[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1S,3S,4S,6S,7S,8R,11S,12S,14R,15R,16R)-4,6,14-trihydroxy-15-[(2R,5R)-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: d03828c2-1c4a-4827-a5fb-b804abf7354f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1S,3S,4S,6S,7S,8R,11S,12S,14R,15R,16R)-4,6,14-trihydroxy-15-[(2R,5R)-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)C1C(CC2(C1(CCC34C2CCC5C3(C4)C(CC(C5(C)C(=O)OC6C(C(C(C(O6)CO)O)O)O)O)O)C)C)O)(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]2[C@@H](C[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)O
• InChI: InChI=1S/C43H72O17/c1-19(2)42(56,18-57-35-33(53)31(51)29(49)22(15-44)58-35)10-9-20(3)28-21(46)14-39(5)24-7-8-25-40(6,37(55)60-36-34(54)32(52)30(50)23(16-45)59-36)26(47)13-27(48)43(25)17-41(24,43)12-11-38(28,39)4/h19-36,44-54,56H,7-18H2,1-6H3/t20-,21-,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: JRBZRACFBGYSHE-AXDHVKOUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₇₂O₁₇
• Molecular Weight: 861.00 g/mol
• Exact Mass: 860.47695082 g/mol
• Topological Polar Surface Area (TPSA): 297.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): -1.33
• H-Bond Acceptor: 17
• H-Bond Donor: 12
• 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	-	0.8799	87.99%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Mitochondria	0.6939	69.39%
OATP2B1 inhibitior	-	0.8727	87.27%
OATP1B1 inhibitior	+	0.8371	83.71%
OATP1B3 inhibitior	+	0.8998	89.98%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.7815	78.15%
P-glycoprotein inhibitior	+	0.7509	75.09%
P-glycoprotein substrate	+	0.5912	59.12%
CYP3A4 substrate	+	0.7221	72.21%
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	+	0.6451	64.51%
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	-	0.9054	90.54%
Skin irritation	-	0.6948	69.48%
Skin corrosion	-	0.9469	94.69%
Ames mutagenesis	-	0.6115	61.15%
Human Ether-a-go-go-Related Gene inhibition	+	0.7113	71.13%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.6731	67.31%
skin sensitisation	-	0.9134	91.34%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.7523	75.23%
Acute Oral Toxicity (c)	I	0.5431	54.31%
Estrogen receptor binding	+	0.7575	75.75%
Androgen receptor binding	+	0.7613	76.13%
Thyroid receptor binding	-	0.5532	55.32%
Glucocorticoid receptor binding	+	0.6626	66.26%
Aromatase binding	+	0.6425	64.25%
PPAR gamma	+	0.7311	73.11%
Honey bee toxicity	-	0.6606	66.06%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
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	99.15%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.41%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.34%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.48%	91.11%
CHEMBL237	P41145	Kappa opioid receptor	95.40%	98.10%
CHEMBL2179	P04062	Beta-glucocerebrosidase	95.39%	85.31%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.82%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.54%	94.45%
CHEMBL236	P41143	Delta opioid receptor	94.48%	99.35%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.77%	96.95%
CHEMBL2581	P07339	Cathepsin D	91.56%	98.95%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	91.33%	91.24%
CHEMBL2094135	Q96BI3	Gamma-secretase	91.24%	98.05%
CHEMBL3837	P07711	Cathepsin L	90.71%	96.61%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	90.56%	96.21%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	89.67%	98.75%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.04%	96.47%
CHEMBL2996	Q05655	Protein kinase C delta	88.32%	97.79%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.11%	85.14%
CHEMBL299	P17252	Protein kinase C alpha	87.30%	98.03%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	87.21%	95.58%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	87.18%	89.34%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.14%	96.77%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	86.96%	89.05%
CHEMBL226	P30542	Adenosine A1 receptor	86.74%	95.93%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.42%	93.56%
CHEMBL3437	Q16853	Amine oxidase, copper containing	86.21%	94.00%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	85.78%	95.71%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.50%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.40%	95.89%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	84.85%	82.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.71%	89.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.57%	100.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.49%	95.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.92%	100.00%
CHEMBL284	P27487	Dipeptidyl peptidase IV	83.54%	95.69%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.41%	97.14%
CHEMBL340	P08684	Cytochrome P450 3A4	82.58%	91.19%
CHEMBL4482	O96013	Serine/threonine-protein kinase PAK 4	81.91%	95.42%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.72%	92.86%
CHEMBL5255	O00206	Toll-like receptor 4	81.14%	92.50%
CHEMBL1075317	P61964	WD repeat-containing protein 5	80.91%	96.33%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	80.75%	82.38%
CHEMBL2514	O95665	Neurotensin receptor 2	80.58%	100.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.28%	96.38%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	80.13%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.02%	95.50%

Plants that contains it

• Trichosanthes tricuspidata

Cross-Links

• PubChem: 162852418
• LOTUS: LTS0029216
• wikiData: Q105133809