(6-Hydroxy-3,5a,9-trimethyl-2-oxo-3,3a,4,5,6,7,9a,9b-octahydrobenzo[g][1]benzofuran-4-yl) acetate

Details

• Internal ID: bde27047-432a-486b-9700-e0cfc6f02321
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: (6-hydroxy-3,5a,9-trimethyl-2-oxo-3,3a,4,5,6,7,9a,9b-octahydrobenzo[g][1]benzofuran-4-yl) acetate
• InChI: InChI=1S/C17H24O5/c1-8-5-6-12(19)17(4)7-11(21-10(3)18)13-9(2)16(20)22-15(13)14(8)17/h5,9,11-15,19H,6-7H2,1-4H3
• InChI Key: PLVZMXKRJMWMNE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₅
• Molecular Weight: 308.40 g/mol
• Exact Mass: 308.16237386 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.83
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9957	99.57%
Caco-2	+	0.5487	54.87%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6723	67.23%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.9142	91.42%
OATP1B3 inhibitior	+	0.9013	90.13%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9209	92.09%
P-glycoprotein inhibitior	-	0.7555	75.55%
P-glycoprotein substrate	-	0.7602	76.02%
CYP3A4 substrate	+	0.6675	66.75%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8571	85.71%
CYP3A4 inhibition	-	0.5457	54.57%
CYP2C9 inhibition	-	0.8751	87.51%
CYP2C19 inhibition	-	0.9239	92.39%
CYP2D6 inhibition	-	0.9729	97.29%
CYP1A2 inhibition	-	0.7986	79.86%
CYP2C8 inhibition	-	0.8256	82.56%
CYP inhibitory promiscuity	-	0.8999	89.99%
UGT catelyzed	-	0.5638	56.38%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4600	46.00%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9160	91.60%
Skin irritation	+	0.5073	50.73%
Skin corrosion	-	0.9102	91.02%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5637	56.37%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.6816	68.16%
skin sensitisation	-	0.7512	75.12%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.5363	53.63%
Acute Oral Toxicity (c)	III	0.3156	31.56%
Estrogen receptor binding	+	0.6850	68.50%
Androgen receptor binding	+	0.5890	58.90%
Thyroid receptor binding	+	0.5522	55.22%
Glucocorticoid receptor binding	+	0.5793	57.93%
Aromatase binding	-	0.7259	72.59%
PPAR gamma	-	0.5429	54.29%
Honey bee toxicity	-	0.6606	66.06%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5550	55.50%
Fish aquatic toxicity	+	0.9915	99.15%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.23%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.84%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.67%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.33%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.65%	86.33%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.44%	93.04%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.37%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.38%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.23%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.99%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.03%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.77%	97.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.77%	94.80%
CHEMBL340	P08684	Cytochrome P450 3A4	80.38%	91.19%
CHEMBL2581	P07339	Cathepsin D	80.21%	98.95%

Plants that contains it

• Artemisia cana

Cross-Links

• PubChem: 14526936
• LOTUS: LTS0179872
• wikiData: Q105211274