄O₅
• Molecular Weight: 390.50 g/mol
• Exact Mass: 390.24062418 g/mol
• Topological Polar Surface Area (TPSA): 61.80 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 4.91
• H-Bond Acceptor: 5
• 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	+	0.9952	99.52%
Caco-2	+	0.5713	57.13%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7025	70.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8687	86.87%
OATP1B3 inhibitior	-	0.3258	32.58%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.4636	46.36%
P-glycoprotein inhibitior	+	0.5883	58.83%
P-glycoprotein substrate	-	0.8240	82.40%
CYP3A4 substrate	+	0.6446	64.46%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8773	87.73%
CYP3A4 inhibition	-	0.7447	74.47%
CYP2C9 inhibition	-	0.6878	68.78%
CYP2C19 inhibition	-	0.6863	68.63%
CYP2D6 inhibition	-	0.9433	94.33%
CYP1A2 inhibition	-	0.6420	64.20%
CYP2C8 inhibition	-	0.6466	64.66%
CYP inhibitory promiscuity	-	0.7002	70.02%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5630	56.30%
Eye corrosion	-	0.9774	97.74%
Eye irritation	-	0.8729	87.29%
Skin irritation	-	0.6070	60.70%
Skin corrosion	-	0.9137	91.37%
Ames mutagenesis	-	0.5837	58.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7092	70.92%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.7162	71.62%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.6643	66.43%
Acute Oral Toxicity (c)	III	0.5059	50.59%
Estrogen receptor binding	+	0.6944	69.44%
Androgen receptor binding	+	0.7643	76.43%
Thyroid receptor binding	+	0.6216	62.16%
Glucocorticoid receptor binding	+	0.5564	55.64%
Aromatase binding	-	0.5451	54.51%
PPAR gamma	+	0.7009	70.09%
Honey bee toxicity	-	0.8175	81.75%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6655	66.55%
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	98.04%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.41%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.36%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.12%	89.00%
CHEMBL2581	P07339	Cathepsin D	88.55%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	84.86%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.77%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.56%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.62%	97.25%
CHEMBL3401	O75469	Pregnane X receptor	82.05%	94.73%
CHEMBL5028	O14672	ADAM10	81.73%	97.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.66%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.79%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.59%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73798512
• LOTUS: LTS0265232
• wikiData: Q104916341