6-[2-(Furan-3-yl)-2-oxoethyl]-1,5,6-trimethyl-10-oxatricyclo[7.2.1.02,7]dodec-2(7)-en-11-one

Details

• Internal ID: c728208c-ba69-4e5b-ab53-52b21c1c7fde
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 6-[2-(furan-3-yl)-2-oxoethyl]-1,5,6-trimethyl-10-oxatricyclo[7.2.1.02,7]dodec-2(7)-en-11-one
• SMILES (Canonical): CC1CCC2=C(C1(C)CC(=O)C3=COC=C3)CC4CC2(C(=O)O4)C
• SMILES (Isomeric): CC1CCC2=C(C1(C)CC(=O)C3=COC=C3)CC4CC2(C(=O)O4)C
• InChI: InChI=1S/C20H24O4/c1-12-4-5-15-16(8-14-9-20(15,3)18(22)24-14)19(12,2)10-17(21)13-6-7-23-11-13/h6-7,11-12,14H,4-5,8-10H2,1-3H3
• InChI Key: VFBKPZBZQXAVHP-UHFFFAOYSA-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: 2.90
• Atomic LogP (AlogP): 4.31
• 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	+	0.9948	99.48%
Caco-2	+	0.7954	79.54%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7275	72.75%
OATP2B1 inhibitior	-	0.8639	86.39%
OATP1B1 inhibitior	+	0.7679	76.79%
OATP1B3 inhibitior	+	0.9481	94.81%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.5349	53.49%
P-glycoprotein inhibitior	-	0.5961	59.61%
P-glycoprotein substrate	-	0.6280	62.80%
CYP3A4 substrate	+	0.6533	65.33%
CYP2C9 substrate	+	0.6111	61.11%
CYP2D6 substrate	-	0.8608	86.08%
CYP3A4 inhibition	+	0.5371	53.71%
CYP2C9 inhibition	-	0.8403	84.03%
CYP2C19 inhibition	-	0.8597	85.97%
CYP2D6 inhibition	-	0.9493	94.93%
CYP1A2 inhibition	-	0.5494	54.94%
CYP2C8 inhibition	-	0.6528	65.28%
CYP inhibitory promiscuity	-	0.7889	78.89%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4624	46.24%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9832	98.32%
Skin irritation	+	0.4936	49.36%
Skin corrosion	-	0.8884	88.84%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7703	77.03%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.6176	61.76%
skin sensitisation	-	0.8192	81.92%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.6656	66.56%
Acute Oral Toxicity (c)	III	0.4797	47.97%
Estrogen receptor binding	+	0.6469	64.69%
Androgen receptor binding	+	0.5334	53.34%
Thyroid receptor binding	-	0.5915	59.15%
Glucocorticoid receptor binding	+	0.6732	67.32%
Aromatase binding	+	0.6661	66.61%
PPAR gamma	-	0.5753	57.53%
Honey bee toxicity	-	0.9039	90.39%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
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
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.42%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.23%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.52%	89.00%
CHEMBL2581	P07339	Cathepsin D	89.13%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.13%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.41%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.48%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.44%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.22%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.46%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	84.33%	90.17%
CHEMBL4208	P20618	Proteasome component C5	82.11%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.32%	95.89%

Plants that contains it

• Cladogynos orientalis

Cross-Links

• PubChem: 72970694
• LOTUS: LTS0106596
• wikiData: Q105285047