(3,4a,5-trimethyl-5,6,7,8,8a,9-hexahydro-4H-benzo[f][1]benzofuran-4-yl) 2-methylbut-2-enoate

Details

• Internal ID: ea230e2f-1256-43d1-bb60-7cbadd95b80e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: (3,4a,5-trimethyl-5,6,7,8,8a,9-hexahydro-4H-benzo[f][1]benzofuran-4-yl) 2-methylbut-2-enoate
• InChI: InChI=1S/C20H28O3/c1-6-12(2)19(21)23-18-17-13(3)11-22-16(17)10-15-9-7-8-14(4)20(15,18)5/h6,11,14-15,18H,7-10H2,1-5H3
• InChI Key: IDKJGEXZZAIZPB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.20384475 g/mol
• Topological Polar Surface Area (TPSA): 39.40 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.14
• H-Bond Acceptor: 3
• 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	+	1.0000	100.00%
Caco-2	+	0.9149	91.49%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6219	62.19%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.8820	88.20%
OATP1B3 inhibitior	+	0.9111	91.11%
MATE1 inhibitior	-	0.6200	62.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.7421	74.21%
P-glycoprotein inhibitior	-	0.5910	59.10%
P-glycoprotein substrate	-	0.7971	79.71%
CYP3A4 substrate	+	0.6126	61.26%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.8748	87.48%
CYP3A4 inhibition	-	0.6145	61.45%
CYP2C9 inhibition	-	0.7326	73.26%
CYP2C19 inhibition	+	0.7608	76.08%
CYP2D6 inhibition	-	0.9310	93.10%
CYP1A2 inhibition	+	0.6964	69.64%
CYP2C8 inhibition	-	0.5648	56.48%
CYP inhibitory promiscuity	-	0.5131	51.31%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5132	51.32%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9516	95.16%
Skin irritation	-	0.6122	61.22%
Skin corrosion	-	0.9538	95.38%
Ames mutagenesis	-	0.7018	70.18%
Human Ether-a-go-go-Related Gene inhibition	+	0.8426	84.26%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.6532	65.32%
skin sensitisation	-	0.7295	72.95%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.7381	73.81%
Acute Oral Toxicity (c)	IV	0.3962	39.62%
Estrogen receptor binding	+	0.6556	65.56%
Androgen receptor binding	+	0.5807	58.07%
Thyroid receptor binding	+	0.5341	53.41%
Glucocorticoid receptor binding	+	0.6142	61.42%
Aromatase binding	+	0.7224	72.24%
PPAR gamma	+	0.8087	80.87%
Honey bee toxicity	-	0.8001	80.01%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
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	97.20%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.27%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.87%	94.45%
CHEMBL2581	P07339	Cathepsin D	88.99%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.80%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.95%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.73%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.33%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.72%	99.23%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.32%	93.56%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	83.00%	98.99%
CHEMBL340	P08684	Cytochrome P450 3A4	81.64%	91.19%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.86%	93.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.52%	95.89%

Plants that contains it

• Ligularia lamarum

Cross-Links

• PubChem: 78384895
• LOTUS: LTS0248801
• wikiData: Q105111405