[(1S,3R,15S,18S,19R,20R,21R,22S,23R,24R,25R,26S)-20,22,23,25-tetraacetyloxy-21-(acetyloxymethyl)-26-hydroxy-3,15,26-trimethyl-6,16-dioxo-2,5,17-trioxa-11-azapentacyclo[16.7.1.01,21.03,24.07,12]hexacosa-7(12),8,10-trien-19-yl] 1-methyl-6-oxopyridine-3-carboxylate

Details

• Internal ID: bdaafc47-65ce-48e2-81f3-f31d79aa9ba4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [(1S,3R,15S,18S,19R,20R,21R,22S,23R,24R,25R,26S)-20,22,23,25-tetraacetyloxy-21-(acetyloxymethyl)-26-hydroxy-3,15,26-trimethyl-6,16-dioxo-2,5,17-trioxa-11-azapentacyclo[16.7.1.01,21.03,24.07,12]hexacosa-7(12),8,10-trien-19-yl] 1-methyl-6-oxopyridine-3-carboxylate
• SMILES (Canonical): CC1CCC2=C(C=CC=N2)C(=O)OCC3(C4C(C(C5(C(C(C(C(C5(C4OC(=O)C)O3)(C)O)OC1=O)OC(=O)C6=CN(C(=O)C=C6)C)OC(=O)C)COC(=O)C)OC(=O)C)OC(=O)C)C
• SMILES (Isomeric): C[C@H]1CCC2=C(C=CC=N2)C(=O)OC[C@]3([C@@H]4[C@H]([C@H]([C@@]5([C@H]([C@H]([C@@H]([C@]([C@]5([C@@H]4OC(=O)C)O3)(C)O)OC1=O)OC(=O)C6=CN(C(=O)C=C6)C)OC(=O)C)COC(=O)C)OC(=O)C)OC(=O)C)C
• InChI: InChI=1S/C43H50N2O19/c1-20-12-14-28-27(11-10-16-44-28)39(54)57-18-40(7)30-31(58-22(3)47)35(60-24(5)49)42(19-56-21(2)46)36(61-25(6)50)32(62-38(53)26-13-15-29(51)45(9)17-26)34(63-37(20)52)41(8,55)43(42,64-40)33(30)59-23(4)48/h10-11,13,15-17,20,30-36,55H,12,14,18-19H2,1-9H3/t20-,30+,31+,32-,33+,34-,35+,36-,40-,41-,42+,43-/m0/s1
• InChI Key: ODAOOAGRHIGVHA-AKZAWXKKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₅₀N₂O₁₉
• Molecular Weight: 898.90 g/mol
• Exact Mass: 898.30077737 g/mol
• Topological Polar Surface Area (TPSA): 273.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.86
• H-Bond Acceptor: 21
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6163	61.63%
Caco-2	-	0.8481	84.81%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4164	41.64%
OATP2B1 inhibitior	-	0.5799	57.99%
OATP1B1 inhibitior	+	0.8352	83.52%
OATP1B3 inhibitior	+	0.9267	92.67%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7794	77.94%
BSEP inhibitior	+	0.9926	99.26%
P-glycoprotein inhibitior	+	0.8166	81.66%
P-glycoprotein substrate	+	0.7692	76.92%
CYP3A4 substrate	+	0.7302	73.02%
CYP2C9 substrate	-	0.5834	58.34%
CYP2D6 substrate	-	0.8783	87.83%
CYP3A4 inhibition	-	0.7994	79.94%
CYP2C9 inhibition	-	0.6679	66.79%
CYP2C19 inhibition	-	0.6454	64.54%
CYP2D6 inhibition	-	0.9339	93.39%
CYP1A2 inhibition	-	0.8373	83.73%
CYP2C8 inhibition	+	0.7923	79.23%
CYP inhibitory promiscuity	-	0.6668	66.68%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5313	53.13%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9047	90.47%
Skin irritation	-	0.8158	81.58%
Skin corrosion	-	0.9397	93.97%
Ames mutagenesis	-	0.6570	65.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7192	71.92%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.9103	91.03%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5896	58.96%
Acute Oral Toxicity (c)	III	0.6211	62.11%
Estrogen receptor binding	+	0.8101	81.01%
Androgen receptor binding	+	0.7571	75.71%
Thyroid receptor binding	+	0.6630	66.30%
Glucocorticoid receptor binding	+	0.7862	78.62%
Aromatase binding	+	0.6646	66.46%
PPAR gamma	+	0.7975	79.75%
Honey bee toxicity	-	0.7210	72.10%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.8011	80.11%

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	98.92%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.58%	97.25%
CHEMBL2581	P07339	Cathepsin D	98.09%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.57%	86.33%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	96.94%	95.17%
CHEMBL1951	P21397	Monoamine oxidase A	96.28%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.90%	85.14%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	95.00%	96.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	94.62%	82.69%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	94.21%	81.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.84%	94.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	91.12%	93.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	90.22%	93.10%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.56%	99.23%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	89.39%	94.42%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.71%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.28%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.02%	95.89%
CHEMBL3891	P07384	Calpain 1	86.48%	93.04%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.71%	95.56%
CHEMBL4208	P20618	Proteasome component C5	84.62%	90.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.52%	92.94%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	83.22%	91.43%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.38%	100.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	82.17%	96.67%
CHEMBL1937	Q92769	Histone deacetylase 2	81.80%	94.75%
CHEMBL5028	O14672	ADAM10	81.45%	97.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.26%	96.90%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	80.98%	87.67%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.23%	95.78%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.12%	94.33%

Plants that contains it

• Semialarium mexicanum

Cross-Links

• PubChem: 163195369
• LOTUS: LTS0178759
• wikiData: Q105189698