[(1S,3R,14R,17S,18R,19R,20R,21S,22R,23R,24R,25S)-19,21,24-triacetyloxy-25-hydroxy-3,14,25-trimethyl-22-(2-methylpropanoyloxy)-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: 9d0a45ed-831f-4f63-a6c6-e3fa90012b36
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: [(1S,3R,14R,17S,18R,19R,20R,21S,22R,23R,24R,25S)-19,21,24-triacetyloxy-25-hydroxy-3,14,25-trimethyl-22-(2-methylpropanoyloxy)-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/C46H56N2O19/c1-21(2)38(53)60-20-45-36(62-25(7)50)32(64-39(54)22(3)4)31-34(61-24(6)49)46(45)44(10,58)35(33(37(45)63-26(8)51)65-41(56)27-14-15-30(52)48(11)18-27)66-40(55)23(5)17-29-28(13-12-16-47-29)42(57)59-19-43(31,9)67-46/h12-16,18,21-23,31-37,58H,17,19-20H2,1-11H3/t23-,31-,32-,33+,34-,35+,36-,37+,43+,44+,45-,46+/m1/s1
• InChI Key: LRZMHCHCAQHLOZ-KQLOBKSBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₅₆N₂O₁₉
• Molecular Weight: 940.90 g/mol
• Exact Mass: 940.34772756 g/mol
• Topological Polar Surface Area (TPSA): 273.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.74
• H-Bond Acceptor: 21
• H-Bond Donor: 1
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6098	60.98%
Caco-2	-	0.8540	85.40%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Lysosomes	0.4325	43.25%
OATP2B1 inhibitior	-	0.7177	71.77%
OATP1B1 inhibitior	+	0.8291	82.91%
OATP1B3 inhibitior	+	0.9273	92.73%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9915	99.15%
P-glycoprotein inhibitior	+	0.8060	80.60%
P-glycoprotein substrate	+	0.7887	78.87%
CYP3A4 substrate	+	0.7261	72.61%
CYP2C9 substrate	-	0.5834	58.34%
CYP2D6 substrate	-	0.8783	87.83%
CYP3A4 inhibition	-	0.7756	77.56%
CYP2C9 inhibition	-	0.5799	57.99%
CYP2C19 inhibition	-	0.5613	56.13%
CYP2D6 inhibition	-	0.9122	91.22%
CYP1A2 inhibition	-	0.6462	64.62%
CYP2C8 inhibition	+	0.7946	79.46%
CYP inhibitory promiscuity	-	0.5444	54.44%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4873	48.73%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9044	90.44%
Skin irritation	-	0.8268	82.68%
Skin corrosion	-	0.9414	94.14%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7357	73.57%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	+	0.6181	61.81%
skin sensitisation	-	0.8957	89.57%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.6338	63.38%
Acute Oral Toxicity (c)	III	0.5649	56.49%
Estrogen receptor binding	+	0.8117	81.17%
Androgen receptor binding	+	0.7619	76.19%
Thyroid receptor binding	+	0.6723	67.23%
Glucocorticoid receptor binding	+	0.7878	78.78%
Aromatase binding	+	0.6731	67.31%
PPAR gamma	+	0.7931	79.31%
Honey bee toxicity	-	0.6768	67.68%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.8275	82.75%

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	99.18%	96.09%
CHEMBL2581	P07339	Cathepsin D	99.01%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.99%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.81%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.54%	86.33%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	94.79%	95.17%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.81%	96.77%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.08%	82.69%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	91.83%	96.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	91.46%	93.10%
CHEMBL1951	P21397	Monoamine oxidase A	91.28%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.99%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.46%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.39%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.62%	99.23%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.51%	93.00%
CHEMBL3891	P07384	Calpain 1	88.30%	93.04%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	86.95%	94.42%
CHEMBL202	P00374	Dihydrofolate reductase	86.12%	89.92%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	86.00%	81.11%
CHEMBL4208	P20618	Proteasome component C5	85.72%	90.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.57%	91.11%
CHEMBL2996	Q05655	Protein kinase C delta	85.54%	97.79%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.96%	98.75%
CHEMBL1937	Q92769	Histone deacetylase 2	84.81%	94.75%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.61%	89.34%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.82%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.81%	96.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.50%	96.90%
CHEMBL5028	O14672	ADAM10	82.03%	97.50%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.85%	96.67%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	81.64%	87.67%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.23%	96.47%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.08%	100.00%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	80.71%	91.43%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.52%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.03%	92.62%

Plants that contains it

• Semialarium mexicanum

Cross-Links

• PubChem: 162884752
• LOTUS: LTS0073254
• wikiData: Q105156428