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

Details

• Internal ID: 024b69cc-fba0-4bca-bc34-3d960d9bb326
• 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-6-(acetyloxymethyl)-7-benzoyloxy-2-hydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.01,6]dodecan-8-yl] pyridine-3-carboxylate
• SMILES (Canonical): CC(=O)OCC12C(C(CC(C13C(C(C(C2OC(=O)C4=CC=CC=C4)OC(=O)C5=CN=CC=C5)C(O3)(C)C)OC(=O)C)(C)O)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CC(=O)OC[C@@]12[C@H]([C@H](C[C@]([C@@]13[C@@H]([C@@H]([C@H]([C@@H]2OC(=O)C4=CC=CC=C4)OC(=O)C5=CN=CC=C5)C(O3)(C)C)OC(=O)C)(C)O)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C36H41NO14/c1-19(38)45-18-35-28(47-21(3)40)25(46-20(2)39)16-34(7,44)36(35)29(48-22(4)41)26(33(5,6)51-36)27(49-32(43)24-14-11-15-37-17-24)30(35)50-31(42)23-12-9-8-10-13-23/h8-15,17,25-30,44H,16,18H2,1-7H3/t25-,26+,27+,28-,29+,30-,34-,35-,36-/m0/s1
• InChI Key: XEBVXBYLWUNWIT-HCXGDASUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₁NO₁₄
• Molecular Weight: 711.70 g/mol
• Exact Mass: 711.25270498 g/mol
• Topological Polar Surface Area (TPSA): 200.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.51
• 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	+	0.9286	92.86%
Caco-2	-	0.8074	80.74%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5971	59.71%
OATP2B1 inhibitior	-	0.8583	85.83%
OATP1B1 inhibitior	+	0.8774	87.74%
OATP1B3 inhibitior	+	0.8537	85.37%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9633	96.33%
P-glycoprotein inhibitior	+	0.9025	90.25%
P-glycoprotein substrate	-	0.5567	55.67%
CYP3A4 substrate	+	0.6463	64.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8682	86.82%
CYP3A4 inhibition	-	0.5659	56.59%
CYP2C9 inhibition	-	0.8299	82.99%
CYP2C19 inhibition	-	0.8092	80.92%
CYP2D6 inhibition	-	0.9410	94.10%
CYP1A2 inhibition	-	0.7273	72.73%
CYP2C8 inhibition	+	0.8304	83.04%
CYP inhibitory promiscuity	-	0.8112	81.12%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5602	56.02%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.8950	89.50%
Skin irritation	-	0.7919	79.19%
Skin corrosion	-	0.9380	93.80%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8124	81.24%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	-	0.5446	54.46%
skin sensitisation	-	0.8474	84.74%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.4527	45.27%
Acute Oral Toxicity (c)	III	0.4162	41.62%
Estrogen receptor binding	+	0.7717	77.17%
Androgen receptor binding	+	0.6976	69.76%
Thyroid receptor binding	+	0.6590	65.90%
Glucocorticoid receptor binding	+	0.6825	68.25%
Aromatase binding	+	0.5687	56.87%
PPAR gamma	+	0.7073	70.73%
Honey bee toxicity	-	0.8205	82.05%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5055	50.55%
Fish aquatic toxicity	+	0.9339	93.39%

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	98.17%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.58%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	96.64%	90.17%
CHEMBL2581	P07339	Cathepsin D	94.42%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.49%	91.11%
CHEMBL2996	Q05655	Protein kinase C delta	92.85%	97.79%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.18%	85.14%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	90.99%	94.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.25%	99.23%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	88.82%	81.11%
CHEMBL1951	P21397	Monoamine oxidase A	86.59%	91.49%
CHEMBL4208	P20618	Proteasome component C5	86.14%	90.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	85.66%	94.08%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.43%	91.07%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	84.12%	83.00%
CHEMBL5028	O14672	ADAM10	84.11%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.85%	95.89%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	82.82%	93.10%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	82.42%	91.65%

Plants that contains it

• Tripterygium wilfordii

Cross-Links

• PubChem: 12047420
• LOTUS: LTS0263968
• wikiData: Q105326238