[4,5,12-Triacetyloxy-6-(acetyloxymethyl)-2-hydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.01,6]dodecan-7-yl] pyridine-3-carboxylate

Details

• Internal ID: 0b13037a-0770-4f1c-9390-1b663db535d4
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: [4,5,12-triacetyloxy-6-(acetyloxymethyl)-2-hydroxy-2,10,10-trimethyl-11-oxatricyclo[7.2.1.01,6]dodecan-7-yl] pyridine-3-carboxylate
• SMILES (Canonical): CC(=O)OCC12C(CC3C(C1(C(CC(C2OC(=O)C)OC(=O)C)(C)O)OC3(C)C)OC(=O)C)OC(=O)C4=CN=CC=C4
• SMILES (Isomeric): CC(=O)OCC12C(CC3C(C1(C(CC(C2OC(=O)C)OC(=O)C)(C)O)OC3(C)C)OC(=O)C)OC(=O)C4=CN=CC=C4
• InChI: InChI=1S/C29H37NO12/c1-15(31)37-14-28-22(41-25(35)19-9-8-10-30-13-19)11-20-23(39-17(3)33)29(28,42-26(20,5)6)27(7,36)12-21(38-16(2)32)24(28)40-18(4)34/h8-10,13,20-24,36H,11-12,14H2,1-7H3
• InChI Key: RPUCXGXPWYXBOD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₇NO₁₂
• Molecular Weight: 591.60 g/mol
• Exact Mass: 591.23157562 g/mol
• Topological Polar Surface Area (TPSA): 174.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.67
• H-Bond Acceptor: 13
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9411	94.11%
Caco-2	-	0.7617	76.17%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6435	64.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8942	89.42%
OATP1B3 inhibitior	+	0.8718	87.18%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8970	89.70%
P-glycoprotein inhibitior	+	0.8255	82.55%
P-glycoprotein substrate	-	0.5561	55.61%
CYP3A4 substrate	+	0.6616	66.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8682	86.82%
CYP3A4 inhibition	+	0.5396	53.96%
CYP2C9 inhibition	-	0.8466	84.66%
CYP2C19 inhibition	-	0.7996	79.96%
CYP2D6 inhibition	-	0.9426	94.26%
CYP1A2 inhibition	-	0.7607	76.07%
CYP2C8 inhibition	+	0.8367	83.67%
CYP inhibitory promiscuity	-	0.8241	82.41%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5678	56.78%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.8900	89.00%
Skin irritation	-	0.7714	77.14%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7552	75.52%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	-	0.5838	58.38%
skin sensitisation	-	0.8593	85.93%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.6836	68.36%
Acute Oral Toxicity (c)	III	0.4084	40.84%
Estrogen receptor binding	+	0.8099	80.99%
Androgen receptor binding	+	0.6703	67.03%
Thyroid receptor binding	+	0.6506	65.06%
Glucocorticoid receptor binding	+	0.6529	65.29%
Aromatase binding	+	0.5960	59.60%
PPAR gamma	+	0.7074	70.74%
Honey bee toxicity	-	0.8116	81.16%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5055	50.55%
Fish aquatic toxicity	+	0.9440	94.40%

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	98.34%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	97.94%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.11%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.89%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	91.77%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.68%	91.11%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	90.44%	81.11%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	89.44%	93.10%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.60%	94.00%
CHEMBL2581	P07339	Cathepsin D	86.58%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.70%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.48%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.32%	97.09%
CHEMBL4208	P20618	Proteasome component C5	84.92%	90.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.06%	91.07%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.65%	100.00%
CHEMBL2535	P11166	Glucose transporter	82.48%	98.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.48%	94.45%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.01%	94.80%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	80.42%	96.00%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	80.08%	91.65%

Plants that contains it

• Gymnosporia serrata

Cross-Links

• PubChem: 15560165
• LOTUS: LTS0009717
• wikiData: Q105135744