[(3aS,5aR,6R,9aS,9bS)-5a-methyl-3,9-dimethylidene-2-oxo-3a,4,5,6,7,8,9a,9b-octahydrobenzo[g][1]benzofuran-6-yl] acetate

Details

• Internal ID: cffd7434-8455-4223-b7ae-d121dea51568
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: [(3aS,5aR,6R,9aS,9bS)-5a-methyl-3,9-dimethylidene-2-oxo-3a,4,5,6,7,8,9a,9b-octahydrobenzo[g][1]benzofuran-6-yl] acetate
• InChI: InChI=1S/C17H22O4/c1-9-5-6-13(20-11(3)18)17(4)8-7-12-10(2)16(19)21-15(12)14(9)17/h12-15H,1-2,5-8H2,3-4H3/t12-,13+,14+,15-,17-/m0/s1
• InChI Key: WXFBEVMEUYFOBV-CLBVLKOUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₄
• Molecular Weight: 290.40 g/mol
• Exact Mass: 290.15180918 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.78
• 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	+	0.9932	99.32%
Caco-2	+	0.7925	79.25%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7159	71.59%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.8376	83.76%
OATP1B3 inhibitior	+	0.8010	80.10%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.9219	92.19%
P-glycoprotein inhibitior	-	0.6888	68.88%
P-glycoprotein substrate	-	0.9126	91.26%
CYP3A4 substrate	+	0.6721	67.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8935	89.35%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.9177	91.77%
CYP2C19 inhibition	-	0.7812	78.12%
CYP2D6 inhibition	-	0.9413	94.13%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.5622	56.22%
CYP inhibitory promiscuity	-	0.8030	80.30%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5922	59.22%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.8076	80.76%
Skin irritation	+	0.5050	50.50%
Skin corrosion	-	0.8912	89.12%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7053	70.53%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.6552	65.52%
skin sensitisation	-	0.7039	70.39%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.6519	65.19%
Acute Oral Toxicity (c)	III	0.7297	72.97%
Estrogen receptor binding	+	0.7699	76.99%
Androgen receptor binding	+	0.7250	72.50%
Thyroid receptor binding	-	0.5612	56.12%
Glucocorticoid receptor binding	+	0.6697	66.97%
Aromatase binding	-	0.5859	58.59%
PPAR gamma	-	0.5444	54.44%
Honey bee toxicity	-	0.8061	80.61%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.20%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.61%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.07%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.98%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.45%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.61%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.17%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.11%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.94%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.81%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.67%	92.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.54%	96.09%

Plants that contains it

• Brocchia cinerea

Cross-Links

• PubChem: 14137534
• LOTUS: LTS0092947
• wikiData: Q105314559