(8a-Methyl-3,5-dimethylidene-2-oxo-3a,4,4a,6,9,9a-hexahydrobenzo[f][1]benzofuran-6-yl) acetate

Details

• Internal ID: 82882a6c-3e4f-4794-a357-911874019e85
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: (8a-methyl-3,5-dimethylidene-2-oxo-3a,4,4a,6,9,9a-hexahydrobenzo[f][1]benzofuran-6-yl) acetate
• InChI: InChI=1S/C17H20O4/c1-9-12-7-13-10(2)14(20-11(3)18)5-6-17(13,4)8-15(12)21-16(9)19/h5-6,12-15H,1-2,7-8H2,3-4H3
• InChI Key: BJUQMPWFPDLIHD-UHFFFAOYSA-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: 2.50
• Atomic LogP (AlogP): 2.56
• 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	-	0.5469	54.69%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6512	65.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8678	86.78%
OATP1B3 inhibitior	+	0.8830	88.30%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8287	82.87%
P-glycoprotein inhibitior	-	0.8057	80.57%
P-glycoprotein substrate	-	0.8277	82.77%
CYP3A4 substrate	+	0.6289	62.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8973	89.73%
CYP3A4 inhibition	+	0.5903	59.03%
CYP2C9 inhibition	-	0.8841	88.41%
CYP2C19 inhibition	-	0.7869	78.69%
CYP2D6 inhibition	-	0.9401	94.01%
CYP1A2 inhibition	-	0.6659	66.59%
CYP2C8 inhibition	-	0.6145	61.45%
CYP inhibitory promiscuity	-	0.6095	60.95%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5102	51.02%
Eye corrosion	-	0.9771	97.71%
Eye irritation	-	0.8651	86.51%
Skin irritation	-	0.6079	60.79%
Skin corrosion	-	0.9109	91.09%
Ames mutagenesis	-	0.6470	64.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.3649	36.49%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	+	0.8250	82.50%
skin sensitisation	-	0.5551	55.51%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.6263	62.63%
Acute Oral Toxicity (c)	III	0.6388	63.88%
Estrogen receptor binding	+	0.6524	65.24%
Androgen receptor binding	+	0.5909	59.09%
Thyroid receptor binding	-	0.5389	53.89%
Glucocorticoid receptor binding	+	0.7586	75.86%
Aromatase binding	-	0.5814	58.14%
PPAR gamma	-	0.4852	48.52%
Honey bee toxicity	-	0.7335	73.35%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
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
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.56%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.77%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.16%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.25%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	93.24%	91.49%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.91%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.77%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.37%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	87.03%	97.79%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.31%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.55%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.72%	89.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.28%	94.80%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.95%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	81.89%	91.19%

Plants that contains it

• Montanoa speciosa

Cross-Links

• PubChem: 163056915
• LOTUS: LTS0139383
• wikiData: Q104937362