[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] pyridine-3-carboxylate

Details

• Internal ID: 6396a8ac-b4f5-40ec-8131-f637523aedf5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [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] pyridine-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=CC=C6)OC(=O)C)COC(=O)C)OC(=O)C)OC(=O)C)C
• SMILES (Isomeric): 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=CC=C6)OC(=O)C)COC(=O)C)OC(=O)C)OC(=O)C)C
• InChI: InChI=1S/C42H48N2O18/c1-20-13-14-28-27(12-10-16-44-28)38(52)55-18-39(7)29-30(56-22(3)46)34(58-24(5)48)41(19-54-21(2)45)35(59-25(6)49)31(60-37(51)26-11-9-15-43-17-26)33(61-36(20)50)40(8,53)42(41,62-39)32(29)57-23(4)47/h9-12,15-17,20,29-35,53H,13-14,18-19H2,1-8H3
• InChI Key: AOZDZAAVWCWXHI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₄₈N₂O₁₈
• Molecular Weight: 868.80 g/mol
• Exact Mass: 868.29021269 g/mol
• Topological Polar Surface Area (TPSA): 266.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.55
• H-Bond Acceptor: 20
• 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	+	0.8549	85.49%
Caco-2	-	0.8447	84.47%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6709	67.09%
OATP2B1 inhibitior	-	0.7201	72.01%
OATP1B1 inhibitior	+	0.8403	84.03%
OATP1B3 inhibitior	+	0.9124	91.24%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9872	98.72%
P-glycoprotein inhibitior	+	0.8338	83.38%
P-glycoprotein substrate	+	0.6992	69.92%
CYP3A4 substrate	+	0.7106	71.06%
CYP2C9 substrate	-	0.6048	60.48%
CYP2D6 substrate	-	0.8826	88.26%
CYP3A4 inhibition	-	0.8569	85.69%
CYP2C9 inhibition	-	0.7415	74.15%
CYP2C19 inhibition	-	0.7554	75.54%
CYP2D6 inhibition	-	0.9407	94.07%
CYP1A2 inhibition	-	0.6663	66.63%
CYP2C8 inhibition	+	0.8253	82.53%
CYP inhibitory promiscuity	-	0.6957	69.57%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5448	54.48%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9052	90.52%
Skin irritation	-	0.8051	80.51%
Skin corrosion	-	0.9390	93.90%
Ames mutagenesis	-	0.6170	61.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6482	64.82%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8823	88.23%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.6562	65.62%
Acute Oral Toxicity (c)	III	0.5555	55.55%
Estrogen receptor binding	+	0.7829	78.29%
Androgen receptor binding	+	0.7381	73.81%
Thyroid receptor binding	+	0.6324	63.24%
Glucocorticoid receptor binding	+	0.7106	71.06%
Aromatase binding	+	0.6237	62.37%
PPAR gamma	+	0.7585	75.85%
Honey bee toxicity	-	0.7217	72.17%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.8171	81.71%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.26%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.12%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.95%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	96.90%	91.49%
CHEMBL2581	P07339	Cathepsin D	95.95%	98.95%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	95.30%	81.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.60%	97.25%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	93.59%	96.00%
CHEMBL2996	Q05655	Protein kinase C delta	92.69%	97.79%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.48%	99.23%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	91.62%	98.75%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	91.33%	95.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.88%	82.69%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.71%	89.34%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.35%	94.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	89.01%	93.10%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.56%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.73%	100.00%
CHEMBL2535	P11166	Glucose transporter	87.39%	98.75%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.60%	91.07%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.57%	94.80%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.47%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.35%	89.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	84.13%	94.42%
CHEMBL5028	O14672	ADAM10	83.17%	97.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.63%	93.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.72%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.60%	92.94%
CHEMBL4208	P20618	Proteasome component C5	81.45%	90.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.12%	94.33%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.91%	96.67%
CHEMBL221	P23219	Cyclooxygenase-1	80.90%	90.17%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.70%	96.77%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	80.28%	83.00%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	80.04%	87.67%

Plants that contains it

• Tripterygium wilfordii

Cross-Links

• PubChem: 14604915
• LOTUS: LTS0239122
• wikiData: Q104916098