[(1S,3R,13R,14S,17S,18R,19R,20R,21S,22R,23R,24R,25S)-19,21,22,24-tetraacetyloxy-25-hydroxy-3,13,14,25-tetramethyl-20-(2-methylpropanoyloxymethyl)-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] 1-methyl-6-oxopyridine-3-carboxylate

Details

• Internal ID: a57c932b-ebbf-4f3d-8303-c94d0422e343
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: [(1S,3R,13R,14S,17S,18R,19R,20R,21S,22R,23R,24R,25S)-19,21,22,24-tetraacetyloxy-25-hydroxy-3,13,14,25-tetramethyl-20-(2-methylpropanoyloxymethyl)-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] 1-methyl-6-oxopyridine-3-carboxylate
• InChI: InChI=1S/C45H54N2O19/c1-20(2)38(53)59-19-44-36(62-25(7)50)32(60-23(5)48)30-34(61-24(6)49)45(44)43(10,57)35(33(37(44)63-26(8)51)64-40(55)27-14-15-29(52)47(11)17-27)65-39(54)22(4)21(3)31-28(13-12-16-46-31)41(56)58-18-42(30,9)66-45/h12-17,20-22,30,32-37,57H,18-19H2,1-11H3/t21-,22+,30-,32-,33+,34-,35+,36-,37+,42+,43+,44-,45+/m1/s1
• InChI Key: UEVGQRBRBJFMRH-XPYIAHFXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₅₄N₂O₁₉
• Molecular Weight: 926.90 g/mol
• Exact Mass: 926.33207750 g/mol
• Topological Polar Surface Area (TPSA): 273.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.66
• H-Bond Acceptor: 21
• 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	-	0.5179	51.79%
Caco-2	-	0.8548	85.48%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Lysosomes	0.4547	45.47%
OATP2B1 inhibitior	-	0.5760	57.60%
OATP1B1 inhibitior	+	0.8324	83.24%
OATP1B3 inhibitior	+	0.9282	92.82%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9914	99.14%
P-glycoprotein inhibitior	+	0.8123	81.23%
P-glycoprotein substrate	+	0.7930	79.30%
CYP3A4 substrate	+	0.7284	72.84%
CYP2C9 substrate	+	0.5985	59.85%
CYP2D6 substrate	-	0.8841	88.41%
CYP3A4 inhibition	-	0.7251	72.51%
CYP2C9 inhibition	-	0.5471	54.71%
CYP2C19 inhibition	-	0.5387	53.87%
CYP2D6 inhibition	-	0.9055	90.55%
CYP1A2 inhibition	-	0.5769	57.69%
CYP2C8 inhibition	+	0.7224	72.24%
CYP inhibitory promiscuity	-	0.5320	53.20%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.4673	46.73%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9031	90.31%
Skin irritation	-	0.8276	82.76%
Skin corrosion	-	0.9412	94.12%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7402	74.02%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.8928	89.28%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.6580	65.80%
Acute Oral Toxicity (c)	III	0.5429	54.29%
Estrogen receptor binding	+	0.7986	79.86%
Androgen receptor binding	+	0.7560	75.60%
Thyroid receptor binding	+	0.6796	67.96%
Glucocorticoid receptor binding	+	0.7705	77.05%
Aromatase binding	+	0.6661	66.61%
PPAR gamma	+	0.7793	77.93%
Honey bee toxicity	-	0.6884	68.84%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8564	85.64%

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	99.52%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.91%	96.09%
CHEMBL2581	P07339	Cathepsin D	98.84%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.41%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.27%	85.14%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	96.40%	95.17%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.20%	96.77%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	95.97%	93.10%
CHEMBL1951	P21397	Monoamine oxidase A	94.72%	91.49%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.27%	82.69%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.69%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.70%	89.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	89.48%	94.42%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.65%	95.89%
CHEMBL2996	Q05655	Protein kinase C delta	88.36%	97.79%
CHEMBL4208	P20618	Proteasome component C5	88.25%	90.00%
CHEMBL3891	P07384	Calpain 1	87.55%	93.04%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	87.51%	81.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.41%	99.23%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	86.23%	96.00%
CHEMBL202	P00374	Dihydrofolate reductase	85.71%	89.92%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.49%	93.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.33%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	84.37%	94.75%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.82%	96.47%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.76%	96.90%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.44%	95.56%
CHEMBL5028	O14672	ADAM10	82.06%	97.50%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.88%	96.67%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.37%	97.09%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	81.19%	91.43%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.10%	89.34%

Plants that contains it

• Semialarium mexicanum

Cross-Links

• PubChem: 162932758
• LOTUS: LTS0105596
• wikiData: Q105271157