[(1S,3R,13R,14S,17S,18R,19R,20R,21S,22R,23S,24R,25S)-18,19,21,22-tetraacetyloxy-24,25-dihydroxy-3,13,14,25-tetramethyl-6,15-dioxo-2,5,16-trioxa-9-azapentacyclo[15.7.1.01,20.03,23.07,12]pentacosa-7(12),8,10-trien-20-yl]methyl acetate

Details

• Internal ID: c4cd9409-1840-4a98-8853-03904621ec52
• 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)-18,19,21,22-tetraacetyloxy-24,25-dihydroxy-3,13,14,25-tetramethyl-6,15-dioxo-2,5,16-trioxa-9-azapentacyclo[15.7.1.01,20.03,23.07,12]pentacosa-7(12),8,10-trien-20-yl]methyl acetate
• SMILES (Canonical): CC1C(C(=O)OC2C(C(C3(C(C(C4C(C3(C2(C)O)OC4(COC(=O)C5=C1C=CN=C5)C)O)OC(=O)C)OC(=O)C)COC(=O)C)OC(=O)C)OC(=O)C)C
• SMILES (Isomeric): C[C@@H]1[C@@H](C(=O)O[C@H]2[C@@H]([C@@H]([C@]3([C@@H]([C@@H]([C@@H]4[C@H]([C@@]3([C@@]2(C)O)O[C@]4(COC(=O)C5=C1C=CN=C5)C)O)OC(=O)C)OC(=O)C)COC(=O)C)OC(=O)C)OC(=O)C)C
• InChI: InChI=1S/C36H45NO17/c1-15-16(2)31(44)53-28-26(50-19(5)40)30(52-21(7)42)35(14-47-17(3)38)29(51-20(6)41)25(49-18(4)39)24-27(43)36(35,34(28,9)46)54-33(24,8)13-48-32(45)23-12-37-11-10-22(15)23/h10-12,15-16,24-30,43,46H,13-14H2,1-9H3/t15-,16+,24-,25-,26+,27-,28+,29-,30+,33+,34+,35-,36+/m1/s1
• InChI Key: INDHYPIBEYIOOF-VXKPTPLCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₅NO₁₇
• Molecular Weight: 763.70 g/mol
• Exact Mass: 763.26874897 g/mol
• Topological Polar Surface Area (TPSA): 247.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 0.46
• H-Bond Acceptor: 18
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6748	67.48%
Caco-2	-	0.8428	84.28%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5194	51.94%
OATP2B1 inhibitior	-	0.7120	71.20%
OATP1B1 inhibitior	+	0.8551	85.51%
OATP1B3 inhibitior	+	0.9286	92.86%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9445	94.45%
P-glycoprotein inhibitior	+	0.8312	83.12%
P-glycoprotein substrate	+	0.6511	65.11%
CYP3A4 substrate	+	0.6962	69.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8843	88.43%
CYP3A4 inhibition	-	0.8376	83.76%
CYP2C9 inhibition	-	0.8067	80.67%
CYP2C19 inhibition	-	0.7768	77.68%
CYP2D6 inhibition	-	0.9349	93.49%
CYP1A2 inhibition	-	0.7240	72.40%
CYP2C8 inhibition	+	0.7219	72.19%
CYP inhibitory promiscuity	-	0.5693	56.93%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5470	54.70%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.8979	89.79%
Skin irritation	-	0.8064	80.64%
Skin corrosion	-	0.9379	93.79%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3984	39.84%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.8537	85.37%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.7735	77.35%
Acute Oral Toxicity (c)	III	0.4734	47.34%
Estrogen receptor binding	+	0.7834	78.34%
Androgen receptor binding	+	0.7270	72.70%
Thyroid receptor binding	+	0.6329	63.29%
Glucocorticoid receptor binding	+	0.7214	72.14%
Aromatase binding	+	0.6519	65.19%
PPAR gamma	+	0.7568	75.68%
Honey bee toxicity	-	0.7034	70.34%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5150	51.50%
Fish aquatic toxicity	+	0.7765	77.65%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.34%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.62%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.32%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.50%	86.33%
CHEMBL2581	P07339	Cathepsin D	95.70%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	95.17%	97.79%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.31%	91.11%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	91.27%	91.24%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	89.68%	81.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.17%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.15%	91.07%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.01%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.80%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.13%	82.69%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.96%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	84.51%	91.49%
CHEMBL5028	O14672	ADAM10	84.08%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.86%	89.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.87%	94.80%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.19%	97.28%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.06%	96.77%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	81.57%	96.00%
CHEMBL255	P29275	Adenosine A2b receptor	81.53%	98.59%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.44%	89.34%
CHEMBL221	P23219	Cyclooxygenase-1	81.09%	90.17%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.08%	95.71%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.53%	96.90%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.32%	100.00%

Plants that contains it

• Tripterygium wilfordii

Cross-Links

• PubChem: 163009855
• LOTUS: LTS0010810
• wikiData: Q105116115