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

Details

• Internal ID: a10249f6-c88a-4ddd-aae2-31947f7e7656
• 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-8-yl)methyl acetate
• SMILES (Canonical): CC(=O)OCC1CC2C(C1=C)C3C(CCC2=C)C(=C)C(=O)O3
• SMILES (Isomeric): CC(=O)OCC1CC2C(C1=C)C3C(CCC2=C)C(=C)C(=O)O3
• InChI: InChI=1S/C18H22O4/c1-9-5-6-14-11(3)18(20)22-17(14)16-10(2)13(7-15(9)16)8-21-12(4)19/h13-17H,1-3,5-8H2,4H3
• InChI Key: JQYRRZSCINAXBJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₂O₄
• Molecular Weight: 302.40 g/mol
• Exact Mass: 302.15180918 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.81
• H-Bond Acceptor: 4
• 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	+	0.9927	99.27%
Caco-2	+	0.5144	51.44%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6982	69.82%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.8484	84.84%
OATP1B3 inhibitior	+	0.9488	94.88%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.6996	69.96%
P-glycoprotein inhibitior	-	0.7817	78.17%
P-glycoprotein substrate	-	0.7627	76.27%
CYP3A4 substrate	+	0.6058	60.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8884	88.84%
CYP3A4 inhibition	-	0.8491	84.91%
CYP2C9 inhibition	-	0.7378	73.78%
CYP2C19 inhibition	-	0.6620	66.20%
CYP2D6 inhibition	-	0.8638	86.38%
CYP1A2 inhibition	+	0.6804	68.04%
CYP2C8 inhibition	-	0.6502	65.02%
CYP inhibitory promiscuity	-	0.6812	68.12%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6935	69.35%
Eye corrosion	-	0.9112	91.12%
Eye irritation	-	0.4938	49.38%
Skin irritation	-	0.6400	64.00%
Skin corrosion	-	0.9323	93.23%
Ames mutagenesis	-	0.6628	66.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.5764	57.64%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.7500	75.00%
skin sensitisation	-	0.6697	66.97%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.6125	61.25%
Acute Oral Toxicity (c)	III	0.5964	59.64%
Estrogen receptor binding	+	0.5797	57.97%
Androgen receptor binding	+	0.6693	66.93%
Thyroid receptor binding	-	0.6050	60.50%
Glucocorticoid receptor binding	+	0.7511	75.11%
Aromatase binding	-	0.5803	58.03%
PPAR gamma	-	0.6691	66.91%
Honey bee toxicity	-	0.8241	82.41%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9945	99.45%

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	95.38%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.37%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.60%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.21%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.75%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.68%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	85.43%	97.79%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.34%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.48%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	81.05%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.66%	95.56%
CHEMBL1871	P10275	Androgen Receptor	80.45%	96.43%

Plants that contains it

• Fitchia speciosa

Cross-Links

• PubChem: 162930808
• LOTUS: LTS0177521
• wikiData: Q105133761