[4,5,8,12-Tetraacetyloxy-2-hydroxy-2,10,10-trimethyl-6-(2-methylpropanoyloxymethyl)-11-oxatricyclo[7.2.1.01,6]dodecan-7-yl] furan-3-carboxylate

Details

• Internal ID: a118b54c-6e3e-4116-a263-4e9af6619413
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Hexacarboxylic acids and derivatives
• IUPAC Name: [4,5,8,12-tetraacetyloxy-2-hydroxy-2,10,10-trimethyl-6-(2-methylpropanoyloxymethyl)-11-oxatricyclo[7.2.1.01,6]dodecan-7-yl] furan-3-carboxylate
• SMILES (Canonical): CC(C)C(=O)OCC12C(C(CC(C13C(C(C(C2OC(=O)C4=COC=C4)OC(=O)C)C(O3)(C)C)OC(=O)C)(C)O)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CC(C)C(=O)OCC12C(C(CC(C13C(C(C(C2OC(=O)C4=COC=C4)OC(=O)C)C(O3)(C)C)OC(=O)C)(C)O)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C32H42O15/c1-15(2)27(37)41-14-31-24(44-18(5)35)21(42-16(3)33)12-30(9,39)32(31)25(45-19(6)36)22(29(7,8)47-32)23(43-17(4)34)26(31)46-28(38)20-10-11-40-13-20/h10-11,13,15,21-26,39H,12,14H2,1-9H3
• InChI Key: JJONTKOSVMSWDE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₂O₁₅
• Molecular Weight: 666.70 g/mol
• Exact Mass: 666.25237063 g/mol
• Topological Polar Surface Area (TPSA): 200.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.05
• H-Bond Acceptor: 15
• H-Bond Donor: 1
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9568	95.68%
Caco-2	-	0.7939	79.39%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7053	70.53%
OATP2B1 inhibitior	-	0.7160	71.60%
OATP1B1 inhibitior	+	0.8019	80.19%
OATP1B3 inhibitior	-	0.2146	21.46%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8813	88.13%
P-glycoprotein inhibitior	+	0.8387	83.87%
P-glycoprotein substrate	-	0.5087	50.87%
CYP3A4 substrate	+	0.6824	68.24%
CYP2C9 substrate	-	0.6015	60.15%
CYP2D6 substrate	-	0.8606	86.06%
CYP3A4 inhibition	-	0.6959	69.59%
CYP2C9 inhibition	-	0.6397	63.97%
CYP2C19 inhibition	-	0.7366	73.66%
CYP2D6 inhibition	-	0.9447	94.47%
CYP1A2 inhibition	-	0.8485	84.85%
CYP2C8 inhibition	+	0.6467	64.67%
CYP inhibitory promiscuity	-	0.8303	83.03%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4906	49.06%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.8818	88.18%
Skin irritation	-	0.7654	76.54%
Skin corrosion	-	0.9473	94.73%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7381	73.81%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8035	80.35%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.6661	66.61%
Acute Oral Toxicity (c)	I	0.3953	39.53%
Estrogen receptor binding	+	0.8096	80.96%
Androgen receptor binding	+	0.7152	71.52%
Thyroid receptor binding	+	0.6033	60.33%
Glucocorticoid receptor binding	+	0.6925	69.25%
Aromatase binding	+	0.6664	66.64%
PPAR gamma	+	0.7351	73.51%
Honey bee toxicity	-	0.7983	79.83%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5255	52.55%
Fish aquatic toxicity	+	0.9679	96.79%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.54%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.91%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	96.06%	90.17%
CHEMBL2996	Q05655	Protein kinase C delta	95.08%	97.79%
CHEMBL2581	P07339	Cathepsin D	93.98%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.98%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.95%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.96%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.77%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.63%	85.14%
CHEMBL4208	P20618	Proteasome component C5	85.22%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.02%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.74%	91.07%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.38%	95.71%
CHEMBL340	P08684	Cytochrome P450 3A4	82.38%	91.19%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	82.06%	93.10%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.29%	100.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.28%	97.28%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.10%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.08%	97.09%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	80.85%	92.95%
CHEMBL1951	P21397	Monoamine oxidase A	80.60%	91.49%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.44%	96.00%

Plants that contains it

• Celastrus angulata

Cross-Links

• PubChem: 163042199
• LOTUS: LTS0046623
• wikiData: Q105129790