(3,6,9-trimethyl-2,7-dioxo-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-3-yl) 3-methylbut-2-enoate

Details

• Internal ID: f5b253c5-c8f3-43ed-a93d-1381a5598229
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: (3,6,9-trimethyl-2,7-dioxo-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-3-yl) 3-methylbut-2-enoate
• InChI: InChI=1S/C20H24O5/c1-10(2)8-15(22)25-20(5)13-7-6-11(3)16-14(21)9-12(4)17(16)18(13)24-19(20)23/h8-9,13,17-18H,6-7H2,1-5H3
• InChI Key: XQBLMOCHFJXAAJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₅
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.16237386 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.05
• H-Bond Acceptor: 5
• 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	+	0.9892	98.92%
Caco-2	+	0.5896	58.96%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6036	60.36%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8919	89.19%
OATP1B3 inhibitior	+	0.8760	87.60%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.5562	55.62%
P-glycoprotein inhibitior	-	0.5693	56.93%
P-glycoprotein substrate	-	0.6829	68.29%
CYP3A4 substrate	+	0.6586	65.86%
CYP2C9 substrate	-	0.8092	80.92%
CYP2D6 substrate	-	0.9049	90.49%
CYP3A4 inhibition	-	0.7613	76.13%
CYP2C9 inhibition	-	0.7006	70.06%
CYP2C19 inhibition	-	0.7789	77.89%
CYP2D6 inhibition	-	0.9172	91.72%
CYP1A2 inhibition	+	0.7276	72.76%
CYP2C8 inhibition	-	0.5832	58.32%
CYP inhibitory promiscuity	-	0.8354	83.54%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4797	47.97%
Eye corrosion	-	0.9695	96.95%
Eye irritation	-	0.7607	76.07%
Skin irritation	-	0.5532	55.32%
Skin corrosion	-	0.8480	84.80%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6895	68.95%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.6408	64.08%
skin sensitisation	-	0.6708	67.08%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.5272	52.72%
Acute Oral Toxicity (c)	III	0.5323	53.23%
Estrogen receptor binding	+	0.7564	75.64%
Androgen receptor binding	+	0.6555	65.55%
Thyroid receptor binding	-	0.5620	56.20%
Glucocorticoid receptor binding	+	0.7280	72.80%
Aromatase binding	-	0.6812	68.12%
PPAR gamma	+	0.6522	65.22%
Honey bee toxicity	-	0.8019	80.19%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9789	97.89%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.02%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.76%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.90%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.41%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.06%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.53%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.23%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.65%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.02%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.95%	86.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.16%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.91%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.15%	97.09%
CHEMBL2581	P07339	Cathepsin D	80.28%	98.95%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.22%	93.03%

Plants that contains it

• Ferula penninervis

Cross-Links

• PubChem: 162846197
• LOTUS: LTS0274799
• wikiData: Q105339418