Esculentoside S

Details

• Internal ID: 908fef8f-f7c2-4c16-b7c2-569dd71568d3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: 2-O-methyl 4a-O-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (2S,4aR,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-11-hydroxy-9-(hydroxymethyl)-2,6a,6b,9,12a-pentamethyl-10-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-2,4a-dicarboxylate
• SMILES (Canonical): CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)CO)OC6C(C(C(CO6)O)O)O)O)C)C)C2C1)C)C(=O)OC7C(C(C(C(O7)CO)O)O)O)C(=O)OC
• SMILES (Isomeric): C[C@@]1(CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(C[C@@H]([C@@H]([C@@]5(C)CO)O[C@H]6[C@@H]([C@H]([C@@H](CO6)O)O)O)O)C)C)[C@@H]2C1)C)C(=O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C(=O)OC
• InChI: InChI=1S/C42H66O16/c1-37(35(52)54-6)11-13-42(36(53)58-34-31(51)29(49)28(48)24(17-43)56-34)14-12-40(4)20(21(42)15-37)7-8-26-38(2)16-22(45)32(57-33-30(50)27(47)23(46)18-55-33)39(3,19-44)25(38)9-10-41(26,40)5/h7,21-34,43-51H,8-19H2,1-6H3/t21-,22-,23+,24+,25+,26+,27-,28+,29-,30+,31+,32-,33-,34-,37-,38-,39-,40+,41+,42-/m0/s1
• InChI Key: XPZGXZBKRPZWMJ-IUYHOEDPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₆₆O₁₆
• Molecular Weight: 827.00 g/mol
• Exact Mass: 826.43508601 g/mol
• Topological Polar Surface Area (TPSA): 262.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.05
• H-Bond Acceptor: 16
• H-Bond Donor: 9
• Rotatable Bonds: 7

Synonyms

• 156031-83-3
• CHEMBL254344

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6877	68.77%
Caco-2	-	0.8830	88.30%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8112	81.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8251	82.51%
OATP1B3 inhibitior	-	0.2293	22.93%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5771	57.71%
BSEP inhibitior	+	0.6432	64.32%
P-glycoprotein inhibitior	+	0.7564	75.64%
P-glycoprotein substrate	-	0.5384	53.84%
CYP3A4 substrate	+	0.7204	72.04%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8587	85.87%
CYP3A4 inhibition	-	0.8833	88.33%
CYP2C9 inhibition	-	0.9285	92.85%
CYP2C19 inhibition	-	0.9205	92.05%
CYP2D6 inhibition	-	0.9538	95.38%
CYP1A2 inhibition	-	0.9078	90.78%
CYP2C8 inhibition	+	0.6907	69.07%
CYP inhibitory promiscuity	-	0.9806	98.06%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5987	59.87%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9099	90.99%
Skin irritation	-	0.5824	58.24%
Skin corrosion	-	0.9452	94.52%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7327	73.27%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.9182	91.82%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.7007	70.07%
Acute Oral Toxicity (c)	III	0.6557	65.57%
Estrogen receptor binding	+	0.7639	76.39%
Androgen receptor binding	+	0.7481	74.81%
Thyroid receptor binding	-	0.5762	57.62%
Glucocorticoid receptor binding	+	0.6803	68.03%
Aromatase binding	+	0.6218	62.18%
PPAR gamma	+	0.7497	74.97%
Honey bee toxicity	-	0.7307	73.07%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.8974	89.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.54%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.94%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	96.18%	97.36%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.51%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	95.07%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.93%	97.09%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	88.78%	94.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.32%	96.77%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.27%	91.07%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.50%	95.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.09%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.63%	95.56%
CHEMBL5255	O00206	Toll-like receptor 4	84.06%	92.50%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	83.66%	95.17%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.29%	91.24%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.92%	100.00%
CHEMBL2916	O14746	Telomerase reverse transcriptase	82.91%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.69%	95.89%
CHEMBL2581	P07339	Cathepsin D	82.41%	98.95%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.60%	96.21%
CHEMBL5028	O14672	ADAM10	81.49%	97.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.31%	96.61%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.87%	96.90%
CHEMBL340	P08684	Cytochrome P450 3A4	80.79%	91.19%

Plants that contains it

• Phytolacca acinosa
• Phytolacca americana
• Phytolacca dioica
• Phytolacca dodecandra

Cross-Links

• PubChem: 44448111
• NPASS: NPC139894
• LOTUS: LTS0238027
• wikiData: Q104392288