[(3S,3aR,4S,9aS,9bR)-3,6,9-trimethyl-2-oxo-3a,4,5,7,9a,9b-hexahydro-3H-azuleno[4,5-b]furan-4-yl] acetate

Details

• Internal ID: 8f55404e-f28a-43d6-8693-cac895eb5b40
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: [(3S,3aR,4S,9aS,9bR)-3,6,9-trimethyl-2-oxo-3a,4,5,7,9a,9b-hexahydro-3H-azuleno[4,5-b]furan-4-yl] acetate
• InChI: InChI=1S/C17H22O4/c1-8-5-6-12-9(2)7-13(20-11(4)18)15-10(3)17(19)21-16(15)14(8)12/h5,10,13-16H,6-7H2,1-4H3/t10-,13-,14-,15+,16+/m0/s1
• InChI Key: XNQSEZFWFNDBST-ORDIRQJYSA-N
• Popularity: 2 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: 1.80
• Atomic LogP (AlogP): 2.78
• 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	+	0.9942	99.42%
Caco-2	+	0.7950	79.50%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5531	55.31%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.9248	92.48%
OATP1B3 inhibitior	+	0.9247	92.47%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7961	79.61%
P-glycoprotein inhibitior	-	0.7360	73.60%
P-glycoprotein substrate	-	0.7531	75.31%
CYP3A4 substrate	+	0.5654	56.54%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8605	86.05%
CYP3A4 inhibition	-	0.7021	70.21%
CYP2C9 inhibition	-	0.8370	83.70%
CYP2C19 inhibition	-	0.8333	83.33%
CYP2D6 inhibition	-	0.9570	95.70%
CYP1A2 inhibition	+	0.5543	55.43%
CYP2C8 inhibition	-	0.8660	86.60%
CYP inhibitory promiscuity	-	0.8595	85.95%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5320	53.20%
Eye corrosion	-	0.9467	94.67%
Eye irritation	-	0.6554	65.54%
Skin irritation	-	0.6084	60.84%
Skin corrosion	-	0.9334	93.34%
Ames mutagenesis	+	0.5072	50.72%
Human Ether-a-go-go-Related Gene inhibition	-	0.4405	44.05%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.7370	73.70%
skin sensitisation	-	0.7601	76.01%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.7519	75.19%
Acute Oral Toxicity (c)	III	0.4198	41.98%
Estrogen receptor binding	-	0.6424	64.24%
Androgen receptor binding	+	0.6115	61.15%
Thyroid receptor binding	-	0.6343	63.43%
Glucocorticoid receptor binding	-	0.5661	56.61%
Aromatase binding	-	0.8459	84.59%
PPAR gamma	-	0.8011	80.11%
Honey bee toxicity	-	0.7093	70.93%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5850	58.50%
Fish aquatic toxicity	+	0.9888	98.88%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.83%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.79%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.34%	96.09%
CHEMBL2581	P07339	Cathepsin D	87.03%	98.95%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.58%	94.80%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	84.84%	93.65%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.15%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.51%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.18%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.64%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.54%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.18%	97.25%

Plants that contains it

• Artemisia douglasiana

Cross-Links

• PubChem: 162904980
• LOTUS: LTS0142303
• wikiData: Q105331913