[(1S,2S,4S,5R,6S,7R,8R,9R,12R)-4,5,12-triacetyloxy-7-(furan-3-carbonyloxy)-2-hydroxy-2,10,10-trimethyl-6-[[(2R)-2-methylbutanoyl]oxymethyl]-11-oxatricyclo[7.2.1.01,6]dodecan-8-yl] furan-3-carboxylate

Details

• Internal ID: de6c0c22-7562-4ee9-8aa9-56a9ead51c27
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Hexacarboxylic acids and derivatives
• IUPAC Name: [(1S,2S,4S,5R,6S,7R,8R,9R,12R)-4,5,12-triacetyloxy-7-(furan-3-carbonyloxy)-2-hydroxy-2,10,10-trimethyl-6-[[(2R)-2-methylbutanoyl]oxymethyl]-11-oxatricyclo[7.2.1.01,6]dodecan-8-yl] furan-3-carboxylate
• SMILES (Canonical): CCC(C)C(=O)OCC12C(C(CC(C13C(C(C(C2OC(=O)C4=COC=C4)OC(=O)C5=COC=C5)C(O3)(C)C)OC(=O)C)(C)O)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CC[C@@H](C)C(=O)OC[C@@]12[C@H]([C@H](C[C@]([C@@]13[C@@H]([C@@H]([C@H]([C@@H]2OC(=O)C4=COC=C4)OC(=O)C5=COC=C5)C(O3)(C)C)OC(=O)C)(C)O)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C36H44O16/c1-9-18(2)30(40)46-17-35-27(48-20(4)38)24(47-19(3)37)14-34(8,43)36(35)28(49-21(5)39)25(33(6,7)52-36)26(50-31(41)22-10-12-44-15-22)29(35)51-32(42)23-11-13-45-16-23/h10-13,15-16,18,24-29,43H,9,14,17H2,1-8H3/t18-,24+,25-,26-,27+,28-,29+,34+,35+,36+/m1/s1
• InChI Key: XVZIBJCJWVZVHE-YSCMOSBRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₄O₁₆
• Molecular Weight: 732.70 g/mol
• Exact Mass: 732.26293531 g/mol
• Topological Polar Surface Area (TPSA): 214.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.33
• H-Bond Acceptor: 16
• 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	+	0.9706	97.06%
Caco-2	-	0.8241	82.41%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6545	65.45%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.7768	77.68%
OATP1B3 inhibitior	+	0.8103	81.03%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9865	98.65%
P-glycoprotein inhibitior	+	0.8553	85.53%
P-glycoprotein substrate	+	0.5476	54.76%
CYP3A4 substrate	+	0.6822	68.22%
CYP2C9 substrate	-	0.6015	60.15%
CYP2D6 substrate	-	0.8606	86.06%
CYP3A4 inhibition	-	0.5802	58.02%
CYP2C9 inhibition	-	0.5768	57.68%
CYP2C19 inhibition	-	0.6793	67.93%
CYP2D6 inhibition	-	0.9469	94.69%
CYP1A2 inhibition	-	0.8199	81.99%
CYP2C8 inhibition	+	0.6969	69.69%
CYP inhibitory promiscuity	-	0.7788	77.88%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5023	50.23%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.8981	89.81%
Skin irritation	-	0.7695	76.95%
Skin corrosion	-	0.9488	94.88%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7708	77.08%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8168	81.68%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7897	78.97%
Acute Oral Toxicity (c)	III	0.4070	40.70%
Estrogen receptor binding	+	0.8117	81.17%
Androgen receptor binding	+	0.7292	72.92%
Thyroid receptor binding	+	0.6194	61.94%
Glucocorticoid receptor binding	+	0.7296	72.96%
Aromatase binding	+	0.6642	66.42%
PPAR gamma	+	0.7598	75.98%
Honey bee toxicity	-	0.8020	80.20%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5005	50.05%
Fish aquatic toxicity	+	0.9888	98.88%

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	98.78%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	96.97%	97.79%
CHEMBL221	P23219	Cyclooxygenase-1	96.71%	90.17%
CHEMBL2581	P07339	Cathepsin D	96.21%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.22%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.58%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.61%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.36%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.39%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.24%	89.00%
CHEMBL4208	P20618	Proteasome component C5	85.19%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.07%	97.09%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.10%	97.28%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.93%	95.71%
CHEMBL4040	P28482	MAP kinase ERK2	81.68%	83.82%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.61%	96.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.16%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.09%	100.00%

Plants that contains it

• Celastrus angulata

Cross-Links

• PubChem: 162930369
• LOTUS: LTS0198652
• wikiData: Q105343281