(1R,8R,9R,10S,12R)-9-[2-(furan-3-yl)ethyl]-9,10,12-trimethyl-2-oxatricyclo[6.3.1.04,12]dodec-4-ene-3,11-dione

Details

• Internal ID: 36893082-759d-4f31-9288-a68427303e4f
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Alpha-acyloxy carbonyl compounds > Alpha-acyloxy ketones
• IUPAC Name: (1R,8R,9R,10S,12R)-9-[2-(furan-3-yl)ethyl]-9,10,12-trimethyl-2-oxatricyclo[6.3.1.04,12]dodec-4-ene-3,11-dione
• InChI: InChI=1S/C20H24O4/c1-12-16(21)17-20(3)14(18(22)24-17)5-4-6-15(20)19(12,2)9-7-13-8-10-23-11-13/h5,8,10-12,15,17H,4,6-7,9H2,1-3H3/t12-,15-,17+,19+,20+/m1/s1
• InChI Key: CFELHBJGZFKRSN-SUKGEVETSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₄
• Molecular Weight: 328.40 g/mol
• Exact Mass: 328.16745924 g/mol
• Topological Polar Surface Area (TPSA): 56.50 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.71
• H-Bond Acceptor: 4
• 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	+	0.9944	99.44%
Caco-2	+	0.7176	71.76%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7611	76.11%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7012	70.12%
OATP1B3 inhibitior	+	0.8894	88.94%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.6023	60.23%
P-glycoprotein inhibitior	-	0.5624	56.24%
P-glycoprotein substrate	-	0.5667	56.67%
CYP3A4 substrate	+	0.6465	64.65%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8895	88.95%
CYP3A4 inhibition	+	0.6396	63.96%
CYP2C9 inhibition	-	0.7941	79.41%
CYP2C19 inhibition	-	0.7756	77.56%
CYP2D6 inhibition	-	0.8802	88.02%
CYP1A2 inhibition	+	0.5457	54.57%
CYP2C8 inhibition	+	0.4787	47.87%
CYP inhibitory promiscuity	-	0.5960	59.60%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4141	41.41%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9711	97.11%
Skin irritation	-	0.5111	51.11%
Skin corrosion	-	0.9172	91.72%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9165	91.65%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.8062	80.62%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.4800	48.00%
Acute Oral Toxicity (c)	III	0.5824	58.24%
Estrogen receptor binding	+	0.8482	84.82%
Androgen receptor binding	+	0.6723	67.23%
Thyroid receptor binding	+	0.5362	53.62%
Glucocorticoid receptor binding	+	0.7582	75.82%
Aromatase binding	+	0.7341	73.41%
PPAR gamma	+	0.6448	64.48%
Honey bee toxicity	-	0.8482	84.82%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6400	64.00%
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
CHEMBL2581	P07339	Cathepsin D	97.02%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.07%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.95%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.06%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.04%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.74%	86.33%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.23%	94.80%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.78%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	85.05%	94.73%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.04%	93.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.78%	89.00%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	80.86%	98.33%
CHEMBL5805	Q9NR97	Toll-like receptor 8	80.65%	96.25%

Plants that contains it

• Pulicaria gnaphalodes

Cross-Links

• PubChem: 163028414
• LOTUS: LTS0163856
• wikiData: Q104956441