(3,5,8a-Trimethyl-2-oxo-4,4a,7,8-tetrahydrobenzo[f][1]benzofuran-8-yl) acetate

Details

• Internal ID: f2a1b2b2-8184-4f7e-92a2-1780f8abf9c2
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (3,5,8a-trimethyl-2-oxo-4,4a,7,8-tetrahydrobenzo[f][1]benzofuran-8-yl) acetate
• SMILES (Canonical): CC1=CCC(C2(C1CC3=C(C(=O)OC3=C2)C)C)OC(=O)C
• SMILES (Isomeric): CC1=CCC(C2(C1CC3=C(C(=O)OC3=C2)C)C)OC(=O)C
• InChI: InChI=1S/C17H20O4/c1-9-5-6-15(20-11(3)18)17(4)8-14-12(7-13(9)17)10(2)16(19)21-14/h5,8,13,15H,6-7H2,1-4H3
• InChI Key: ZNVXNYHXQCEWBS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₄
• Molecular Weight: 288.34 g/mol
• Exact Mass: 288.13615911 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 3.05
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9963	99.63%
Caco-2	+	0.8099	80.99%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7181	71.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8769	87.69%
OATP1B3 inhibitior	+	0.8973	89.73%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.5873	58.73%
P-glycoprotein inhibitior	-	0.7244	72.44%
P-glycoprotein substrate	-	0.8796	87.96%
CYP3A4 substrate	+	0.5888	58.88%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9062	90.62%
CYP3A4 inhibition	-	0.7505	75.05%
CYP2C9 inhibition	-	0.8994	89.94%
CYP2C19 inhibition	-	0.8654	86.54%
CYP2D6 inhibition	-	0.9576	95.76%
CYP1A2 inhibition	-	0.6764	67.64%
CYP2C8 inhibition	-	0.8265	82.65%
CYP inhibitory promiscuity	-	0.6818	68.18%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4873	48.73%
Eye corrosion	-	0.9840	98.40%
Eye irritation	-	0.6321	63.21%
Skin irritation	-	0.5406	54.06%
Skin corrosion	-	0.9189	91.89%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6580	65.80%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	+	0.6723	67.23%
skin sensitisation	-	0.6496	64.96%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.6094	60.94%
Acute Oral Toxicity (c)	III	0.7517	75.17%
Estrogen receptor binding	+	0.7632	76.32%
Androgen receptor binding	+	0.5199	51.99%
Thyroid receptor binding	-	0.5378	53.78%
Glucocorticoid receptor binding	+	0.6455	64.55%
Aromatase binding	-	0.6996	69.96%
PPAR gamma	+	0.8425	84.25%
Honey bee toxicity	-	0.8371	83.71%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6450	64.50%
Fish aquatic toxicity	+	0.9913	99.13%

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	96.52%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.26%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.69%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.07%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.73%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.56%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	86.66%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.43%	89.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.86%	93.04%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.67%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.60%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.01%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	81.86%	91.19%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.04%	95.50%

Plants that contains it

• Smyrnium perfoliatum

Cross-Links

• PubChem: 162910516
• LOTUS: LTS0232990
• wikiData: Q105380269