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

Details

• Internal ID: b781a34b-d1d6-4f39-abcf-6daf39b54df0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: [(4aR,8aS,9aS)-9a-hydroxy-3,8a-dimethyl-2-oxo-4a,9-dihydro-4H-benzo[f][1]benzofuran-5-yl]methyl acetate
• InChI: InChI=1S/C17H20O5/c1-10-13-7-14-12(8-21-11(2)18)5-4-6-16(14,3)9-17(13,20)22-15(10)19/h4-6,14,20H,7-9H2,1-3H3/t14-,16+,17-/m0/s1
• InChI Key: FFTQSQSHAAHCFV-UAGQMJEPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₅
• Molecular Weight: 304.34 g/mol
• Exact Mass: 304.13107373 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 2.02
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9965	99.65%
Caco-2	+	0.7533	75.33%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8047	80.47%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8773	87.73%
OATP1B3 inhibitior	+	0.9505	95.05%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8364	83.64%
BSEP inhibitior	-	0.4780	47.80%
P-glycoprotein inhibitior	-	0.8609	86.09%
P-glycoprotein substrate	-	0.7979	79.79%
CYP3A4 substrate	+	0.6535	65.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8966	89.66%
CYP3A4 inhibition	-	0.6772	67.72%
CYP2C9 inhibition	-	0.7761	77.61%
CYP2C19 inhibition	-	0.9179	91.79%
CYP2D6 inhibition	-	0.9693	96.93%
CYP1A2 inhibition	-	0.8322	83.22%
CYP2C8 inhibition	-	0.6553	65.53%
CYP inhibitory promiscuity	-	0.8723	87.23%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5606	56.06%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9564	95.64%
Skin irritation	+	0.5117	51.17%
Skin corrosion	-	0.9479	94.79%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5206	52.06%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.6523	65.23%
skin sensitisation	-	0.8596	85.96%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.7897	78.97%
Acute Oral Toxicity (c)	I	0.3717	37.17%
Estrogen receptor binding	+	0.5644	56.44%
Androgen receptor binding	+	0.6462	64.62%
Thyroid receptor binding	+	0.6603	66.03%
Glucocorticoid receptor binding	+	0.5485	54.85%
Aromatase binding	+	0.5282	52.82%
PPAR gamma	+	0.6230	62.30%
Honey bee toxicity	-	0.8224	82.24%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5450	54.50%
Fish aquatic toxicity	+	0.9954	99.54%

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	97.82%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.27%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.19%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.87%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.85%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.54%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.87%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.69%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.02%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	85.09%	94.73%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.23%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.06%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.68%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.57%	94.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163099903
• LOTUS: LTS0034500
• wikiData: Q104994663