[(3aR,5aR,8R,8aR,9aR)-8-methyl-1,5-dimethylidene-2-oxo-3a,4,5a,6,7,8a,9,9a-octahydroazuleno[6,7-b]furan-8-yl] acetate

Details

• Internal ID: 9c17196b-1537-46b3-8781-52b98c13a756
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: [(3aR,5aR,8R,8aR,9aR)-8-methyl-1,5-dimethylidene-2-oxo-3a,4,5a,6,7,8a,9,9a-octahydroazuleno[6,7-b]furan-8-yl] acetate
• InChI: InChI=1S/C17H22O4/c1-9-7-15-13(10(2)16(19)20-15)8-14-12(9)5-6-17(14,4)21-11(3)18/h12-15H,1-2,5-8H2,3-4H3/t12-,13+,14+,15+,17+/m0/s1
• InChI Key: RFARYQBJLCEXIX-ZAPJKBGESA-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: 2.40
• 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	+	0.9876	98.76%
Caco-2	+	0.7166	71.66%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6384	63.84%
OATP2B1 inhibitior	-	0.8570	85.70%
OATP1B1 inhibitior	+	0.7989	79.89%
OATP1B3 inhibitior	+	0.8439	84.39%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.9279	92.79%
P-glycoprotein inhibitior	-	0.8078	80.78%
P-glycoprotein substrate	-	0.8084	80.84%
CYP3A4 substrate	+	0.6618	66.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8884	88.84%
CYP3A4 inhibition	-	0.7609	76.09%
CYP2C9 inhibition	-	0.8812	88.12%
CYP2C19 inhibition	-	0.8175	81.75%
CYP2D6 inhibition	-	0.9429	94.29%
CYP1A2 inhibition	+	0.6731	67.31%
CYP2C8 inhibition	-	0.5996	59.96%
CYP inhibitory promiscuity	-	0.9243	92.43%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6290	62.90%
Eye corrosion	-	0.9756	97.56%
Eye irritation	-	0.7773	77.73%
Skin irritation	-	0.5231	52.31%
Skin corrosion	-	0.8936	89.36%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3670	36.70%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.7889	78.89%
skin sensitisation	-	0.6855	68.55%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.7910	79.10%
Acute Oral Toxicity (c)	III	0.5581	55.81%
Estrogen receptor binding	+	0.7896	78.96%
Androgen receptor binding	+	0.7156	71.56%
Thyroid receptor binding	-	0.5130	51.30%
Glucocorticoid receptor binding	+	0.7227	72.27%
Aromatase binding	-	0.4836	48.36%
PPAR gamma	-	0.5998	59.98%
Honey bee toxicity	-	0.7190	71.90%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9957	99.57%

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	95.29%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.59%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.93%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.42%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.70%	97.25%
CHEMBL2996	Q05655	Protein kinase C delta	88.94%	97.79%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.59%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	84.68%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.07%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.02%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.92%	95.89%
CHEMBL217	P14416	Dopamine D2 receptor	80.21%	95.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.16%	86.33%

Plants that contains it

• Stevia ovata

Cross-Links

• PubChem: 13817970
• LOTUS: LTS0120211
• wikiData: Q105235256