(3,5,8a-Trimethyl-2-oxo-3,3a,4,6,7,8,9,9a-octahydrobenzo[f][1]benzofuran-8-yl) acetate

Details

• Internal ID: d0174492-6873-4c63-8504-77547f3dd0c4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: (3,5,8a-trimethyl-2-oxo-3,3a,4,6,7,8,9,9a-octahydrobenzo[f][1]benzofuran-8-yl) acetate
• InChI: InChI=1S/C17H24O4/c1-9-5-6-15(20-11(3)18)17(4)8-14-12(7-13(9)17)10(2)16(19)21-14/h10,12,14-15H,5-8H2,1-4H3
• InChI Key: RKYAGSHQFDBPOL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₄
• Molecular Weight: 292.40 g/mol
• Exact Mass: 292.16745924 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.01
• H-Bond Acceptor: 4
• 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	+	0.9953	99.53%
Caco-2	+	0.8635	86.35%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7543	75.43%
OATP2B1 inhibitior	-	0.8566	85.66%
OATP1B1 inhibitior	+	0.8772	87.72%
OATP1B3 inhibitior	+	0.9103	91.03%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.6188	61.88%
P-glycoprotein inhibitior	-	0.5579	55.79%
P-glycoprotein substrate	-	0.8568	85.68%
CYP3A4 substrate	+	0.6525	65.25%
CYP2C9 substrate	-	0.8156	81.56%
CYP2D6 substrate	-	0.8662	86.62%
CYP3A4 inhibition	-	0.6445	64.45%
CYP2C9 inhibition	-	0.8781	87.81%
CYP2C19 inhibition	-	0.8604	86.04%
CYP2D6 inhibition	-	0.9492	94.92%
CYP1A2 inhibition	-	0.6004	60.04%
CYP2C8 inhibition	-	0.7650	76.50%
CYP inhibitory promiscuity	-	0.8294	82.94%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5742	57.42%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.8868	88.68%
Skin irritation	+	0.5602	56.02%
Skin corrosion	-	0.9133	91.33%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4573	45.73%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.6783	67.83%
skin sensitisation	-	0.7841	78.41%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	+	0.8339	83.39%
Acute Oral Toxicity (c)	III	0.7680	76.80%
Estrogen receptor binding	-	0.5220	52.20%
Androgen receptor binding	-	0.5408	54.08%
Thyroid receptor binding	-	0.5564	55.64%
Glucocorticoid receptor binding	-	0.4763	47.63%
Aromatase binding	-	0.7327	73.27%
PPAR gamma	-	0.5317	53.17%
Honey bee toxicity	-	0.7728	77.28%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9972	99.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.48%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.44%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.13%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.10%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.55%	94.45%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	87.59%	92.95%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	87.50%	89.05%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.82%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.02%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	85.50%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.93%	89.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.07%	94.80%
CHEMBL2581	P07339	Cathepsin D	81.93%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.81%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.02%	97.09%

Plants that contains it

• Eriocephalus scariosus

Cross-Links

• PubChem: 13895675
• LOTUS: LTS0099028
• wikiData: Q105239624