[(3aS,8aS,9R,9aR)-5-methyl-1-methylidene-2,8-dioxo-4,6,7,8a,9,9a-hexahydro-3aH-azuleno[6,5-b]furan-9-yl] acetate

Details

• Internal ID: c087093b-f450-4872-b353-5a07f0966d6b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones
• IUPAC Name: [(3aS,8aS,9R,9aR)-5-methyl-1-methylidene-2,8-dioxo-4,6,7,8a,9,9a-hexahydro-3aH-azuleno[6,5-b]furan-9-yl] acetate
• InChI: InChI=1S/C16H18O5/c1-7-6-12-13(8(2)16(19)21-12)15(20-9(3)17)14-10(7)4-5-11(14)18/h12-15H,2,4-6H2,1,3H3/t12-,13+,14+,15+/m0/s1
• InChI Key: VXBYUBODCSDROM-GBJTYRQASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₅
• Molecular Weight: 290.31 g/mol
• Exact Mass: 290.11542367 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.72
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9905	99.05%
Caco-2	+	0.7659	76.59%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6115	61.15%
OATP2B1 inhibitior	-	0.8551	85.51%
OATP1B1 inhibitior	+	0.8939	89.39%
OATP1B3 inhibitior	+	0.8689	86.89%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.8838	88.38%
P-glycoprotein inhibitior	-	0.7479	74.79%
P-glycoprotein substrate	-	0.8673	86.73%
CYP3A4 substrate	+	0.5907	59.07%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8866	88.66%
CYP3A4 inhibition	-	0.7248	72.48%
CYP2C9 inhibition	-	0.8248	82.48%
CYP2C19 inhibition	-	0.7847	78.47%
CYP2D6 inhibition	-	0.9320	93.20%
CYP1A2 inhibition	+	0.7480	74.80%
CYP2C8 inhibition	-	0.7581	75.81%
CYP inhibitory promiscuity	-	0.8961	89.61%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6584	65.84%
Eye corrosion	-	0.9445	94.45%
Eye irritation	+	0.5770	57.70%
Skin irritation	-	0.5551	55.51%
Skin corrosion	-	0.9127	91.27%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7105	71.05%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.8033	80.33%
skin sensitisation	-	0.7796	77.96%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.9084	90.84%
Acute Oral Toxicity (c)	III	0.4287	42.87%
Estrogen receptor binding	-	0.5616	56.16%
Androgen receptor binding	-	0.5120	51.20%
Thyroid receptor binding	-	0.6410	64.10%
Glucocorticoid receptor binding	-	0.4836	48.36%
Aromatase binding	-	0.8396	83.96%
PPAR gamma	-	0.5438	54.38%
Honey bee toxicity	-	0.7736	77.36%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9960	99.60%

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	93.49%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.34%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.01%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.84%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.79%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.09%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	83.86%	97.79%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.60%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.23%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.79%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	80.76%	94.73%
CHEMBL2581	P07339	Cathepsin D	80.40%	98.95%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.19%	93.03%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162816953
• LOTUS: LTS0092897
• wikiData: Q105298416