(3,9-dimethylidene-2-oxo-4,5,6,6a,7,8,9a,9b-octahydro-3aH-azuleno[4,5-b]furan-8-yl) acetate

Details

• Internal ID: 563495ac-73d9-48d7-b95d-1123840613b1
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (3,9-dimethylidene-2-oxo-4,5,6,6a,7,8,9a,9b-octahydro-3aH-azuleno[4,5-b]furan-8-yl) acetate
• InChI: InChI=1S/C16H20O4/c1-8-12-6-4-5-11-7-13(19-10(3)17)9(2)14(11)15(12)20-16(8)18/h11-15H,1-2,4-7H2,3H3
• InChI Key: UCWZYTAAUYZVMD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀O₄
• Molecular Weight: 276.33 g/mol
• Exact Mass: 276.13615911 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.39
• H-Bond Acceptor: 4
• 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	+	0.9871	98.71%
Caco-2	+	0.6984	69.84%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6999	69.99%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.8546	85.46%
OATP1B3 inhibitior	+	0.9306	93.06%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.9048	90.48%
P-glycoprotein inhibitior	-	0.7904	79.04%
P-glycoprotein substrate	-	0.7677	76.77%
CYP3A4 substrate	+	0.5720	57.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8884	88.84%
CYP3A4 inhibition	-	0.8237	82.37%
CYP2C9 inhibition	-	0.8695	86.95%
CYP2C19 inhibition	-	0.6941	69.41%
CYP2D6 inhibition	-	0.9287	92.87%
CYP1A2 inhibition	+	0.5566	55.66%
CYP2C8 inhibition	-	0.7382	73.82%
CYP inhibitory promiscuity	-	0.8414	84.14%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9568	95.68%
Carcinogenicity (trinary)	Non-required	0.6292	62.92%
Eye corrosion	-	0.8881	88.81%
Eye irritation	-	0.4842	48.42%
Skin irritation	-	0.6833	68.33%
Skin corrosion	-	0.9355	93.55%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5860	58.60%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	-	0.6504	65.04%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.7911	79.11%
Acute Oral Toxicity (c)	III	0.5594	55.94%
Estrogen receptor binding	-	0.5192	51.92%
Androgen receptor binding	+	0.6474	64.74%
Thyroid receptor binding	-	0.6129	61.29%
Glucocorticoid receptor binding	+	0.7387	73.87%
Aromatase binding	-	0.6271	62.71%
PPAR gamma	-	0.6687	66.87%
Honey bee toxicity	-	0.7900	79.00%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9808	98.08%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.05%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.64%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.78%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.42%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.20%	99.23%
CHEMBL2996	Q05655	Protein kinase C delta	86.80%	97.79%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.17%	95.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.07%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.44%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.41%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	83.04%	91.19%
CHEMBL2581	P07339	Cathepsin D	83.01%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.34%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.70%	89.00%

Plants that contains it

• Oxylobus oaxacanus

Cross-Links

• PubChem: 162921997
• LOTUS: LTS0082294
• wikiData: Q105270208