9-[2-(Furan-3-yl)ethyl]-4,8,10-trimethyl-2-oxatricyclo[6.3.1.04,12]dodec-9-ene-3,5,11-trione

Details

• Internal ID: 6fe9d5d7-4d0d-457d-9c83-8ec752f6208e
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: 9-[2-(furan-3-yl)ethyl]-4,8,10-trimethyl-2-oxatricyclo[6.3.1.04,12]dodec-9-ene-3,5,11-trione
• SMILES (Canonical): CC1=C(C2(CCC(=O)C3(C2C(C1=O)OC3=O)C)C)CCC4=COC=C4
• SMILES (Isomeric): CC1=C(C2(CCC(=O)C3(C2C(C1=O)OC3=O)C)C)CCC4=COC=C4
• InChI: InChI=1S/C20H22O5/c1-11-13(5-4-12-7-9-24-10-12)19(2)8-6-14(21)20(3)17(19)16(15(11)22)25-18(20)23/h7,9-10,16-17H,4-6,8H2,1-3H3
• InChI Key: BAQUTBLEBXGWDT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₅
• Molecular Weight: 342.40 g/mol
• Exact Mass: 342.14672380 g/mol
• Topological Polar Surface Area (TPSA): 73.60 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.03
• 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	+	0.9929	99.29%
Caco-2	+	0.7843	78.43%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7151	71.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7934	79.34%
OATP1B3 inhibitior	+	0.8655	86.55%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.6345	63.45%
P-glycoprotein inhibitior	-	0.4300	43.00%
P-glycoprotein substrate	-	0.7224	72.24%
CYP3A4 substrate	+	0.6336	63.36%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8895	88.95%
CYP3A4 inhibition	+	0.5870	58.70%
CYP2C9 inhibition	-	0.9058	90.58%
CYP2C19 inhibition	-	0.8409	84.09%
CYP2D6 inhibition	-	0.9441	94.41%
CYP1A2 inhibition	-	0.6116	61.16%
CYP2C8 inhibition	+	0.4833	48.33%
CYP inhibitory promiscuity	-	0.7707	77.07%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4380	43.80%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9476	94.76%
Skin irritation	+	0.5213	52.13%
Skin corrosion	-	0.8868	88.68%
Ames mutagenesis	-	0.5670	56.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7695	76.95%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.8299	82.99%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.4664	46.64%
Acute Oral Toxicity (c)	III	0.4697	46.97%
Estrogen receptor binding	+	0.6834	68.34%
Androgen receptor binding	+	0.6543	65.43%
Thyroid receptor binding	-	0.6374	63.74%
Glucocorticoid receptor binding	+	0.7531	75.31%
Aromatase binding	+	0.5940	59.40%
PPAR gamma	+	0.7320	73.20%
Honey bee toxicity	-	0.9049	90.49%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6500	65.00%
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
CHEMBL240	Q12809	HERG	95.32%	89.76%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.18%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.63%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.12%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.01%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.46%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.39%	99.23%
CHEMBL255	P29275	Adenosine A2b receptor	83.62%	98.59%
CHEMBL2581	P07339	Cathepsin D	83.43%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	82.82%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.81%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.44%	97.09%
CHEMBL3038469	P24941	CDK2/Cyclin A	81.79%	91.38%

Plants that contains it

• Ballota undulata

Cross-Links

• PubChem: 73811268
• LOTUS: LTS0179057
• wikiData: Q104922362