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

Details

• Internal ID: 35161b0b-a511-4413-a907-a54e252f3be2
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Hexacarboxylic acids and derivatives
• IUPAC Name: [(1R,2R,4R,5S,6R,7S,8S,9S,12S)-4,8,12-triacetyloxy-7-(furan-3-carbonyloxy)-2-hydroxy-2,10,10-trimethyl-6-(2-methylpropanoyloxymethyl)-11-oxatricyclo[7.2.1.01,6]dodecan-5-yl] pyridine-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)C5=CN=CC=C5
• SMILES (Isomeric): CC(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)C)C(O3)(C)C)OC(=O)C)(C)O)OC(=O)C)OC(=O)C5=CN=CC=C5
• InChI: InChI=1S/C36H43NO15/c1-18(2)30(41)46-17-35-27(50-31(42)22-10-9-12-37-15-22)24(47-19(3)38)14-34(8,44)36(35)28(49-21(5)40)25(33(6,7)52-36)26(48-20(4)39)29(35)51-32(43)23-11-13-45-16-23/h9-13,15-16,18,24-29,44H,14,17H2,1-8H3/t24-,25+,26+,27-,28+,29-,34-,35-,36-/m1/s1
• InChI Key: NGFXHJYITMLCOZ-OOHBVSGRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₃NO₁₅
• Molecular Weight: 729.70 g/mol
• Exact Mass: 729.26326966 g/mol
• Topological Polar Surface Area (TPSA): 213.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.74
• H-Bond Acceptor: 16
• H-Bond Donor: 1
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8879	88.79%
Caco-2	-	0.8203	82.03%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6312	63.12%
OATP2B1 inhibitior	-	0.5750	57.50%
OATP1B1 inhibitior	+	0.8229	82.29%
OATP1B3 inhibitior	+	0.8698	86.98%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9391	93.91%
P-glycoprotein inhibitior	+	0.8586	85.86%
P-glycoprotein substrate	+	0.5735	57.35%
CYP3A4 substrate	+	0.6866	68.66%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8653	86.53%
CYP3A4 inhibition	-	0.5355	53.55%
CYP2C9 inhibition	-	0.7861	78.61%
CYP2C19 inhibition	-	0.7567	75.67%
CYP2D6 inhibition	-	0.9351	93.51%
CYP1A2 inhibition	-	0.7209	72.09%
CYP2C8 inhibition	+	0.7964	79.64%
CYP inhibitory promiscuity	-	0.7375	73.75%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5190	51.90%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.8887	88.87%
Skin irritation	-	0.8148	81.48%
Skin corrosion	-	0.9424	94.24%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6823	68.23%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.5072	50.72%
skin sensitisation	-	0.8416	84.16%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.7256	72.56%
Acute Oral Toxicity (c)	III	0.4486	44.86%
Estrogen receptor binding	+	0.7820	78.20%
Androgen receptor binding	+	0.7208	72.08%
Thyroid receptor binding	+	0.6456	64.56%
Glucocorticoid receptor binding	+	0.7065	70.65%
Aromatase binding	+	0.6188	61.88%
PPAR gamma	+	0.7116	71.16%
Honey bee toxicity	-	0.7626	76.26%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5255	52.55%
Fish aquatic toxicity	+	0.8813	88.13%

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	98.63%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	97.57%	97.79%
CHEMBL221	P23219	Cyclooxygenase-1	96.74%	90.17%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	96.04%	93.10%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.95%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.49%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.31%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.30%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.07%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.34%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.99%	91.07%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.17%	99.23%
CHEMBL4208	P20618	Proteasome component C5	86.73%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.60%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.17%	89.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.08%	91.24%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.17%	98.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.85%	96.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.12%	94.80%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.27%	95.89%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	81.20%	92.95%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.19%	95.71%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.81%	96.67%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.60%	89.34%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	80.60%	81.11%
CHEMBL5028	O14672	ADAM10	80.36%	97.50%

Plants that contains it

• Tripterygium wilfordii

Cross-Links

• PubChem: 163065050
• LOTUS: LTS0202565
• wikiData: Q105178886