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

Details

• Internal ID: d7442aa2-c25d-436b-822c-b3178b8d6204
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: [(4aR,5S,7R,8aS)-3,4a,5-trimethyl-9-oxo-4,5,6,7,8,8a-hexahydrobenzo[f][1]benzofuran-7-yl] 3-methylbut-2-enoate
• InChI: InChI=1S/C20H26O4/c1-11(2)6-17(21)24-14-7-13(4)20(5)9-15-12(3)10-23-19(15)18(22)16(20)8-14/h6,10,13-14,16H,7-9H2,1-5H3/t13-,14+,16+,20+/m0/s1
• InChI Key: CVAKRAZZOFTNQL-XGNBGGDFSA-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: 4.80
• 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	+	0.7691	76.91%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7717	77.17%
OATP2B1 inhibitior	-	0.8613	86.13%
OATP1B1 inhibitior	+	0.8950	89.50%
OATP1B3 inhibitior	-	0.2236	22.36%
MATE1 inhibitior	-	0.6200	62.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.5766	57.66%
P-glycoprotein inhibitior	-	0.5969	59.69%
P-glycoprotein substrate	-	0.7772	77.72%
CYP3A4 substrate	+	0.6592	65.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8906	89.06%
CYP3A4 inhibition	+	0.5889	58.89%
CYP2C9 inhibition	-	0.6799	67.99%
CYP2C19 inhibition	+	0.5741	57.41%
CYP2D6 inhibition	-	0.9034	90.34%
CYP1A2 inhibition	-	0.5802	58.02%
CYP2C8 inhibition	-	0.7021	70.21%
CYP inhibitory promiscuity	+	0.5313	53.13%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5437	54.37%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9068	90.68%
Skin irritation	-	0.6965	69.65%
Skin corrosion	-	0.9555	95.55%
Ames mutagenesis	-	0.6654	66.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8412	84.12%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	-	0.5073	50.73%
skin sensitisation	-	0.6715	67.15%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.5897	58.97%
Acute Oral Toxicity (c)	III	0.4703	47.03%
Estrogen receptor binding	+	0.6191	61.91%
Androgen receptor binding	+	0.6769	67.69%
Thyroid receptor binding	+	0.5360	53.60%
Glucocorticoid receptor binding	+	0.6492	64.92%
Aromatase binding	-	0.5112	51.12%
PPAR gamma	+	0.5816	58.16%
Honey bee toxicity	-	0.7583	75.83%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
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	97.38%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.39%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.90%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.82%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.62%	97.09%
CHEMBL2581	P07339	Cathepsin D	87.17%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.96%	96.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.58%	91.07%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.31%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	83.37%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.19%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.58%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.02%	95.89%

Plants that contains it

• Petasites hybridus

Cross-Links

• PubChem: 102469301
• LOTUS: LTS0248059
• wikiData: Q104970617