[(2S,3R,4R,5S)-5-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-[[(1S,2S,5R,6R,10S,11R,14R,15R,18R,19S)-18-hydroxy-6,10,14,15,20,20-hexamethyl-22-oxo-21-oxahexacyclo[17.3.2.01,18.02,15.05,14.06,11]tetracosan-10-yl]methoxy]-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-3-yl]oxy-3,4-dihydroxyoxolan-2-yl]methyl acetate

Details

• Internal ID: de0d26f9-790f-43a9-97c2-f08a7e174014
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4R,5S)-5-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-[[(1S,2S,5R,6R,10S,11R,14R,15R,18R,19S)-18-hydroxy-6,10,14,15,20,20-hexamethyl-22-oxo-21-oxahexacyclo[17.3.2.01,18.02,15.05,14.06,11]tetracosan-10-yl]methoxy]-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-3-yl]oxy-3,4-dihydroxyoxolan-2-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1C(C(C(O1)OC2C(C(C(OC2OCC3(CCCC4(C3CCC5(C4CCC6C5(CCC7(C68CCC7C(OC8=O)(C)C)O)C)C)C)C)COC9C(C(C(C(O9)CO)O)O)O)O)O)O)O
• SMILES (Isomeric): CC(=O)OC[C@H]1[C@@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC[C@]3(CCC[C@]4([C@H]3CC[C@@]5([C@@H]4CC[C@H]6[C@]5(CC[C@@]7([C@]68CC[C@@H]7C(OC8=O)(C)C)O)C)C)C)C)CO[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O)O)O)O
• InChI: InChI=1S/C49H78O19/c1-23(51)61-20-25-33(54)36(57)40(65-25)67-38-35(56)32(53)26(21-62-39-37(58)34(55)31(52)24(19-50)64-39)66-41(38)63-22-44(4)13-8-14-45(5)28(44)11-15-46(6)29(45)9-10-30-47(46,7)17-18-49(60)27-12-16-48(30,49)42(59)68-43(27,2)3/h24-41,50,52-58,60H,8-22H2,1-7H3/t24-,25+,26-,27-,28+,29-,30+,31-,32-,33+,34+,35+,36-,37-,38-,39-,40+,41-,44-,45+,46-,47-,48-,49-/m1/s1
• InChI Key: DVUCXQLPGSKNSS-HWOSCABBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₇₈O₁₉
• Molecular Weight: 971.10 g/mol
• Exact Mass: 970.51373025 g/mol
• Topological Polar Surface Area (TPSA): 290.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 0.56
• H-Bond Acceptor: 19
• H-Bond Donor: 9
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5933	59.33%
Caco-2	-	0.8822	88.22%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7570	75.70%
OATP2B1 inhibitior	-	0.8786	87.86%
OATP1B1 inhibitior	+	0.8379	83.79%
OATP1B3 inhibitior	+	0.9345	93.45%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.8835	88.35%
P-glycoprotein inhibitior	+	0.7519	75.19%
P-glycoprotein substrate	-	0.5632	56.32%
CYP3A4 substrate	+	0.7246	72.46%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8874	88.74%
CYP3A4 inhibition	-	0.8655	86.55%
CYP2C9 inhibition	-	0.8436	84.36%
CYP2C19 inhibition	-	0.8707	87.07%
CYP2D6 inhibition	-	0.9573	95.73%
CYP1A2 inhibition	-	0.9226	92.26%
CYP2C8 inhibition	+	0.6558	65.58%
CYP inhibitory promiscuity	-	0.9754	97.54%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6428	64.28%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9047	90.47%
Skin irritation	-	0.6695	66.95%
Skin corrosion	-	0.9381	93.81%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7088	70.88%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.7459	74.59%
skin sensitisation	-	0.9294	92.94%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.6091	60.91%
Acute Oral Toxicity (c)	I	0.5879	58.79%
Estrogen receptor binding	+	0.8042	80.42%
Androgen receptor binding	+	0.7597	75.97%
Thyroid receptor binding	-	0.5425	54.25%
Glucocorticoid receptor binding	+	0.7185	71.85%
Aromatase binding	+	0.6200	62.00%
PPAR gamma	+	0.7835	78.35%
Honey bee toxicity	-	0.7169	71.69%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6750	67.50%
Fish aquatic toxicity	+	0.9117	91.17%

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	98.39%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.09%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	96.49%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.96%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	95.89%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.38%	94.45%
CHEMBL5255	O00206	Toll-like receptor 4	93.02%	92.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.21%	97.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	90.93%	95.50%
CHEMBL5103	Q969S8	Histone deacetylase 10	90.83%	90.08%
CHEMBL2581	P07339	Cathepsin D	90.54%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.11%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.64%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	88.53%	95.93%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.85%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.40%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.29%	92.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.17%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.86%	93.04%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.72%	94.33%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.53%	100.00%
CHEMBL5028	O14672	ADAM10	81.47%	97.50%
CHEMBL340	P08684	Cytochrome P450 3A4	80.23%	91.19%

Plants that contains it

• Deparia lancea

Cross-Links

• PubChem: 162901462
• LOTUS: LTS0206207
• wikiData: Q104990355