[(1S,3R,15R,18S,19R,20R,21R,22S,23S,24R,25R,26S)-20,22,23,25-tetraacetyloxy-21-(acetyloxymethyl)-26-hydroxy-3,15,26-trimethyl-6,16-dioxo-2,5,17-trioxa-9-azapentacyclo[16.7.1.01,21.03,24.07,12]hexacosa-7(12),8,10-trien-19-yl] furan-3-carboxylate

Details

• Internal ID: 5ce49146-c6f7-4d71-ab39-f8b45555a535
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [(1S,3R,15R,18S,19R,20R,21R,22S,23S,24R,25R,26S)-20,22,23,25-tetraacetyloxy-21-(acetyloxymethyl)-26-hydroxy-3,15,26-trimethyl-6,16-dioxo-2,5,17-trioxa-9-azapentacyclo[16.7.1.01,21.03,24.07,12]hexacosa-7(12),8,10-trien-19-yl] furan-3-carboxylate
• SMILES (Canonical): CC1CCC2=C(C=NC=C2)C(=O)OCC3(C4C(C(C5(C(C(C(C(C5(C4OC(=O)C)O3)(C)O)OC1=O)OC(=O)C6=COC=C6)OC(=O)C)COC(=O)C)OC(=O)C)OC(=O)C)C
• SMILES (Isomeric): C[C@@H]1CCC2=C(C=NC=C2)C(=O)OC[C@]3([C@@H]4[C@@H]([C@H]([C@@]5([C@H]([C@H]([C@@H]([C@]([C@]5([C@@H]4OC(=O)C)O3)(C)O)OC1=O)OC(=O)C6=COC=C6)OC(=O)C)COC(=O)C)OC(=O)C)OC(=O)C)C
• InChI: InChI=1S/C41H47NO19/c1-19-9-10-25-11-13-42-15-27(25)37(50)54-17-38(7)28-29(55-21(3)44)33(57-23(5)46)40(18-53-20(2)43)34(58-24(6)47)30(59-36(49)26-12-14-52-16-26)32(60-35(19)48)39(8,51)41(40,61-38)31(28)56-22(4)45/h11-16,19,28-34,51H,9-10,17-18H2,1-8H3/t19-,28-,29+,30+,31-,32+,33-,34+,38+,39+,40-,41+/m1/s1
• InChI Key: MULDBYDFNDGEHV-BMWUNDMQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₄₇NO₁₉
• Molecular Weight: 857.80 g/mol
• Exact Mass: 857.27422827 g/mol
• Topological Polar Surface Area (TPSA): 266.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.75
• 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	+	0.8235	82.35%
Caco-2	-	0.8437	84.37%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6784	67.84%
OATP2B1 inhibitior	-	0.7173	71.73%
OATP1B1 inhibitior	+	0.7960	79.60%
OATP1B3 inhibitior	+	0.9063	90.63%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9775	97.75%
P-glycoprotein inhibitior	+	0.8310	83.10%
P-glycoprotein substrate	+	0.7158	71.58%
CYP3A4 substrate	+	0.7238	72.38%
CYP2C9 substrate	+	0.5985	59.85%
CYP2D6 substrate	-	0.8789	87.89%
CYP3A4 inhibition	-	0.7622	76.22%
CYP2C9 inhibition	-	0.7438	74.38%
CYP2C19 inhibition	-	0.7290	72.90%
CYP2D6 inhibition	-	0.9422	94.22%
CYP1A2 inhibition	-	0.6516	65.16%
CYP2C8 inhibition	+	0.8358	83.58%
CYP inhibitory promiscuity	-	0.6879	68.79%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5284	52.84%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9034	90.34%
Skin irritation	-	0.8042	80.42%
Skin corrosion	-	0.9341	93.41%
Ames mutagenesis	-	0.6370	63.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.3631	36.31%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.8817	88.17%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.6233	62.33%
Acute Oral Toxicity (c)	III	0.4794	47.94%
Estrogen receptor binding	+	0.8121	81.21%
Androgen receptor binding	+	0.7479	74.79%
Thyroid receptor binding	+	0.6230	62.30%
Glucocorticoid receptor binding	+	0.7321	73.21%
Aromatase binding	+	0.6569	65.69%
PPAR gamma	+	0.7751	77.51%
Honey bee toxicity	-	0.7112	71.12%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.8483	84.83%

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	97.33%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	97.29%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.00%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.82%	86.33%
CHEMBL2996	Q05655	Protein kinase C delta	94.48%	97.79%
CHEMBL2581	P07339	Cathepsin D	94.15%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	94.03%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.99%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.16%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.55%	95.89%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	90.86%	81.11%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.19%	91.11%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	90.19%	91.07%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	89.37%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.18%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.70%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.99%	91.24%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.72%	89.00%
CHEMBL2039	P27338	Monoamine oxidase B	87.27%	92.51%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	86.25%	98.75%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.33%	82.69%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.25%	96.77%
CHEMBL5028	O14672	ADAM10	84.88%	97.50%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.35%	95.71%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.86%	89.34%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.67%	95.56%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	80.57%	92.95%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.26%	94.80%

Plants that contains it

• Tripterygium wilfordii

Cross-Links

• PubChem: 100992111
• LOTUS: LTS0171015
• wikiData: Q105172508