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

Details

• Internal ID: 3b4dd39a-cab8-47a9-8920-21a13aeb1069
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: (3-methyl-6,9-dimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydro-3H-azuleno[4,5-b]furan-8-yl) acetate
• InChI: InChI=1S/C17H22O4/c1-8-5-6-12-9(2)17(19)21-16(12)15-10(3)14(7-13(8)15)20-11(4)18/h9,12-16H,1,3,5-7H2,2,4H3
• InChI Key: SQNNWZYJAHLOGG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₄
• Molecular Weight: 290.40 g/mol
• Exact Mass: 290.15180918 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.64
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• AKOS040736741

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9888	98.88%
Caco-2	+	0.6014	60.14%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6578	65.78%
OATP2B1 inhibitior	-	0.8571	85.71%
OATP1B1 inhibitior	+	0.8758	87.58%
OATP1B3 inhibitior	+	0.8977	89.77%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.7564	75.64%
P-glycoprotein inhibitior	-	0.7694	76.94%
P-glycoprotein substrate	-	0.6848	68.48%
CYP3A4 substrate	+	0.6203	62.03%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8605	86.05%
CYP3A4 inhibition	-	0.7758	77.58%
CYP2C9 inhibition	-	0.8932	89.32%
CYP2C19 inhibition	-	0.7778	77.78%
CYP2D6 inhibition	-	0.9193	91.93%
CYP1A2 inhibition	+	0.6100	61.00%
CYP2C8 inhibition	-	0.7834	78.34%
CYP inhibitory promiscuity	-	0.8782	87.82%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9625	96.25%
Carcinogenicity (trinary)	Non-required	0.7038	70.38%
Eye corrosion	-	0.9392	93.92%
Eye irritation	-	0.7764	77.64%
Skin irritation	-	0.6367	63.67%
Skin corrosion	-	0.9305	93.05%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5843	58.43%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.7408	74.08%
skin sensitisation	-	0.6897	68.97%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.5103	51.03%
Acute Oral Toxicity (c)	III	0.5758	57.58%
Estrogen receptor binding	-	0.5936	59.36%
Androgen receptor binding	+	0.6060	60.60%
Thyroid receptor binding	-	0.5689	56.89%
Glucocorticoid receptor binding	-	0.4757	47.57%
Aromatase binding	-	0.7615	76.15%
PPAR gamma	-	0.7157	71.57%
Honey bee toxicity	-	0.6936	69.36%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9918	99.18%

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	93.97%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.35%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	90.02%	91.19%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.32%	94.80%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.27%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.21%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.80%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.77%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.89%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.94%	92.94%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.40%	99.23%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.35%	93.04%
CHEMBL1951	P21397	Monoamine oxidase A	80.29%	91.49%
CHEMBL2581	P07339	Cathepsin D	80.16%	98.95%

Plants that contains it

• Dolomiaea souliei

Cross-Links

• PubChem: 14314713
• LOTUS: LTS0230132
• wikiData: Q105258219