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

Details

• Internal ID: f13af50d-832a-46f7-9c29-efd67777ce23
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: (8-hydroxy-3,4a,5-trimethyl-9-oxo-4,5,6,7,8,8a-hexahydrobenzo[f][1]benzofuran-4-yl) 2-methylbut-2-enoate
• InChI: InChI=1S/C20H26O5/c1-6-10(2)19(23)25-18-14-11(3)9-24-17(14)16(22)15-13(21)8-7-12(4)20(15,18)5/h6,9,12-13,15,18,21H,7-8H2,1-5H3
• InChI Key: FEVYLFPXBKQRPU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₅
• Molecular Weight: 346.40 g/mol
• Exact Mass: 346.17802393 g/mol
• Topological Polar Surface Area (TPSA): 76.70 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.75
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9950	99.50%
Caco-2	+	0.8104	81.04%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6962	69.62%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8874	88.74%
OATP1B3 inhibitior	-	0.2252	22.52%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7532	75.32%
BSEP inhibitior	-	0.5592	55.92%
P-glycoprotein inhibitior	-	0.5662	56.62%
P-glycoprotein substrate	-	0.7077	70.77%
CYP3A4 substrate	+	0.6449	64.49%
CYP2C9 substrate	-	0.7872	78.72%
CYP2D6 substrate	-	0.8821	88.21%
CYP3A4 inhibition	-	0.5712	57.12%
CYP2C9 inhibition	-	0.7224	72.24%
CYP2C19 inhibition	-	0.7881	78.81%
CYP2D6 inhibition	-	0.9102	91.02%
CYP1A2 inhibition	+	0.5995	59.95%
CYP2C8 inhibition	-	0.6678	66.78%
CYP inhibitory promiscuity	-	0.8432	84.32%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4765	47.65%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.9630	96.30%
Skin irritation	-	0.5503	55.03%
Skin corrosion	-	0.8841	88.41%
Ames mutagenesis	-	0.6118	61.18%
Human Ether-a-go-go-Related Gene inhibition	+	0.7030	70.30%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.5908	59.08%
skin sensitisation	-	0.7779	77.79%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.6678	66.78%
Acute Oral Toxicity (c)	IV	0.3511	35.11%
Estrogen receptor binding	+	0.8094	80.94%
Androgen receptor binding	+	0.6854	68.54%
Thyroid receptor binding	+	0.5987	59.87%
Glucocorticoid receptor binding	+	0.6354	63.54%
Aromatase binding	+	0.5864	58.64%
PPAR gamma	+	0.7408	74.08%
Honey bee toxicity	-	0.7976	79.76%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9874	98.74%

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	98.88%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.28%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.46%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.69%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.84%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.59%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.72%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	87.02%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.02%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.40%	92.94%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.80%	91.07%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.08%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.08%	93.00%

Plants that contains it

• Senecio chionophilus

Cross-Links

• PubChem: 73081116
• LOTUS: LTS0014384
• wikiData: Q104994237