[(4aR,5S,7S,8aR)-3,4a,5-trimethyl-9-oxo-4,5,6,7,8,8a-hexahydrobenzo[f][1]benzofuran-7-yl] 2-methylbut-2-enoate

Details

• Internal ID: 1635cca6-2e03-43e2-8281-da3a4102c2ac
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: [(4aR,5S,7S,8aR)-3,4a,5-trimethyl-9-oxo-4,5,6,7,8,8a-hexahydrobenzo[f][1]benzofuran-7-yl] 2-methylbut-2-enoate
• InChI: InChI=1S/C20H26O4/c1-6-11(2)19(22)24-14-7-13(4)20(5)9-15-12(3)10-23-18(15)17(21)16(20)8-14/h6,10,13-14,16H,7-9H2,1-5H3/t13-,14-,16-,20+/m0/s1
• InChI Key: UVGNAGKHBDTENQ-JZJQHEAOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₄
• Molecular Weight: 330.40 g/mol
• Exact Mass: 330.18310931 g/mol
• Topological Polar Surface Area (TPSA): 56.50 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.26
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9964	99.64%
Caco-2	+	0.8225	82.25%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7291	72.91%
OATP2B1 inhibitior	-	0.8616	86.16%
OATP1B1 inhibitior	+	0.8787	87.87%
OATP1B3 inhibitior	+	0.8546	85.46%
MATE1 inhibitior	-	0.6200	62.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6016	60.16%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.8313	83.13%
CYP3A4 substrate	+	0.6536	65.36%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8906	89.06%
CYP3A4 inhibition	+	0.5193	51.93%
CYP2C9 inhibition	-	0.8162	81.62%
CYP2C19 inhibition	-	0.5942	59.42%
CYP2D6 inhibition	-	0.9299	92.99%
CYP1A2 inhibition	-	0.5399	53.99%
CYP2C8 inhibition	-	0.7077	70.77%
CYP inhibitory promiscuity	-	0.5148	51.48%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5270	52.70%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.9072	90.72%
Skin irritation	-	0.6509	65.09%
Skin corrosion	-	0.9554	95.54%
Ames mutagenesis	-	0.6354	63.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8912	89.12%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.5533	55.33%
skin sensitisation	-	0.7341	73.41%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.5558	55.58%
Acute Oral Toxicity (c)	IV	0.4625	46.25%
Estrogen receptor binding	+	0.6980	69.80%
Androgen receptor binding	+	0.6512	65.12%
Thyroid receptor binding	+	0.6201	62.01%
Glucocorticoid receptor binding	+	0.5843	58.43%
Aromatase binding	-	0.5191	51.91%
PPAR gamma	+	0.5724	57.24%
Honey bee toxicity	-	0.8097	80.97%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
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	97.93%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.12%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.80%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.69%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.53%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.09%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.37%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.95%	96.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.85%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	83.43%	91.19%
CHEMBL2581	P07339	Cathepsin D	81.03%	98.95%

Plants that contains it

• Petasites hybridus

Cross-Links

• PubChem: 162963127
• LOTUS: LTS0008242
• wikiData: Q105279825