[22,24-Diacetyloxy-25-hydroxy-3,13,14,25-tetramethyl-19,21-bis(2-methylpropanoyloxy)-20-(2-methylpropanoyloxymethyl)-6,15-dioxo-2,5,16-trioxa-9-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: 0a01749d-fd3c-4260-a163-1765c7a27d9d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [22,24-diacetyloxy-25-hydroxy-3,13,14,25-tetramethyl-19,21-bis(2-methylpropanoyloxy)-20-(2-methylpropanoyloxymethyl)-6,15-dioxo-2,5,16-trioxa-9-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/C49H62N2O19/c1-22(2)40(55)63-21-48-38(68-41(56)23(3)4)34(64-27(9)52)33-36(65-28(10)53)49(48)47(12,61)37(35(39(48)69-42(57)24(5)6)66-44(59)29-14-15-32(54)51(13)19-29)67-43(58)26(8)25(7)30-16-17-50-18-31(30)45(60)62-20-46(33,11)70-49/h14-19,22-26,33-39,61H,20-21H2,1-13H3
• InChI Key: OWVNGHZLFAUDIL-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₆₂N₂O₁₉
• Molecular Weight: 983.00 g/mol
• Exact Mass: 982.39467775 g/mol
• Topological Polar Surface Area (TPSA): 273.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.93
• H-Bond Acceptor: 21
• H-Bond Donor: 1
• Rotatable Bonds: 11

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	-	0.8549	85.49%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Lysosomes	0.4547	45.47%
OATP2B1 inhibitior	-	0.5768	57.68%
OATP1B1 inhibitior	+	0.8240	82.40%
OATP1B3 inhibitior	+	0.9282	92.82%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9896	98.96%
P-glycoprotein inhibitior	+	0.7973	79.73%
P-glycoprotein substrate	+	0.7750	77.50%
CYP3A4 substrate	+	0.7249	72.49%
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	+	0.8144	81.44%
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	-	0.9021	90.21%
Skin irritation	-	0.8276	82.76%
Skin corrosion	-	0.9412	94.12%
Ames mutagenesis	-	0.6337	63.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6973	69.73%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.8928	89.28%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.5429	54.29%
Acute Oral Toxicity (c)	III	0.5429	54.29%
Estrogen receptor binding	+	0.8062	80.62%
Androgen receptor binding	+	0.7544	75.44%
Thyroid receptor binding	+	0.6844	68.44%
Glucocorticoid receptor binding	+	0.7775	77.75%
Aromatase binding	+	0.6654	66.54%
PPAR gamma	+	0.7867	78.67%
Honey bee toxicity	-	0.6629	66.29%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
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	98.70%	96.09%
CHEMBL2581	P07339	Cathepsin D	98.55%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.75%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.69%	86.33%
CHEMBL2996	Q05655	Protein kinase C delta	96.35%	97.79%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.18%	96.77%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.48%	95.89%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	91.44%	95.17%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.53%	91.24%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.41%	99.23%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	87.08%	89.34%
CHEMBL1951	P21397	Monoamine oxidase A	86.98%	91.49%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.68%	91.07%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.29%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.87%	91.11%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	85.71%	93.10%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	85.59%	91.43%
CHEMBL4208	P20618	Proteasome component C5	85.35%	90.00%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	85.16%	81.11%
CHEMBL5028	O14672	ADAM10	85.07%	97.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.72%	93.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.30%	82.69%
CHEMBL202	P00374	Dihydrofolate reductase	84.00%	89.92%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.99%	89.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.85%	96.90%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.17%	98.75%
CHEMBL5805	Q9NR97	Toll-like receptor 8	83.14%	96.25%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	83.08%	96.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.63%	94.42%
CHEMBL3891	P07384	Calpain 1	81.02%	93.04%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	80.04%	85.83%

Plants that contains it

• Semialarium mexicanum

Cross-Links

• PubChem: 162892634
• LOTUS: LTS0103719
• wikiData: Q105202322