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

Details

• Internal ID: 0230cc64-4558-4b01-8cf4-1f126db1ac5c
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Hexacarboxylic acids and derivatives
• IUPAC Name: [(1S,2S,4S,5R,6S,7S,8S,9R,12R)-4,5,8,12-tetraacetyloxy-7-benzoyloxy-2-hydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.01,6]dodecan-6-yl]methyl pyridine-3-carboxylate
• SMILES (Canonical): CC(=O)OC1CC(C23C(C(C(C(C2(C1OC(=O)C)COC(=O)C4=CN=CC=C4)OC(=O)C5=CC=CC=C5)OC(=O)C)C(O3)(C)C)OC(=O)C)(C)O
• SMILES (Isomeric): CC(=O)O[C@H]1C[C@]([C@@]23[C@@H]([C@@H]([C@@H]([C@H]([C@@]2([C@H]1OC(=O)C)COC(=O)C4=CN=CC=C4)OC(=O)C5=CC=CC=C5)OC(=O)C)C(O3)(C)C)OC(=O)C)(C)O
• InChI: InChI=1S/C36H41NO14/c1-19(38)46-25-16-34(7,44)36-29(49-22(4)41)26(33(5,6)51-36)27(47-20(2)39)30(50-32(43)23-12-9-8-10-13-23)35(36,28(25)48-21(3)40)18-45-31(42)24-14-11-15-37-17-24/h8-15,17,25-30,44H,16,18H2,1-7H3/t25-,26+,27-,28-,29+,30+,34-,35-,36-/m0/s1
• InChI Key: KVWURIWHXFIIMM-XCQCIRTOSA-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	+	0.8879	88.79%
Caco-2	-	0.8038	80.38%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6312	63.12%
OATP2B1 inhibitior	-	0.8583	85.83%
OATP1B1 inhibitior	+	0.8841	88.41%
OATP1B3 inhibitior	+	0.8698	86.98%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9568	95.68%
P-glycoprotein inhibitior	+	0.8929	89.29%
P-glycoprotein substrate	-	0.5710	57.10%
CYP3A4 substrate	+	0.6510	65.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8682	86.82%
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	+	0.8248	82.48%
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	-	0.8871	88.71%
Skin irritation	-	0.8148	81.48%
Skin corrosion	-	0.9424	94.24%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7406	74.06%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.5196	51.96%
skin sensitisation	-	0.8416	84.16%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.6036	60.36%
Acute Oral Toxicity (c)	III	0.4486	44.86%
Estrogen receptor binding	+	0.7845	78.45%
Androgen receptor binding	+	0.7014	70.14%
Thyroid receptor binding	+	0.6519	65.19%
Glucocorticoid receptor binding	+	0.6796	67.96%
Aromatase binding	+	0.5406	54.06%
PPAR gamma	+	0.7125	71.25%
Honey bee toxicity	-	0.8264	82.64%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5055	50.55%
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	98.14%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.58%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	95.31%	90.17%
CHEMBL2996	Q05655	Protein kinase C delta	95.19%	97.79%
CHEMBL2581	P07339	Cathepsin D	94.27%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.62%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.10%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.86%	99.23%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	87.35%	81.11%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.62%	94.62%
CHEMBL4208	P20618	Proteasome component C5	85.93%	90.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	85.63%	83.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	84.69%	94.08%
CHEMBL5028	O14672	ADAM10	84.11%	97.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.01%	91.07%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.94%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.66%	94.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	82.12%	93.10%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.45%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.22%	95.89%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.87%	96.67%

Plants that contains it

• Celastrus angulata

Cross-Links

• PubChem: 162946000
• LOTUS: LTS0089770
• wikiData: Q105146779