[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl] (1R,2R,5R,8R,9R,10S,12R,16R,17R,18R,21R)-16-hydroxy-1,2,17-trimethyl-14-oxo-8,18-bis(prop-1-en-2-yl)-13-oxapentacyclo[10.8.1.02,10.05,9.017,21]henicosane-5-carboxylate

Details

• Internal ID: dd085d35-1d7c-4089-947c-2ca3b48c6edd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl] (1R,2R,5R,8R,9R,10S,12R,16R,17R,18R,21R)-16-hydroxy-1,2,17-trimethyl-14-oxo-8,18-bis(prop-1-en-2-yl)-13-oxapentacyclo[10.8.1.02,10.05,9.017,21]henicosane-5-carboxylate
• SMILES (Canonical): CC(=C)C1CCC2(C1C3CC4C5C(C3(CC2)C)(CCC(C5(C(CC(=O)O4)O)C)C(=C)C)C)C(=O)OC6C(C(C(C(O6)COC7C(C(C(C(O7)CO)O)O)O)O)O)O
• SMILES (Isomeric): CC(=C)[C@@H]1CC[C@@]2([C@H]1[C@@H]3C[C@@H]4[C@@H]5[C@]([C@@]3(CC2)C)(CC[C@@H]([C@]5([C@@H](CC(=O)O4)O)C)C(=C)C)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)O)O
• InChI: InChI=1S/C42H64O15/c1-18(2)20-8-11-42(38(52)57-37-34(51)32(49)30(47)25(56-37)17-53-36-33(50)31(48)29(46)24(16-43)55-36)13-12-39(5)22(28(20)42)14-23-35-40(39,6)10-9-21(19(3)4)41(35,7)26(44)15-27(45)54-23/h20-26,28-37,43-44,46-51H,1,3,8-17H2,2,4-7H3/t20-,21+,22-,23+,24+,25+,26+,28+,29+,30+,31-,32-,33+,34+,35+,36+,37-,39+,40+,41-,42+/m0/s1
• InChI Key: XYHAYMZPPJMGBL-IPCGBPAMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₆₄O₁₅
• Molecular Weight: 808.90 g/mol
• Exact Mass: 808.42452133 g/mol
• Topological Polar Surface Area (TPSA): 242.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 0.85
• H-Bond Acceptor: 15
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6637	66.37%
Caco-2	-	0.8841	88.41%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7297	72.97%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8098	80.98%
OATP1B3 inhibitior	+	0.9047	90.47%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6798	67.98%
BSEP inhibitior	-	0.5174	51.74%
P-glycoprotein inhibitior	+	0.7435	74.35%
P-glycoprotein substrate	+	0.5967	59.67%
CYP3A4 substrate	+	0.7224	72.24%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8829	88.29%
CYP3A4 inhibition	-	0.8557	85.57%
CYP2C9 inhibition	-	0.8484	84.84%
CYP2C19 inhibition	-	0.8895	88.95%
CYP2D6 inhibition	-	0.9510	95.10%
CYP1A2 inhibition	-	0.8968	89.68%
CYP2C8 inhibition	+	0.7284	72.84%
CYP inhibitory promiscuity	-	0.9694	96.94%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6835	68.35%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9092	90.92%
Skin irritation	+	0.5069	50.69%
Skin corrosion	-	0.9393	93.93%
Ames mutagenesis	-	0.7101	71.01%
Human Ether-a-go-go-Related Gene inhibition	+	0.6867	68.67%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.9116	91.16%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.5062	50.62%
Acute Oral Toxicity (c)	I	0.4820	48.20%
Estrogen receptor binding	+	0.7737	77.37%
Androgen receptor binding	+	0.7508	75.08%
Thyroid receptor binding	-	0.6238	62.38%
Glucocorticoid receptor binding	+	0.6005	60.05%
Aromatase binding	+	0.6231	62.31%
PPAR gamma	+	0.7277	72.77%
Honey bee toxicity	-	0.6358	63.58%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9744	97.44%

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	98.30%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.67%	97.25%
CHEMBL2996	Q05655	Protein kinase C delta	96.97%	97.79%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.62%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.38%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.76%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.14%	96.61%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.74%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.00%	100.00%
CHEMBL2581	P07339	Cathepsin D	87.85%	98.95%
CHEMBL5255	O00206	Toll-like receptor 4	86.75%	92.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.88%	92.94%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.73%	94.80%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.27%	96.95%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	85.17%	97.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.73%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.64%	95.56%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.62%	93.04%
CHEMBL1871	P10275	Androgen Receptor	84.53%	96.43%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.87%	92.86%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.30%	91.24%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.32%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.12%	89.00%
CHEMBL4072	P07858	Cathepsin B	81.76%	93.67%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.60%	99.23%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	81.59%	89.05%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.12%	82.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.35%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.34%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	80.06%	91.19%

Plants that contains it

• Eleutherococcus divaricatus

Cross-Links

• PubChem: 162966870
• LOTUS: LTS0234120
• wikiData: Q105344483