[(1S,3R,13R,14S,17S,18R,19R,20R,21S,22R,23S,24R,25S)-19,21-diacetyloxy-24,25-dihydroxy-3,13,14,25-tetramethyl-22-(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: ec58b031-c17a-4b38-aa0e-4a1e3bec6726
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [(1S,3R,13R,14S,17S,18R,19R,20R,21S,22R,23S,24R,25S)-19,21-diacetyloxy-24,25-dihydroxy-3,13,14,25-tetramethyl-22-(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/C45H56N2O18/c1-20(2)37(52)59-19-44-35(60-24(7)48)31(62-38(53)21(3)4)30-33(51)45(44)43(10,57)34(32(36(44)61-25(8)49)63-40(55)26-12-13-29(50)47(11)17-26)64-39(54)23(6)22(5)27-14-15-46-16-28(27)41(56)58-18-42(30,9)65-45/h12-17,20-23,30-36,51,57H,18-19H2,1-11H3/t22-,23+,30-,31-,32+,33-,34+,35-,36+,42+,43+,44-,45+/m1/s1
• InChI Key: SOCXNSCDMBYIHI-FYOIIPQLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₅₆N₂O₁₈
• Molecular Weight: 912.90 g/mol
• Exact Mass: 912.35281294 g/mol
• Topological Polar Surface Area (TPSA): 267.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.73
• H-Bond Acceptor: 20
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7415	74.15%
Caco-2	-	0.8558	85.58%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Lysosomes	0.3880	38.80%
OATP2B1 inhibitior	-	0.5786	57.86%
OATP1B1 inhibitior	+	0.8282	82.82%
OATP1B3 inhibitior	+	0.9311	93.11%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9881	98.81%
P-glycoprotein inhibitior	+	0.7963	79.63%
P-glycoprotein substrate	+	0.7745	77.45%
CYP3A4 substrate	+	0.7244	72.44%
CYP2C9 substrate	-	0.5986	59.86%
CYP2D6 substrate	-	0.8802	88.02%
CYP3A4 inhibition	-	0.8599	85.99%
CYP2C9 inhibition	-	0.6364	63.64%
CYP2C19 inhibition	-	0.6288	62.88%
CYP2D6 inhibition	-	0.9071	90.71%
CYP1A2 inhibition	-	0.6581	65.81%
CYP2C8 inhibition	+	0.8072	80.72%
CYP inhibitory promiscuity	-	0.5059	50.59%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.4882	48.82%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.9031	90.31%
Skin irritation	-	0.8224	82.24%
Skin corrosion	-	0.9393	93.93%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6923	69.23%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.8879	88.79%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5317	53.17%
Acute Oral Toxicity (c)	III	0.5401	54.01%
Estrogen receptor binding	+	0.7928	79.28%
Androgen receptor binding	+	0.7492	74.92%
Thyroid receptor binding	+	0.6768	67.68%
Glucocorticoid receptor binding	+	0.7682	76.82%
Aromatase binding	+	0.6579	65.79%
PPAR gamma	+	0.7858	78.58%
Honey bee toxicity	-	0.6419	64.19%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.8358	83.58%

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	99.46%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.66%	96.09%
CHEMBL2581	P07339	Cathepsin D	98.13%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.92%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.50%	86.33%
CHEMBL2996	Q05655	Protein kinase C delta	96.81%	97.79%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.17%	96.77%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.08%	95.89%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	92.23%	95.17%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.95%	89.34%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.10%	91.24%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	87.91%	81.11%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.78%	91.11%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.01%	91.07%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.95%	99.23%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	86.48%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.44%	89.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	85.19%	93.10%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.07%	96.90%
CHEMBL4208	P20618	Proteasome component C5	85.04%	90.00%
CHEMBL5028	O14672	ADAM10	84.45%	97.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.15%	94.00%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	83.81%	91.43%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	83.50%	96.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.22%	93.00%
CHEMBL1951	P21397	Monoamine oxidase A	82.95%	91.49%
CHEMBL3891	P07384	Calpain 1	81.14%	93.04%
CHEMBL5805	Q9NR97	Toll-like receptor 8	80.95%	96.25%

Plants that contains it

• Semialarium mexicanum

Cross-Links

• PubChem: 162908738
• LOTUS: LTS0006821
• wikiData: Q105256855