5-[2-(furan-3-yl)ethyl]-4,5a,9,9-tetramethyl-7,8-dihydro-6H-2-benzoxepin-3-one

Details

• Internal ID: ebb221c9-4127-4589-a0c6-700eac96e3ae
• Taxonomy: Organoheterocyclic compounds > Heteroaromatic compounds
• IUPAC Name: 5-[2-(furan-3-yl)ethyl]-4,5a,9,9-tetramethyl-7,8-dihydro-6H-2-benzoxepin-3-one
• SMILES (Canonical): CC1=C(C2(CCCC(C2=COC1=O)(C)C)C)CCC3=COC=C3
• SMILES (Isomeric): CC1=C(C2(CCCC(C2=COC1=O)(C)C)C)CCC3=COC=C3
• InChI: InChI=1S/C20H26O3/c1-14-16(7-6-15-8-11-22-12-15)20(4)10-5-9-19(2,3)17(20)13-23-18(14)21/h8,11-13H,5-7,9-10H2,1-4H3
• InChI Key: NLYQLHAZVQZJPR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₃
• Molecular Weight: 314.40 g/mol
• Exact Mass: 314.18819469 g/mol
• Topological Polar Surface Area (TPSA): 39.40 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 5.19
• H-Bond Acceptor: 3
• 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	+	0.9968	99.68%
Caco-2	+	0.8561	85.61%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6161	61.61%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7146	71.46%
OATP1B3 inhibitior	+	0.9276	92.76%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.8455	84.55%
P-glycoprotein inhibitior	-	0.4616	46.16%
P-glycoprotein substrate	-	0.7951	79.51%
CYP3A4 substrate	+	0.6036	60.36%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.8707	87.07%
CYP3A4 inhibition	-	0.6584	65.84%
CYP2C9 inhibition	-	0.7528	75.28%
CYP2C19 inhibition	-	0.6576	65.76%
CYP2D6 inhibition	-	0.8809	88.09%
CYP1A2 inhibition	+	0.6120	61.20%
CYP2C8 inhibition	-	0.5677	56.77%
CYP inhibitory promiscuity	-	0.6493	64.93%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5723	57.23%
Eye corrosion	-	0.9814	98.14%
Eye irritation	-	0.8248	82.48%
Skin irritation	-	0.5970	59.70%
Skin corrosion	-	0.9350	93.50%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8317	83.17%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.5945	59.45%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.6467	64.67%
Acute Oral Toxicity (c)	III	0.5464	54.64%
Estrogen receptor binding	-	0.5743	57.43%
Androgen receptor binding	+	0.6501	65.01%
Thyroid receptor binding	+	0.5986	59.86%
Glucocorticoid receptor binding	+	0.6272	62.72%
Aromatase binding	+	0.6290	62.90%
PPAR gamma	+	0.5265	52.65%
Honey bee toxicity	-	0.8897	88.97%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
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	94.44%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.24%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.90%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.51%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	89.14%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.12%	94.45%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.71%	93.99%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.57%	94.00%
CHEMBL5805	Q9NR97	Toll-like receptor 8	82.77%	96.25%
CHEMBL1937	Q92769	Histone deacetylase 2	81.75%	94.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.59%	97.25%

Plants that contains it

• Pseudodictamnus aucheri

Cross-Links

• PubChem: 163020857
• LOTUS: LTS0190674
• wikiData: Q105181637