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

Details

• Internal ID: fee27e91-8718-4f18-9bac-cea01265263c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [(1S,3S,18R,19S,20R,21S,22R,24S,25R,26R)-19,20,22,25-tetraacetyloxy-15,26-dihydroxy-3,15,26-trimethyl-6,16,23-trioxo-2,5,17-trioxa-11-azapentacyclo[16.7.1.01,21.03,24.07,12]hexacosa-7(12),8,10-trien-21-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC12C(C(C3C(C14C(C(C(=O)C2OC(=O)C)C(O4)(COC(=O)C5=C(CCC(C(=O)O3)(C)O)N=CC=C5)C)OC(=O)C)(C)O)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CC(=O)OC[C@@]12[C@H]([C@@H]([C@@H]3[C@@]([C@@]14[C@@H]([C@H](C(=O)[C@@H]2OC(=O)C)[C@](O4)(COC(=O)C5=C(CCC(C(=O)O3)(C)O)N=CC=C5)C)OC(=O)C)(C)O)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C36H43NO18/c1-16(38)48-15-35-27(52-19(4)41)24(43)23-26(51-18(3)40)36(35)34(8,47)28(25(50-17(2)39)29(35)53-20(5)42)54-31(45)32(6,46)12-11-22-21(10-9-13-37-22)30(44)49-14-33(23,7)55-36/h9-10,13,23,25-29,46-47H,11-12,14-15H2,1-8H3/t23-,25+,26+,27-,28+,29-,32?,33+,34+,35+,36-/m0/s1
• InChI Key: FUYMUDYPTJUYIB-PAFGAYFLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₃NO₁₈
• Molecular Weight: 777.70 g/mol
• Exact Mass: 777.24801352 g/mol
• Topological Polar Surface Area (TPSA): 264.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -0.39
• H-Bond Acceptor: 19
• 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	+	0.9190	91.90%
Caco-2	-	0.8340	83.40%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.4680	46.80%
OATP2B1 inhibitior	-	0.8608	86.08%
OATP1B1 inhibitior	+	0.8369	83.69%
OATP1B3 inhibitior	+	0.9087	90.87%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9842	98.42%
P-glycoprotein inhibitior	+	0.8233	82.33%
P-glycoprotein substrate	+	0.6607	66.07%
CYP3A4 substrate	+	0.7149	71.49%
CYP2C9 substrate	+	0.5930	59.30%
CYP2D6 substrate	-	0.8804	88.04%
CYP3A4 inhibition	-	0.7677	76.77%
CYP2C9 inhibition	-	0.8239	82.39%
CYP2C19 inhibition	-	0.8263	82.63%
CYP2D6 inhibition	-	0.9490	94.90%
CYP1A2 inhibition	-	0.6687	66.87%
CYP2C8 inhibition	+	0.7589	75.89%
CYP inhibitory promiscuity	-	0.8038	80.38%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5297	52.97%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9011	90.11%
Skin irritation	-	0.7797	77.97%
Skin corrosion	-	0.9357	93.57%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4602	46.02%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.5068	50.68%
skin sensitisation	-	0.8818	88.18%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.7699	76.99%
Acute Oral Toxicity (c)	III	0.5373	53.73%
Estrogen receptor binding	+	0.7877	78.77%
Androgen receptor binding	+	0.7396	73.96%
Thyroid receptor binding	+	0.6156	61.56%
Glucocorticoid receptor binding	+	0.7394	73.94%
Aromatase binding	+	0.6791	67.91%
PPAR gamma	+	0.7811	78.11%
Honey bee toxicity	-	0.7243	72.43%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.6492	64.92%

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	98.46%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.30%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.54%	85.14%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	95.09%	82.69%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.66%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.22%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.65%	86.33%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	90.51%	95.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.37%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.35%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.27%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.93%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	89.08%	91.49%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	88.48%	96.00%
CHEMBL1937	Q92769	Histone deacetylase 2	87.05%	94.75%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	85.24%	93.10%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	83.91%	94.42%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	83.84%	81.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.67%	100.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.44%	96.67%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	81.24%	96.39%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.04%	92.62%
CHEMBL4208	P20618	Proteasome component C5	80.77%	90.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.45%	95.71%

Plants that contains it

• Tripterygium wilfordii

Cross-Links

• PubChem: 101109640
• LOTUS: LTS0133673
• wikiData: Q105002169