[(4aR,8aS,9aS)-3,8a-dimethyl-2-oxo-4,4a,9,9a-tetrahydrobenzo[f][1]benzofuran-5-yl]methyl acetate

Details

• Internal ID: c9a1f92a-7ed9-4a57-a3da-df2bacedded1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: [(4aR,8aS,9aS)-3,8a-dimethyl-2-oxo-4,4a,9,9a-tetrahydrobenzo[f][1]benzofuran-5-yl]methyl acetate
• InChI: InChI=1S/C17H20O4/c1-10-13-7-14-12(9-20-11(2)18)5-4-6-17(14,3)8-15(13)21-16(10)19/h4-6,14-15H,7-9H2,1-3H3/t14-,15-,17+/m0/s1
• InChI Key: BNDINTDCMRWSFR-YQQAZPJKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₄
• Molecular Weight: 288.34 g/mol
• Exact Mass: 288.13615911 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.70
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9963	99.63%
Caco-2	+	0.7742	77.42%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7917	79.17%
OATP2B1 inhibitior	-	0.8623	86.23%
OATP1B1 inhibitior	+	0.8806	88.06%
OATP1B3 inhibitior	+	0.9320	93.20%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.6804	68.04%
P-glycoprotein inhibitior	-	0.8164	81.64%
P-glycoprotein substrate	-	0.8119	81.19%
CYP3A4 substrate	+	0.6543	65.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9139	91.39%
CYP3A4 inhibition	-	0.6456	64.56%
CYP2C9 inhibition	-	0.8269	82.69%
CYP2C19 inhibition	-	0.8276	82.76%
CYP2D6 inhibition	-	0.9539	95.39%
CYP1A2 inhibition	-	0.7720	77.20%
CYP2C8 inhibition	-	0.6460	64.60%
CYP inhibitory promiscuity	-	0.5765	57.65%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5647	56.47%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.9206	92.06%
Skin irritation	-	0.5698	56.98%
Skin corrosion	-	0.9545	95.45%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6514	65.14%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.6211	62.11%
skin sensitisation	-	0.7948	79.48%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.7170	71.70%
Acute Oral Toxicity (c)	III	0.7584	75.84%
Estrogen receptor binding	+	0.6674	66.74%
Androgen receptor binding	+	0.5761	57.61%
Thyroid receptor binding	-	0.5171	51.71%
Glucocorticoid receptor binding	+	0.6804	68.04%
Aromatase binding	-	0.5363	53.63%
PPAR gamma	+	0.5767	57.67%
Honey bee toxicity	-	0.8508	85.08%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5350	53.50%
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
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.64%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.19%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.92%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.41%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.43%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.42%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.03%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.69%	97.09%
CHEMBL2581	P07339	Cathepsin D	83.77%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	83.22%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.12%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.06%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.54%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.34%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163045807
• LOTUS: LTS0242693
• wikiData: Q104938736