(3,6,9-Trimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-5-yl) 3-methylbutanoate

Details

• Internal ID: 7af5e2f4-ea95-49a8-8108-ac7617c39876
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: (3,6,9-trimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-5-yl) 3-methylbutanoate
• InChI: InChI=1S/C20H26O4/c1-10(2)8-17(21)23-16-9-15-13(5)20(22)24-19(15)18-11(3)6-7-14(18)12(16)4/h10,14-16,18-19H,3-9H2,1-2H3
• InChI Key: ZUOGLGYRQHIDKQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₄
• Molecular Weight: 330.40 g/mol
• Exact Mass: 330.18310931 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.58
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9860	98.60%
Caco-2	+	0.6087	60.87%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6976	69.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8598	85.98%
OATP1B3 inhibitior	+	0.8613	86.13%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.6656	66.56%
P-glycoprotein inhibitior	-	0.6674	66.74%
P-glycoprotein substrate	-	0.6007	60.07%
CYP3A4 substrate	+	0.5982	59.82%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8884	88.84%
CYP3A4 inhibition	-	0.7790	77.90%
CYP2C9 inhibition	-	0.8005	80.05%
CYP2C19 inhibition	-	0.7239	72.39%
CYP2D6 inhibition	-	0.8926	89.26%
CYP1A2 inhibition	-	0.5696	56.96%
CYP2C8 inhibition	-	0.7226	72.26%
CYP inhibitory promiscuity	-	0.7589	75.89%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8943	89.43%
Carcinogenicity (trinary)	Non-required	0.6399	63.99%
Eye corrosion	-	0.9338	93.38%
Eye irritation	-	0.7116	71.16%
Skin irritation	-	0.7248	72.48%
Skin corrosion	-	0.9271	92.71%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7110	71.10%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.7625	76.25%
skin sensitisation	-	0.5476	54.76%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.4548	45.48%
Acute Oral Toxicity (c)	III	0.5610	56.10%
Estrogen receptor binding	-	0.5861	58.61%
Androgen receptor binding	+	0.6394	63.94%
Thyroid receptor binding	+	0.5975	59.75%
Glucocorticoid receptor binding	+	0.6788	67.88%
Aromatase binding	-	0.5867	58.67%
PPAR gamma	+	0.5487	54.87%
Honey bee toxicity	-	0.7500	75.00%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9847	98.47%

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	93.18%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.96%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.31%	97.09%
CHEMBL2581	P07339	Cathepsin D	87.59%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	87.35%	97.79%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.63%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.57%	94.45%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.80%	96.47%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.45%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.40%	99.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.07%	92.62%

Plants that contains it

• Zinnia elegans

Cross-Links

• PubChem: 162959940
• LOTUS: LTS0186838
• wikiData: Q105383904