4-Ethoxy-3,4a,5-trimethyl-4,5,6,7-tetrahydrobenzo[f][1]benzofuran-2-one

Details

• Internal ID: 0eddedde-298b-42aa-803b-2d718b4cb94d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 4-ethoxy-3,4a,5-trimethyl-4,5,6,7-tetrahydrobenzo[f][1]benzofuran-2-one
• SMILES (Canonical): CCOC1C2=C(C(=O)OC2=CC3=CCCC(C13C)C)C
• SMILES (Isomeric): CCOC1C2=C(C(=O)OC2=CC3=CCCC(C13C)C)C
• InChI: InChI=1S/C17H22O3/c1-5-19-15-14-11(3)16(18)20-13(14)9-12-8-6-7-10(2)17(12,15)4/h8-10,15H,5-7H2,1-4H3
• InChI Key: NVLKRIFJOPPSSC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₃
• Molecular Weight: 274.35 g/mol
• Exact Mass: 274.15689456 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.52
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

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	+	0.9568	95.68%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5810	58.10%
OATP2B1 inhibitior	-	0.8596	85.96%
OATP1B1 inhibitior	+	0.8892	88.92%
OATP1B3 inhibitior	+	0.9590	95.90%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.7129	71.29%
P-glycoprotein inhibitior	-	0.7365	73.65%
P-glycoprotein substrate	-	0.8263	82.63%
CYP3A4 substrate	+	0.6025	60.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8805	88.05%
CYP3A4 inhibition	-	0.7529	75.29%
CYP2C9 inhibition	-	0.5826	58.26%
CYP2C19 inhibition	-	0.5332	53.32%
CYP2D6 inhibition	-	0.8735	87.35%
CYP1A2 inhibition	+	0.6987	69.87%
CYP2C8 inhibition	-	0.6507	65.07%
CYP inhibitory promiscuity	+	0.7878	78.78%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4521	45.21%
Eye corrosion	-	0.9802	98.02%
Eye irritation	-	0.9148	91.48%
Skin irritation	-	0.5256	52.56%
Skin corrosion	-	0.9275	92.75%
Ames mutagenesis	-	0.6154	61.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6759	67.59%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.6193	61.93%
skin sensitisation	-	0.6862	68.62%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.6911	69.11%
Acute Oral Toxicity (c)	III	0.6563	65.63%
Estrogen receptor binding	+	0.7289	72.89%
Androgen receptor binding	+	0.6549	65.49%
Thyroid receptor binding	+	0.5943	59.43%
Glucocorticoid receptor binding	+	0.7596	75.96%
Aromatase binding	-	0.5468	54.68%
PPAR gamma	+	0.7324	73.24%
Honey bee toxicity	-	0.8314	83.14%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9901	99.01%

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	94.09%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.96%	97.09%
CHEMBL2581	P07339	Cathepsin D	92.36%	98.95%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	90.74%	94.80%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.57%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.92%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.75%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.01%	99.23%
CHEMBL4072	P07858	Cathepsin B	83.30%	93.67%
CHEMBL3401	O75469	Pregnane X receptor	83.30%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.14%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.03%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	80.97%	91.49%
CHEMBL221	P23219	Cyclooxygenase-1	80.09%	90.17%

Plants that contains it

• Euryops arabicus

Cross-Links

• PubChem: 14237580
• LOTUS: LTS0095367
• wikiData: Q105186291