[(1S,3S,18R,19S,20R,21R,22R,23R,24S,25R,26R)-19,20,22,23-tetraacetyloxy-21-(acetyloxymethyl)-15-benzoyloxy-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-25-yl] benzoate

Details

• Internal ID: 112f7858-af57-417d-ade5-ed2b23a2249a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [(1S,3S,18R,19S,20R,21R,22R,23R,24S,25R,26R)-19,20,22,23-tetraacetyloxy-21-(acetyloxymethyl)-15-benzoyloxy-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-25-yl] benzoate
• SMILES (Canonical): CC(=O)OCC12C(C(C3C(C14C(C(C(C2OC(=O)C)OC(=O)C)OC(=O)C(CCC5=C(C=CC=N5)C(=O)OCC3(O4)C)(C)OC(=O)C6=CC=CC=C6)(C)O)OC(=O)C7=CC=CC=C7)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CC(=O)OC[C@]12[C@H]([C@@H]([C@H]3[C@H]([C@]14[C@]([C@@H]([C@H]([C@@H]2OC(=O)C)OC(=O)C)OC(=O)C(CCC5=C(C=CC=N5)C(=O)OC[C@]3(O4)C)(C)OC(=O)C6=CC=CC=C6)(C)O)OC(=O)C7=CC=CC=C7)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C50H53NO20/c1-26(52)62-25-49-40(66-29(4)55)36(64-27(2)53)35-38(68-42(57)31-16-11-9-12-17-31)50(49)48(8,61)39(37(65-28(3)54)41(49)67-30(5)56)69-45(60)46(6,70-43(58)32-18-13-10-14-19-32)22-21-34-33(20-15-23-51-34)44(59)63-24-47(35,7)71-50/h9-20,23,35-41,61H,21-22,24-25H2,1-8H3/t35-,36+,37+,38+,39+,40-,41-,46?,47+,48+,49+,50-/m0/s1
• InChI Key: WTRGNKRBOZTZCU-MAXZQSRNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₅₃NO₂₀
• Molecular Weight: 987.90 g/mol
• Exact Mass: 987.31609308 g/mol
• Topological Polar Surface Area (TPSA): 279.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.14
• 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	+	0.8766	87.66%
Caco-2	-	0.8496	84.96%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6200	62.00%
OATP2B1 inhibitior	-	0.5938	59.38%
OATP1B1 inhibitior	+	0.8330	83.30%
OATP1B3 inhibitior	+	0.9111	91.11%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.9935	99.35%
P-glycoprotein inhibitior	+	0.8177	81.77%
P-glycoprotein substrate	+	0.6895	68.95%
CYP3A4 substrate	+	0.7179	71.79%
CYP2C9 substrate	-	0.6048	60.48%
CYP2D6 substrate	-	0.8826	88.26%
CYP3A4 inhibition	-	0.8451	84.51%
CYP2C9 inhibition	-	0.7636	76.36%
CYP2C19 inhibition	-	0.7663	76.63%
CYP2D6 inhibition	-	0.9475	94.75%
CYP1A2 inhibition	-	0.6664	66.64%
CYP2C8 inhibition	+	0.8033	80.33%
CYP inhibitory promiscuity	-	0.7114	71.14%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5304	53.04%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9057	90.57%
Skin irritation	-	0.8061	80.61%
Skin corrosion	-	0.9374	93.74%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7437	74.37%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.5069	50.69%
skin sensitisation	-	0.8814	88.14%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.7473	74.73%
Acute Oral Toxicity (c)	III	0.5474	54.74%
Estrogen receptor binding	+	0.8237	82.37%
Androgen receptor binding	+	0.7589	75.89%
Thyroid receptor binding	+	0.6689	66.89%
Glucocorticoid receptor binding	+	0.7849	78.49%
Aromatase binding	+	0.6450	64.50%
PPAR gamma	+	0.8006	80.06%
Honey bee toxicity	-	0.7376	73.76%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.8119	81.19%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	98.65%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.17%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.46%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	97.01%	90.17%
CHEMBL2581	P07339	Cathepsin D	96.88%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.71%	85.14%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	95.53%	82.69%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.28%	99.23%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	93.85%	81.11%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	92.33%	94.62%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	91.53%	94.08%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.38%	97.25%
CHEMBL5028	O14672	ADAM10	87.05%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.02%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.80%	91.11%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.46%	93.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.61%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.37%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.91%	91.07%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.22%	95.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.05%	92.62%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.98%	96.67%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	81.52%	83.00%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	81.26%	96.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.48%	94.42%
CHEMBL2535	P11166	Glucose transporter	80.27%	98.75%

Plants that contains it

• Tripterygium wilfordii

Cross-Links

• PubChem: 101109638
• LOTUS: LTS0051123
• wikiData: Q105312740