(1R,4S,5'S,9R,10R)-5'-(furan-2-yl)-4,10-dimethylspiro[2-oxatricyclo[6.3.1.04,12]dodec-8(12)-ene-9,3'-oxolane]-2',3-dione

Details

• Internal ID: 8d35eaa0-bf5e-476b-a637-ebc426f874e5
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (1R,4S,5'S,9R,10R)-5'-(furan-2-yl)-4,10-dimethylspiro[2-oxatricyclo[6.3.1.04,12]dodec-8(12)-ene-9,3'-oxolane]-2',3-dione
• InChI: InChI=1S/C20H22O5/c1-11-9-14-16-12(5-3-7-19(16,2)17(21)24-14)20(11)10-15(25-18(20)22)13-6-4-8-23-13/h4,6,8,11,14-15H,3,5,7,9-10H2,1-2H3/t11-,14-,15+,19+,20-/m1/s1
• InChI Key: IQEKRSIWCDUGJG-YPYHOGKESA-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): 65.70 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 3.71
• H-Bond Acceptor: 5
• 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	+	0.9961	99.61%
Caco-2	+	0.7249	72.49%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8103	81.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8515	85.15%
OATP1B3 inhibitior	+	0.9135	91.35%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.7103	71.03%
P-glycoprotein inhibitior	-	0.5709	57.09%
P-glycoprotein substrate	-	0.7740	77.40%
CYP3A4 substrate	+	0.6375	63.75%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.7789	77.89%
CYP3A4 inhibition	+	0.6134	61.34%
CYP2C9 inhibition	-	0.9033	90.33%
CYP2C19 inhibition	-	0.8717	87.17%
CYP2D6 inhibition	-	0.9094	90.94%
CYP1A2 inhibition	-	0.6541	65.41%
CYP2C8 inhibition	-	0.7072	70.72%
CYP inhibitory promiscuity	-	0.7569	75.69%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4123	41.23%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.9505	95.05%
Skin irritation	-	0.5710	57.10%
Skin corrosion	-	0.8878	88.78%
Ames mutagenesis	-	0.5170	51.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7398	73.98%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8546	85.46%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.5879	58.79%
Acute Oral Toxicity (c)	III	0.4866	48.66%
Estrogen receptor binding	+	0.8399	83.99%
Androgen receptor binding	+	0.5555	55.55%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7589	75.89%
Aromatase binding	+	0.6515	65.15%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.7807	78.07%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.7100	71.00%
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
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.46%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.37%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.31%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.25%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.65%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.42%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	86.13%	91.49%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.77%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.72%	97.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.76%	94.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 15547013
• LOTUS: LTS0111727
• wikiData: Q105117753