[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1S,3S,4S,6S,7S,8R,11S,12S,15R,16R)-4,6-dihydroxy-15-[(2R,5S)-5-hydroxy-6-methyl-5-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]heptan-2-yl]-7,12,16-trimethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecane-7-carboxylate

Details

• Internal ID: 500fbbad-b6a3-4e9a-83d4-05366e325dcd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1S,3S,4S,6S,7S,8R,11S,12S,15R,16R)-4,6-dihydroxy-15-[(2R,5S)-5-hydroxy-6-methyl-5-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]heptan-2-yl]-7,12,16-trimethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecane-7-carboxylate
• SMILES (Canonical): CC(C)C(CCC(C)C1CCC2(C1(CCC34C2CCC5C3(C4)C(CC(C5(C)C(=O)OC6C(C(C(C(O6)CO)O)O)O)O)O)C)C)(COC7C(C(C(C(O7)CO)O)O)O)O
• SMILES (Isomeric): C[C@H](CC[C@@](CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)(C(C)C)O)[C@H]2CC[C@@]3([C@@]2(CC[C@]45[C@H]3CC[C@@H]6[C@]4(C5)[C@H](C[C@@H]([C@@]6(C)C(=O)O[C@H]7[C@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)O)C)C
• InChI: InChI=1S/C43H72O16/c1-20(2)42(55,19-56-35-33(52)31(50)29(48)23(16-44)57-35)12-9-21(3)22-10-11-39(5)25-7-8-26-40(6,37(54)59-36-34(53)32(51)30(49)24(17-45)58-36)27(46)15-28(47)43(26)18-41(25,43)14-13-38(22,39)4/h20-36,44-53,55H,7-19H2,1-6H3/t21-,22-,23-,24-,25+,26+,27+,28+,29-,30-,31+,32+,33-,34+,35-,36+,38-,39+,40+,41+,42-,43-/m1/s1
• InChI Key: NUJWBDOJBSCJEG-YJSJNLQKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₇₂O₁₆
• Molecular Weight: 845.00 g/mol
• Exact Mass: 844.48203620 g/mol
• Topological Polar Surface Area (TPSA): 277.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): -0.30
• H-Bond Acceptor: 16
• H-Bond Donor: 11
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6078	60.78%
Caco-2	-	0.8781	87.81%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6939	69.39%
OATP2B1 inhibitior	-	0.8718	87.18%
OATP1B1 inhibitior	+	0.8285	82.85%
OATP1B3 inhibitior	+	0.8998	89.98%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.8337	83.37%
P-glycoprotein inhibitior	+	0.7528	75.28%
P-glycoprotein substrate	+	0.5906	59.06%
CYP3A4 substrate	+	0.7238	72.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8579	85.79%
CYP3A4 inhibition	-	0.9251	92.51%
CYP2C9 inhibition	-	0.7950	79.50%
CYP2C19 inhibition	-	0.8502	85.02%
CYP2D6 inhibition	-	0.9519	95.19%
CYP1A2 inhibition	-	0.8924	89.24%
CYP2C8 inhibition	+	0.6403	64.03%
CYP inhibitory promiscuity	-	0.9717	97.17%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6989	69.89%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9057	90.57%
Skin irritation	-	0.6948	69.48%
Skin corrosion	-	0.9469	94.69%
Ames mutagenesis	-	0.6043	60.43%
Human Ether-a-go-go-Related Gene inhibition	+	0.7147	71.47%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.6758	67.58%
skin sensitisation	-	0.9134	91.34%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.7515	75.15%
Acute Oral Toxicity (c)	I	0.5431	54.31%
Estrogen receptor binding	+	0.7454	74.54%
Androgen receptor binding	+	0.7629	76.29%
Thyroid receptor binding	-	0.5635	56.35%
Glucocorticoid receptor binding	+	0.6531	65.31%
Aromatase binding	+	0.6449	64.49%
PPAR gamma	+	0.7206	72.06%
Honey bee toxicity	-	0.6541	65.41%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.8557	85.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.82%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.01%	96.09%
CHEMBL2179	P04062	Beta-glucocerebrosidase	96.36%	85.31%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.19%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.65%	97.09%
CHEMBL237	P41145	Kappa opioid receptor	94.89%	98.10%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.33%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.70%	98.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.65%	96.61%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	92.06%	96.21%
CHEMBL2996	Q05655	Protein kinase C delta	91.75%	97.79%
CHEMBL236	P41143	Delta opioid receptor	91.45%	99.35%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	90.62%	89.05%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	90.26%	98.75%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	89.69%	91.24%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.59%	96.47%
CHEMBL2094135	Q96BI3	Gamma-secretase	88.25%	98.05%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.03%	93.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.92%	96.95%
CHEMBL3837	P07711	Cathepsin L	87.44%	96.61%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.25%	100.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	85.86%	82.50%
CHEMBL3437	Q16853	Amine oxidase, copper containing	85.47%	94.00%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	85.27%	97.86%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.45%	93.04%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.31%	95.89%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.10%	100.00%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	83.80%	95.58%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.66%	97.14%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	83.55%	95.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.20%	89.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.12%	89.34%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	82.81%	92.86%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.73%	95.71%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.65%	93.00%
CHEMBL2514	O95665	Neurotensin receptor 2	81.49%	100.00%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	81.37%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.17%	96.77%
CHEMBL1075317	P61964	WD repeat-containing protein 5	80.88%	96.33%
CHEMBL5255	O00206	Toll-like receptor 4	80.83%	92.50%
CHEMBL233	P35372	Mu opioid receptor	80.59%	97.93%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.39%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.29%	100.00%
CHEMBL299	P17252	Protein kinase C alpha	80.11%	98.03%
CHEMBL226	P30542	Adenosine A1 receptor	80.08%	95.93%

Plants that contains it

• Trichosanthes tricuspidata

Cross-Links

• PubChem: 162927436
• LOTUS: LTS0034513
• wikiData: Q105185911