[4,12-Diacetyloxy-2-hydroxy-2,10,10-trimethyl-7-(2-methylbutanoyloxy)-6-(2-methylbutanoyloxymethyl)-11-oxatricyclo[7.2.1.01,6]dodecan-5-yl] furan-3-carboxylate

Details

• Internal ID: 142eca7a-fbf7-4f97-b388-2eae2fb73f51
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: [4,12-diacetyloxy-2-hydroxy-2,10,10-trimethyl-7-(2-methylbutanoyloxy)-6-(2-methylbutanoyloxymethyl)-11-oxatricyclo[7.2.1.01,6]dodecan-5-yl] furan-3-carboxylate
• SMILES (Canonical): CCC(C)C(=O)OCC12C(CC3C(C1(C(CC(C2OC(=O)C4=COC=C4)OC(=O)C)(C)O)OC3(C)C)OC(=O)C)OC(=O)C(C)CC
• SMILES (Isomeric): CCC(C)C(=O)OCC12C(CC3C(C1(C(CC(C2OC(=O)C4=COC=C4)OC(=O)C)(C)O)OC3(C)C)OC(=O)C)OC(=O)C(C)CC
• InChI: InChI=1S/C34H48O13/c1-10-18(3)28(37)42-17-33-25(45-29(38)19(4)11-2)14-23-26(44-21(6)36)34(33,47-31(23,7)8)32(9,40)15-24(43-20(5)35)27(33)46-30(39)22-12-13-41-16-22/h12-13,16,18-19,23-27,40H,10-11,14-15,17H2,1-9H3
• InChI Key: PUKAMKMBAALQEW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₈O₁₃
• Molecular Weight: 664.70 g/mol
• Exact Mass: 664.30949158 g/mol
• Topological Polar Surface Area (TPSA): 174.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.92
• H-Bond Acceptor: 13
• H-Bond Donor: 1
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9854	98.54%
Caco-2	-	0.7953	79.53%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6842	68.42%
OATP2B1 inhibitior	-	0.8565	85.65%
OATP1B1 inhibitior	+	0.7946	79.46%
OATP1B3 inhibitior	+	0.8551	85.51%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9648	96.48%
P-glycoprotein inhibitior	+	0.8425	84.25%
P-glycoprotein substrate	+	0.5789	57.89%
CYP3A4 substrate	+	0.6996	69.96%
CYP2C9 substrate	-	0.6015	60.15%
CYP2D6 substrate	-	0.8606	86.06%
CYP3A4 inhibition	+	0.5842	58.42%
CYP2C9 inhibition	-	0.6488	64.88%
CYP2C19 inhibition	-	0.7134	71.34%
CYP2D6 inhibition	-	0.9503	95.03%
CYP1A2 inhibition	-	0.8558	85.58%
CYP2C8 inhibition	+	0.7524	75.24%
CYP inhibitory promiscuity	-	0.8411	84.11%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5450	54.50%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.8966	89.66%
Skin irritation	-	0.6806	68.06%
Skin corrosion	-	0.9492	94.92%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6576	65.76%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.5944	59.44%
skin sensitisation	-	0.8585	85.85%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.8717	87.17%
Acute Oral Toxicity (c)	I	0.3595	35.95%
Estrogen receptor binding	+	0.8104	81.04%
Androgen receptor binding	+	0.7338	73.38%
Thyroid receptor binding	+	0.5994	59.94%
Glucocorticoid receptor binding	+	0.7292	72.92%
Aromatase binding	+	0.7030	70.30%
PPAR gamma	+	0.7452	74.52%
Honey bee toxicity	-	0.7915	79.15%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5445	54.45%
Fish aquatic toxicity	+	0.9950	99.50%

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	98.94%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	97.96%	97.79%
CHEMBL221	P23219	Cyclooxygenase-1	96.27%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.30%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.60%	97.25%
CHEMBL2581	P07339	Cathepsin D	92.55%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.72%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.30%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.28%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.68%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.00%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.89%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.95%	96.00%
CHEMBL4040	P28482	MAP kinase ERK2	84.76%	83.82%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.18%	100.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.33%	89.50%
CHEMBL340	P08684	Cytochrome P450 3A4	83.26%	91.19%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.92%	97.28%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.54%	97.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.09%	94.00%
CHEMBL4208	P20618	Proteasome component C5	80.49%	90.00%

Plants that contains it

• Euonymus nanoides

Cross-Links

• PubChem: 85124591
• LOTUS: LTS0246183
• wikiData: Q105215139