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

Details

• Internal ID: 15a09863-98ce-458b-b81c-73af4ed68f98
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: (8-hydroxy-6,9-dimethyl-3-methylidene-2,7-dioxo-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-4-yl) 2-methylbut-2-enoate
• InChI: InChI=1S/C20H22O6/c1-6-8(2)19(23)25-12-7-9(3)13-15(10(4)16(21)17(13)22)18-14(12)11(5)20(24)26-18/h6,12,14-15,18,21H,5,7H2,1-4H3
• InChI Key: SUMNDQZFWDLNGR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₆
• Molecular Weight: 358.40 g/mol
• Exact Mass: 358.14163842 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.71
• H-Bond Acceptor: 6
• 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	+	0.9832	98.32%
Caco-2	+	0.6453	64.53%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5639	56.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8815	88.15%
OATP1B3 inhibitior	+	0.8923	89.23%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8377	83.77%
P-glycoprotein inhibitior	-	0.6088	60.88%
P-glycoprotein substrate	-	0.6930	69.30%
CYP3A4 substrate	+	0.6093	60.93%
CYP2C9 substrate	-	0.8092	80.92%
CYP2D6 substrate	-	0.9046	90.46%
CYP3A4 inhibition	-	0.7050	70.50%
CYP2C9 inhibition	-	0.8927	89.27%
CYP2C19 inhibition	-	0.8250	82.50%
CYP2D6 inhibition	-	0.9443	94.43%
CYP1A2 inhibition	-	0.6963	69.63%
CYP2C8 inhibition	-	0.6314	63.14%
CYP inhibitory promiscuity	-	0.9284	92.84%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9143	91.43%
Carcinogenicity (trinary)	Non-required	0.4355	43.55%
Eye corrosion	-	0.9389	93.89%
Eye irritation	-	0.7775	77.75%
Skin irritation	-	0.6574	65.74%
Skin corrosion	-	0.9341	93.41%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4845	48.45%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	+	0.8140	81.40%
skin sensitisation	-	0.7090	70.90%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.9236	92.36%
Acute Oral Toxicity (c)	IV	0.3296	32.96%
Estrogen receptor binding	+	0.6908	69.08%
Androgen receptor binding	+	0.6020	60.20%
Thyroid receptor binding	+	0.5234	52.34%
Glucocorticoid receptor binding	+	0.6757	67.57%
Aromatase binding	-	0.6920	69.20%
PPAR gamma	+	0.5868	58.68%
Honey bee toxicity	-	0.6011	60.11%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9523	95.23%

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	93.27%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.86%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.60%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.06%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	88.84%	90.17%
CHEMBL2581	P07339	Cathepsin D	86.21%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	84.19%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.93%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.04%	95.89%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.50%	93.65%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.01%	86.33%

Plants that contains it

• Dendroviguiera sylvatica

Cross-Links

• PubChem: 162874025
• LOTUS: LTS0150012
• wikiData: Q105261115