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

Details

• Internal ID: 9f60d7f4-66bb-45c0-8679-e319cc22e8ca
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 6-[2-(furan-3-yl)ethyl]-1,5,6-trimethyl-10-oxatricyclo[7.2.1.02,7]dodec-2(7)-en-11-one
• SMILES (Canonical): CC1CCC2=C(C1(C)CCC3=COC=C3)CC4CC2(C(=O)O4)C
• SMILES (Isomeric): CC1CCC2=C(C1(C)CCC3=COC=C3)CC4CC2(C(=O)O4)C
• InChI: InChI=1S/C20H26O3/c1-13-4-5-16-17(10-15-11-20(16,3)18(21)23-15)19(13,2)8-6-14-7-9-22-12-14/h7,9,12-13,15H,4-6,8,10-11H2,1-3H3
• InChI Key: FDUDLSYSEPOLKN-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: 4.10
• Atomic LogP (AlogP): 4.67
• 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	+	0.8574	85.74%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6303	63.03%
OATP2B1 inhibitior	-	0.8643	86.43%
OATP1B1 inhibitior	+	0.7562	75.62%
OATP1B3 inhibitior	+	0.9569	95.69%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.5566	55.66%
P-glycoprotein inhibitior	-	0.5492	54.92%
P-glycoprotein substrate	-	0.5323	53.23%
CYP3A4 substrate	+	0.6623	66.23%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7857	78.57%
CYP3A4 inhibition	-	0.5256	52.56%
CYP2C9 inhibition	-	0.8693	86.93%
CYP2C19 inhibition	-	0.6301	63.01%
CYP2D6 inhibition	-	0.9195	91.95%
CYP1A2 inhibition	-	0.5073	50.73%
CYP2C8 inhibition	-	0.6801	68.01%
CYP inhibitory promiscuity	-	0.6348	63.48%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4969	49.69%
Eye corrosion	-	0.9933	99.33%
Eye irritation	-	0.9808	98.08%
Skin irritation	-	0.5657	56.57%
Skin corrosion	-	0.9358	93.58%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8403	84.03%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.6551	65.51%
skin sensitisation	-	0.7231	72.31%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.6500	65.00%
Acute Oral Toxicity (c)	III	0.5911	59.11%
Estrogen receptor binding	+	0.7049	70.49%
Androgen receptor binding	+	0.6269	62.69%
Thyroid receptor binding	+	0.5478	54.78%
Glucocorticoid receptor binding	+	0.7637	76.37%
Aromatase binding	+	0.7308	73.08%
PPAR gamma	-	0.5757	57.57%
Honey bee toxicity	-	0.8305	83.05%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6600	66.00%
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	98.06%	97.25%
CHEMBL2581	P07339	Cathepsin D	96.18%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.02%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.50%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.84%	97.09%
CHEMBL1902	P62942	FK506-binding protein 1A	87.92%	97.05%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.97%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.54%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.50%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.52%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.91%	100.00%
CHEMBL5805	Q9NR97	Toll-like receptor 8	81.51%	96.25%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.24%	94.00%

Plants that contains it

• Cladogynos orientalis

Cross-Links

• PubChem: 73797068
• LOTUS: LTS0247189
• wikiData: Q104993807