[(1S,3R,15R,18R,19R,20R,21S,22S,23S,24R,25S,26S)-20,22,23,25-tetraacetyloxy-15,19,26-trihydroxy-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-21-yl]methyl acetate

Details

• Internal ID: cda79689-40e6-43f3-ba8d-7ed45107cb05
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [(1S,3R,15R,18R,19R,20R,21S,22S,23S,24R,25S,26S)-20,22,23,25-tetraacetyloxy-15,19,26-trihydroxy-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-21-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC12C(C(C3C(C14C(C(C(C2OC(=O)C)OC(=O)C)C(O4)(COC(=O)C5=C(CCC(C(=O)O3)(C)O)N=CC=C5)C)OC(=O)C)(C)O)O)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@@H]([C@H]2OC(=O)C)OC(=O)C)[C@@](O4)(COC(=O)C5=C(CC[C@@](C(=O)O3)(C)O)N=CC=C5)C)OC(=O)C)(C)O)O)OC(=O)C
• InChI: InChI=1S/C36H45NO18/c1-16(38)48-15-35-28(52-19(4)41)24(43)27-34(8,47)36(35)26(51-18(3)40)23(25(50-17(2)39)29(35)53-20(5)42)33(7,55-36)14-49-30(44)21-10-9-13-37-22(21)11-12-32(6,46)31(45)54-27/h9-10,13,23-29,43,46-47H,11-12,14-15H2,1-8H3/t23-,24+,25+,26+,27-,28+,29-,32-,33+,34+,35+,36+/m1/s1
• InChI Key: YISOUQSWAUFAAP-PAWJRFBYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₅NO₁₈
• Molecular Weight: 779.70 g/mol
• Exact Mass: 779.26366359 g/mol
• Topological Polar Surface Area (TPSA): 267.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -0.59
• H-Bond Acceptor: 19
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8415	84.15%
Caco-2	-	0.8423	84.23%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.3787	37.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8576	85.76%
OATP1B3 inhibitior	+	0.9274	92.74%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9701	97.01%
P-glycoprotein inhibitior	+	0.8053	80.53%
P-glycoprotein substrate	+	0.6509	65.09%
CYP3A4 substrate	+	0.7102	71.02%
CYP2C9 substrate	-	0.8030	80.30%
CYP2D6 substrate	-	0.8777	87.77%
CYP3A4 inhibition	-	0.8227	82.27%
CYP2C9 inhibition	-	0.8309	83.09%
CYP2C19 inhibition	-	0.8306	83.06%
CYP2D6 inhibition	-	0.9463	94.63%
CYP1A2 inhibition	-	0.7526	75.26%
CYP2C8 inhibition	+	0.7330	73.30%
CYP inhibitory promiscuity	-	0.7705	77.05%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5557	55.57%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9034	90.34%
Skin irritation	-	0.7773	77.73%
Skin corrosion	-	0.9339	93.39%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3833	38.33%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.5016	50.16%
skin sensitisation	-	0.8793	87.93%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.8362	83.62%
Acute Oral Toxicity (c)	III	0.5394	53.94%
Estrogen receptor binding	+	0.7820	78.20%
Androgen receptor binding	+	0.7286	72.86%
Thyroid receptor binding	+	0.5974	59.74%
Glucocorticoid receptor binding	+	0.7053	70.53%
Aromatase binding	+	0.6876	68.76%
PPAR gamma	+	0.7862	78.62%
Honey bee toxicity	-	0.7674	76.74%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	-	0.3958	39.58%

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	98.76%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.35%	85.14%
CHEMBL2581	P07339	Cathepsin D	97.63%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.81%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	96.28%	82.69%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.76%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.58%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.95%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.72%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.19%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.17%	99.23%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	90.16%	81.11%
CHEMBL1951	P21397	Monoamine oxidase A	89.94%	91.49%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.90%	96.77%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	88.29%	96.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.72%	100.00%
CHEMBL2535	P11166	Glucose transporter	85.61%	98.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.84%	92.62%
CHEMBL5028	O14672	ADAM10	83.60%	97.50%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	82.52%	96.67%
CHEMBL221	P23219	Cyclooxygenase-1	82.20%	90.17%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.20%	91.07%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.97%	98.75%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.43%	94.42%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.30%	96.90%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	80.10%	96.39%

Plants that contains it

• Tripterygium wilfordii

Cross-Links

• PubChem: 162906782
• LOTUS: LTS0169103
• wikiData: Q105349029