[(3aR,4S,6aR,9aR,9bR)-3,6,9-trimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] acetate

Details

• Internal ID: 9d246087-4474-4697-8e01-43edc4e8dc28
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: [(3aR,4S,6aR,9aR,9bR)-3,6,9-trimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] acetate
• InChI: InChI=1S/C17H20O4/c1-8-5-6-12-9(2)7-13(20-11(4)18)15-10(3)17(19)21-16(15)14(8)12/h12-16H,1-3,5-7H2,4H3/t12-,13-,14-,15+,16+/m0/s1
• InChI Key: CUWFJPQKQVXKCT-RFBLXINOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₄
• Molecular Weight: 288.34 g/mol
• Exact Mass: 288.13615911 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.56
• 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	+	0.9861	98.61%
Caco-2	+	0.5559	55.59%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6607	66.07%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.9117	91.17%
OATP1B3 inhibitior	+	0.9271	92.71%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.9143	91.43%
P-glycoprotein inhibitior	-	0.7909	79.09%
P-glycoprotein substrate	-	0.8633	86.33%
CYP3A4 substrate	+	0.6049	60.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8884	88.84%
CYP3A4 inhibition	-	0.7928	79.28%
CYP2C9 inhibition	-	0.8569	85.69%
CYP2C19 inhibition	-	0.6984	69.84%
CYP2D6 inhibition	-	0.9406	94.06%
CYP1A2 inhibition	+	0.5556	55.56%
CYP2C8 inhibition	-	0.8437	84.37%
CYP inhibitory promiscuity	-	0.8408	84.08%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9568	95.68%
Carcinogenicity (trinary)	Non-required	0.6234	62.34%
Eye corrosion	-	0.8605	86.05%
Eye irritation	+	0.5782	57.82%
Skin irritation	-	0.6391	63.91%
Skin corrosion	-	0.9171	91.71%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7251	72.51%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.6940	69.40%
skin sensitisation	-	0.7254	72.54%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.5780	57.80%
Acute Oral Toxicity (c)	III	0.4874	48.74%
Estrogen receptor binding	-	0.5326	53.26%
Androgen receptor binding	+	0.5708	57.08%
Thyroid receptor binding	-	0.5494	54.94%
Glucocorticoid receptor binding	+	0.6280	62.80%
Aromatase binding	-	0.6331	63.31%
PPAR gamma	-	0.5247	52.47%
Honey bee toxicity	-	0.7966	79.66%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9785	97.85%

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	93.62%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.83%	85.14%
CHEMBL2581	P07339	Cathepsin D	86.25%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.94%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.22%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	85.17%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.23%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.07%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.99%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.69%	96.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14039178
• LOTUS: LTS0092868
• wikiData: Q104970533