(9-Methyl-3,6-dimethylidene-2,7-dioxo-3a,4,5,8,9,9b-hexahydroazuleno[4,5-b]furan-4-yl) 2-methylbut-2-enoate

Details

• Internal ID: 7d325ed9-8f5d-4b43-bf4f-8f9a9cccf6bd
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: (9-methyl-3,6-dimethylidene-2,7-dioxo-3a,4,5,8,9,9b-hexahydroazuleno[4,5-b]furan-4-yl) 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1CC(=C)C2=C(C(CC2=O)C)C3C1C(=C)C(=O)O3
• SMILES (Isomeric): CC=C(C)C(=O)OC1CC(=C)C2=C(C(CC2=O)C)C3C1C(=C)C(=O)O3
• InChI: InChI=1S/C20H22O5/c1-6-9(2)19(22)24-14-8-11(4)15-13(21)7-10(3)16(15)18-17(14)12(5)20(23)25-18/h6,10,14,17-18H,4-5,7-8H2,1-3H3
• InChI Key: QFLXCTZTPACOEB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₅
• Molecular Weight: 342.40 g/mol
• Exact Mass: 342.14672380 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.83
• 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	+	0.9921	99.21%
Caco-2	+	0.5709	57.09%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5481	54.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8777	87.77%
OATP1B3 inhibitior	+	0.8980	89.80%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.5765	57.65%
P-glycoprotein inhibitior	-	0.5391	53.91%
P-glycoprotein substrate	-	0.7503	75.03%
CYP3A4 substrate	+	0.5882	58.82%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9057	90.57%
CYP3A4 inhibition	-	0.7467	74.67%
CYP2C9 inhibition	-	0.8559	85.59%
CYP2C19 inhibition	-	0.7825	78.25%
CYP2D6 inhibition	-	0.9523	95.23%
CYP1A2 inhibition	-	0.6183	61.83%
CYP2C8 inhibition	-	0.7621	76.21%
CYP inhibitory promiscuity	-	0.8518	85.18%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8843	88.43%
Carcinogenicity (trinary)	Non-required	0.5513	55.13%
Eye corrosion	-	0.9173	91.73%
Eye irritation	-	0.7161	71.61%
Skin irritation	-	0.6796	67.96%
Skin corrosion	-	0.9424	94.24%
Ames mutagenesis	-	0.5454	54.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.3915	39.15%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	+	0.7783	77.83%
skin sensitisation	-	0.6687	66.87%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.7378	73.78%
Acute Oral Toxicity (c)	II	0.3712	37.12%
Estrogen receptor binding	+	0.6496	64.96%
Androgen receptor binding	-	0.4834	48.34%
Thyroid receptor binding	+	0.5780	57.80%
Glucocorticoid receptor binding	+	0.7279	72.79%
Aromatase binding	-	0.6236	62.36%
PPAR gamma	+	0.5757	57.57%
Honey bee toxicity	-	0.5981	59.81%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9863	98.63%

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	96.43%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.26%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	89.78%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.75%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.78%	94.45%
CHEMBL2581	P07339	Cathepsin D	84.92%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.76%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.77%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.14%	97.09%

Plants that contains it

• Elephantopus mollis

Cross-Links

• PubChem: 74323929
• LOTUS: LTS0158170
• wikiData: Q105219648