[8-Acetyloxy-3-(acetyloxymethyl)-10-hydroxy-6,10-dimethyl-2-oxo-4,5,8,9-tetrahydrocyclodeca[b]furan-4-yl] 2-methylbut-2-enoate

Details

• Internal ID: 15ff0d6b-2ddf-4a40-ac9f-4facfcc25cc0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [8-acetyloxy-3-(acetyloxymethyl)-10-hydroxy-6,10-dimethyl-2-oxo-4,5,8,9-tetrahydrocyclodeca[b]furan-4-yl] 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1CC(=CC(CC(C=C2C1=C(C(=O)O2)COC(=O)C)(C)O)OC(=O)C)C
• SMILES (Isomeric): CC=C(C)C(=O)OC1CC(=CC(CC(C=C2C1=C(C(=O)O2)COC(=O)C)(C)O)OC(=O)C)C
• InChI: InChI=1S/C24H30O9/c1-7-14(3)22(27)32-19-9-13(2)8-17(31-16(5)26)10-24(6,29)11-20-21(19)18(23(28)33-20)12-30-15(4)25/h7-8,11,17,19,29H,9-10,12H2,1-6H3
• InChI Key: WJLVBNZNHMFQIQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₀O₉
• Molecular Weight: 462.50 g/mol
• Exact Mass: 462.18898253 g/mol
• Topological Polar Surface Area (TPSA): 125.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 2.59
• H-Bond Acceptor: 9
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9930	99.30%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6815	68.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8247	82.47%
OATP1B3 inhibitior	+	0.9214	92.14%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9694	96.94%
P-glycoprotein inhibitior	+	0.8708	87.08%
P-glycoprotein substrate	-	0.5943	59.43%
CYP3A4 substrate	+	0.6701	67.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9000	90.00%
CYP3A4 inhibition	-	0.8238	82.38%
CYP2C9 inhibition	-	0.8446	84.46%
CYP2C19 inhibition	-	0.9196	91.96%
CYP2D6 inhibition	-	0.9602	96.02%
CYP1A2 inhibition	-	0.6614	66.14%
CYP2C8 inhibition	+	0.5056	50.56%
CYP inhibitory promiscuity	-	0.9412	94.12%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5365	53.65%
Eye corrosion	-	0.9802	98.02%
Eye irritation	-	0.8471	84.71%
Skin irritation	+	0.5169	51.69%
Skin corrosion	-	0.9298	92.98%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5187	51.87%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.5559	55.59%
skin sensitisation	-	0.7854	78.54%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.9127	91.27%
Acute Oral Toxicity (c)	III	0.4926	49.26%
Estrogen receptor binding	+	0.5365	53.65%
Androgen receptor binding	+	0.6562	65.62%
Thyroid receptor binding	-	0.4890	48.90%
Glucocorticoid receptor binding	+	0.7840	78.40%
Aromatase binding	-	0.5416	54.16%
PPAR gamma	+	0.6166	61.66%
Honey bee toxicity	-	0.7291	72.91%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9572	95.72%

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	96.14%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.14%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.79%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.76%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.31%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.24%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.23%	96.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.18%	99.23%
CHEMBL2581	P07339	Cathepsin D	90.83%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.22%	82.69%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.37%	89.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.05%	97.21%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.95%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	84.34%	90.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.21%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.92%	99.17%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.78%	91.07%
CHEMBL3401	O75469	Pregnane X receptor	83.02%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.51%	94.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.29%	91.24%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.71%	95.89%
CHEMBL4208	P20618	Proteasome component C5	81.48%	90.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.41%	91.19%

Plants that contains it

• Rolandra fruticosa

Cross-Links

• PubChem: 162898604
• LOTUS: LTS0117696
• wikiData: Q105306911