[19,21,24-Triacetyloxy-20-(acetyloxymethyl)-25-hydroxy-3,13,14,25-tetramethyl-22-(2-methylpropanoyloxy)-6,15-dioxo-2,5,16-trioxa-11-azapentacyclo[15.7.1.01,20.03,23.07,12]pentacosa-7(12),8,10-trien-18-yl] pyridine-3-carboxylate

Details

• Internal ID: 03c5c705-645e-4c38-a719-a53e8d321875
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: [19,21,24-triacetyloxy-20-(acetyloxymethyl)-25-hydroxy-3,13,14,25-tetramethyl-22-(2-methylpropanoyloxy)-6,15-dioxo-2,5,16-trioxa-11-azapentacyclo[15.7.1.01,20.03,23.07,12]pentacosa-7(12),8,10-trien-18-yl] pyridine-3-carboxylate
• SMILES (Canonical): CC1C(C(=O)OC2C(C(C3(C(C(C4C(C3(C2(C)O)OC4(COC(=O)C5=C1N=CC=C5)C)OC(=O)C)OC(=O)C(C)C)OC(=O)C)COC(=O)C)OC(=O)C)OC(=O)C6=CN=CC=C6)C
• SMILES (Isomeric): CC1C(C(=O)OC2C(C(C3(C(C(C4C(C3(C2(C)O)OC4(COC(=O)C5=C1N=CC=C5)C)OC(=O)C)OC(=O)C(C)C)OC(=O)C)COC(=O)C)OC(=O)C)OC(=O)C6=CN=CC=C6)C
• InChI: InChI=1S/C44H52N2O18/c1-20(2)37(51)61-31-29-33(58-24(6)48)44-42(10,55)34(63-38(52)22(4)21(3)30-28(14-12-16-46-30)40(54)57-18-41(29,9)64-44)32(62-39(53)27-13-11-15-45-17-27)36(60-26(8)50)43(44,19-56-23(5)47)35(31)59-25(7)49/h11-17,20-22,29,31-36,55H,18-19H2,1-10H3
• InChI Key: MSVGGLNVZBBEKQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₅₂N₂O₁₈
• Molecular Weight: 896.90 g/mol
• Exact Mass: 896.32151281 g/mol
• Topological Polar Surface Area (TPSA): 266.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.36
• H-Bond Acceptor: 20
• 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	+	0.8568	85.68%
Caco-2	-	0.8533	85.33%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6370	63.70%
OATP2B1 inhibitior	-	0.7153	71.53%
OATP1B1 inhibitior	+	0.8355	83.55%
OATP1B3 inhibitior	+	0.9093	90.93%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9756	97.56%
P-glycoprotein inhibitior	+	0.8326	83.26%
P-glycoprotein substrate	+	0.7432	74.32%
CYP3A4 substrate	+	0.7077	70.77%
CYP2C9 substrate	-	0.6071	60.71%
CYP2D6 substrate	-	0.8896	88.96%
CYP3A4 inhibition	-	0.8059	80.59%
CYP2C9 inhibition	-	0.7119	71.19%
CYP2C19 inhibition	-	0.6583	65.83%
CYP2D6 inhibition	-	0.9168	91.68%
CYP1A2 inhibition	-	0.6205	62.05%
CYP2C8 inhibition	+	0.7564	75.64%
CYP inhibitory promiscuity	-	0.6688	66.88%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5235	52.35%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9031	90.31%
Skin irritation	-	0.8245	82.45%
Skin corrosion	-	0.9419	94.19%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3698	36.98%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	+	0.6053	60.53%
skin sensitisation	-	0.8477	84.77%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.7446	74.46%
Acute Oral Toxicity (c)	III	0.5322	53.22%
Estrogen receptor binding	+	0.7702	77.02%
Androgen receptor binding	+	0.7437	74.37%
Thyroid receptor binding	+	0.6530	65.30%
Glucocorticoid receptor binding	+	0.7102	71.02%
Aromatase binding	+	0.6094	60.94%
PPAR gamma	+	0.7515	75.15%
Honey bee toxicity	-	0.6814	68.14%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9234	92.34%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.68%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.49%	85.14%
CHEMBL2581	P07339	Cathepsin D	97.89%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.08%	86.33%
CHEMBL2996	Q05655	Protein kinase C delta	97.03%	97.79%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.00%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	96.65%	91.49%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	95.92%	94.80%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	94.97%	89.34%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	94.81%	93.10%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	94.75%	98.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.73%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.93%	99.23%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.38%	96.77%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	89.64%	95.71%
CHEMBL221	P23219	Cyclooxygenase-1	89.29%	90.17%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	89.16%	81.11%
CHEMBL2535	P11166	Glucose transporter	88.85%	98.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.80%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.74%	89.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	88.54%	95.71%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.31%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.90%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.39%	94.00%
CHEMBL4208	P20618	Proteasome component C5	87.26%	90.00%
CHEMBL202	P00374	Dihydrofolate reductase	86.89%	89.92%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.15%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.77%	92.62%
CHEMBL5028	O14672	ADAM10	83.74%	97.50%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	83.35%	96.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.59%	82.69%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.25%	96.47%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	82.09%	83.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.62%	96.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.57%	91.24%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	81.50%	95.17%

Plants that contains it

• Celastrus angulata

Cross-Links

• PubChem: 162928876
• LOTUS: LTS0148071
• wikiData: Q105171455