(3,4a,5-Trimethyl-9-oxo-4,5,6,7,8,8a-hexahydrobenzo[f][1]benzofuran-4-yl) acetate

Details

• Internal ID: 1636b68d-b07e-4fdf-ad10-e5aa1013e207
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: (3,4a,5-trimethyl-9-oxo-4,5,6,7,8,8a-hexahydrobenzo[f][1]benzofuran-4-yl) acetate
• InChI: InChI=1S/C17H22O4/c1-9-8-20-15-13(9)16(21-11(3)18)17(4)10(2)6-5-7-12(17)14(15)19/h8,10,12,16H,5-7H2,1-4H3
• InChI Key: GWEOEXZUNIIACT-UHFFFAOYSA-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): 56.50 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.83
• 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	+	0.9898	98.98%
Caco-2	+	0.7739	77.39%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6425	64.25%
OATP2B1 inhibitior	-	0.8542	85.42%
OATP1B1 inhibitior	+	0.8880	88.80%
OATP1B3 inhibitior	+	0.9381	93.81%
MATE1 inhibitior	-	0.6200	62.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.8727	87.27%
P-glycoprotein inhibitior	-	0.7977	79.77%
P-glycoprotein substrate	-	0.8729	87.29%
CYP3A4 substrate	+	0.6230	62.30%
CYP2C9 substrate	+	0.6194	61.94%
CYP2D6 substrate	-	0.8700	87.00%
CYP3A4 inhibition	-	0.8294	82.94%
CYP2C9 inhibition	-	0.7567	75.67%
CYP2C19 inhibition	-	0.7455	74.55%
CYP2D6 inhibition	-	0.9562	95.62%
CYP1A2 inhibition	+	0.6160	61.60%
CYP2C8 inhibition	-	0.7081	70.81%
CYP inhibitory promiscuity	-	0.8228	82.28%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5551	55.51%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.8811	88.11%
Skin irritation	-	0.6574	65.74%
Skin corrosion	-	0.8627	86.27%
Ames mutagenesis	-	0.6264	62.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.5348	53.48%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5586	55.86%
skin sensitisation	-	0.8446	84.46%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6676	66.76%
Acute Oral Toxicity (c)	III	0.4871	48.71%
Estrogen receptor binding	+	0.6831	68.31%
Androgen receptor binding	+	0.6601	66.01%
Thyroid receptor binding	-	0.5151	51.51%
Glucocorticoid receptor binding	+	0.5767	57.67%
Aromatase binding	-	0.5621	56.21%
PPAR gamma	+	0.5513	55.13%
Honey bee toxicity	-	0.8810	88.10%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9944	99.44%

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	96.87%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.12%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.56%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.64%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.35%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.23%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.07%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.99%	94.45%
CHEMBL5255	O00206	Toll-like receptor 4	85.21%	92.50%
CHEMBL340	P08684	Cytochrome P450 3A4	82.90%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.56%	89.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.87%	93.04%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.64%	94.80%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.20%	97.28%

Plants that contains it

• Senecio candicans

Cross-Links

• PubChem: 14190088
• LOTUS: LTS0254634
• wikiData: Q105022288