[(3aR,6R,6aS,9aS,9bR)-6-methyl-3-methylidene-2,9-dioxo-3a,4,5,6,6a,9b-hexahydroazuleno[4,5-b]furan-9a-yl]methyl acetate

Details

• Internal ID: 2e741848-9dc4-4e50-ae12-c069b8ccd6a3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Ambrosanolides and secoambrosanolides
• IUPAC Name: [(3aR,6R,6aS,9aS,9bR)-6-methyl-3-methylidene-2,9-dioxo-3a,4,5,6,6a,9b-hexahydroazuleno[4,5-b]furan-9a-yl]methyl acetate
• InChI: InChI=1S/C17H20O5/c1-9-4-5-12-10(2)16(20)22-15(12)17(8-21-11(3)18)13(9)6-7-14(17)19/h6-7,9,12-13,15H,2,4-5,8H2,1,3H3/t9-,12-,13-,15-,17+/m1/s1
• InChI Key: JXWSZJFKMWKXNM-RDSOLTMISA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₅
• Molecular Weight: 304.34 g/mol
• Exact Mass: 304.13107373 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.82
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9875	98.75%
Caco-2	+	0.5580	55.80%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5759	57.59%
OATP2B1 inhibitior	-	0.8611	86.11%
OATP1B1 inhibitior	+	0.8736	87.36%
OATP1B3 inhibitior	+	0.8760	87.60%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.8678	86.78%
P-glycoprotein inhibitior	-	0.7727	77.27%
P-glycoprotein substrate	-	0.7400	74.00%
CYP3A4 substrate	+	0.6240	62.40%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9138	91.38%
CYP3A4 inhibition	-	0.8161	81.61%
CYP2C9 inhibition	-	0.7437	74.37%
CYP2C19 inhibition	-	0.7893	78.93%
CYP2D6 inhibition	-	0.9175	91.75%
CYP1A2 inhibition	+	0.6338	63.38%
CYP2C8 inhibition	-	0.5995	59.95%
CYP inhibitory promiscuity	-	0.8090	80.90%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6071	60.71%
Eye corrosion	-	0.9656	96.56%
Eye irritation	-	0.9205	92.05%
Skin irritation	-	0.5179	51.79%
Skin corrosion	-	0.8924	89.24%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6132	61.32%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.7272	72.72%
skin sensitisation	-	0.7265	72.65%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.5116	51.16%
Estrogen receptor binding	+	0.6928	69.28%
Androgen receptor binding	+	0.5604	56.04%
Thyroid receptor binding	-	0.5587	55.87%
Glucocorticoid receptor binding	-	0.5687	56.87%
Aromatase binding	-	0.6328	63.28%
PPAR gamma	+	0.5797	57.97%
Honey bee toxicity	-	0.8487	84.87%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5250	52.50%
Fish aquatic toxicity	+	0.9936	99.36%

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	97.59%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.37%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.82%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.38%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.72%	94.45%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	89.80%	94.80%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.90%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.84%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.11%	86.33%
CHEMBL2581	P07339	Cathepsin D	84.41%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.30%	99.23%

Plants that contains it

• Parthenium hysterophorus

Cross-Links

• PubChem: 162935958
• LOTUS: LTS0195514
• wikiData: Q105136839