7-[2-(Furan-3-yl)ethyl]-7,8-dimethyl-5,6,6a,8,9,10-hexahydrobenzo[h][1]benzofuran-3-one

Details

• Internal ID: 4ad10fbe-ec64-4d99-af7f-7291f740e9b6
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 7-[2-(furan-3-yl)ethyl]-7,8-dimethyl-5,6,6a,8,9,10-hexahydrobenzo[h][1]benzofuran-3-one
• SMILES (Canonical): CC1CCC23C(C1(C)CCC4=COC=C4)CCC=C2C(=O)CO3
• SMILES (Isomeric): CC1CCC23C(C1(C)CCC4=COC=C4)CCC=C2C(=O)CO3
• InChI: InChI=1S/C20H26O3/c1-14-6-10-20-16(17(21)13-23-20)4-3-5-18(20)19(14,2)9-7-15-8-11-22-12-15/h4,8,11-12,14,18H,3,5-7,9-10,13H2,1-2H3
• InChI Key: UGNFHYJLMKPGRE-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: 4.00
• Atomic LogP (AlogP): 4.32
• 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	+	1.0000	100.00%
Caco-2	+	0.7804	78.04%
Blood Brain Barrier	+	0.8105	81.05%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7675	76.75%
OATP2B1 inhibitior	-	0.8641	86.41%
OATP1B1 inhibitior	+	0.7265	72.65%
OATP1B3 inhibitior	+	0.9732	97.32%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	+	0.6315	63.15%
P-glycoprotein inhibitior	-	0.5763	57.63%
P-glycoprotein substrate	-	0.5791	57.91%
CYP3A4 substrate	+	0.6475	64.75%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8550	85.50%
CYP3A4 inhibition	-	0.6359	63.59%
CYP2C9 inhibition	-	0.8481	84.81%
CYP2C19 inhibition	-	0.7887	78.87%
CYP2D6 inhibition	-	0.8839	88.39%
CYP1A2 inhibition	-	0.5572	55.72%
CYP2C8 inhibition	-	0.5661	56.61%
CYP inhibitory promiscuity	-	0.5625	56.25%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4589	45.89%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9722	97.22%
Skin irritation	-	0.6377	63.77%
Skin corrosion	-	0.9440	94.40%
Ames mutagenesis	-	0.5970	59.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8873	88.73%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.6106	61.06%
skin sensitisation	-	0.7923	79.23%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.5668	56.68%
Acute Oral Toxicity (c)	III	0.5099	50.99%
Estrogen receptor binding	+	0.8275	82.75%
Androgen receptor binding	+	0.5665	56.65%
Thyroid receptor binding	+	0.6500	65.00%
Glucocorticoid receptor binding	+	0.7268	72.68%
Aromatase binding	+	0.7469	74.69%
PPAR gamma	+	0.5519	55.19%
Honey bee toxicity	-	0.8019	80.19%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9925	99.25%

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	97.05%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	96.27%	83.82%
CHEMBL2581	P07339	Cathepsin D	96.17%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.44%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.42%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.37%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.31%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.37%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.73%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.14%	93.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.60%	94.80%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.38%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.49%	86.33%
CHEMBL5805	Q9NR97	Toll-like receptor 8	81.40%	96.25%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162881960
• LOTUS: LTS0099207
• wikiData: Q105272452