(3,6,10-Trimethyl-2,9-dioxo-3,3a,4,5,8,10,11,11a-octahydrocyclodeca[b]furan-4-yl) acetate

Details

• Internal ID: c4016b41-52fc-44eb-a750-b912164f3eab
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (3,6,10-trimethyl-2,9-dioxo-3,3a,4,5,8,10,11,11a-octahydrocyclodeca[b]furan-4-yl) acetate
• SMILES (Canonical): CC1CC2C(C(C(=O)O2)C)C(CC(=CCC1=O)C)OC(=O)C
• SMILES (Isomeric): CC1CC2C(C(C(=O)O2)C)C(CC(=CCC1=O)C)OC(=O)C
• InChI: InChI=1S/C17H24O5/c1-9-5-6-13(19)10(2)8-15-16(11(3)17(20)22-15)14(7-9)21-12(4)18/h5,10-11,14-16H,6-8H2,1-4H3
• InChI Key: PRGOXDRZYVDBGK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₅
• Molecular Weight: 308.40 g/mol
• Exact Mass: 308.16237386 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.43
• H-Bond Acceptor: 5
• 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	+	0.9940	99.40%
Caco-2	+	0.8345	83.45%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5836	58.36%
OATP2B1 inhibitior	-	0.8564	85.64%
OATP1B1 inhibitior	+	0.9190	91.90%
OATP1B3 inhibitior	+	0.9084	90.84%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5781	57.81%
P-glycoprotein inhibitior	-	0.6275	62.75%
P-glycoprotein substrate	-	0.7874	78.74%
CYP3A4 substrate	+	0.5976	59.76%
CYP2C9 substrate	-	0.8062	80.62%
CYP2D6 substrate	-	0.8587	85.87%
CYP3A4 inhibition	-	0.7696	76.96%
CYP2C9 inhibition	-	0.8843	88.43%
CYP2C19 inhibition	-	0.8181	81.81%
CYP2D6 inhibition	-	0.9640	96.40%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.8601	86.01%
CYP inhibitory promiscuity	-	0.8725	87.25%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5915	59.15%
Eye corrosion	-	0.9435	94.35%
Eye irritation	-	0.7252	72.52%
Skin irritation	-	0.6015	60.15%
Skin corrosion	-	0.9511	95.11%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4054	40.54%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.8000	80.00%
skin sensitisation	-	0.7553	75.53%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.7539	75.39%
Acute Oral Toxicity (c)	III	0.4142	41.42%
Estrogen receptor binding	-	0.5665	56.65%
Androgen receptor binding	+	0.5980	59.80%
Thyroid receptor binding	-	0.6008	60.08%
Glucocorticoid receptor binding	-	0.5626	56.26%
Aromatase binding	-	0.6992	69.92%
PPAR gamma	-	0.7699	76.99%
Honey bee toxicity	-	0.7898	78.98%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5356	53.56%
Fish aquatic toxicity	+	0.9928	99.28%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.97%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.63%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.36%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.23%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.20%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	84.75%	91.19%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.38%	94.80%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.37%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.25%	97.25%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.93%	97.21%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.80%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.32%	89.00%
CHEMBL2581	P07339	Cathepsin D	81.18%	98.95%

Plants that contains it

• Artemisia argentea

Cross-Links

• PubChem: 73717550
• LOTUS: LTS0224893
• wikiData: Q105213684