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

Details

• Internal ID: 9f995991-6a8a-4fa7-bdca-b81a10d2fe33
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-5-[(2R,3S,4R,6S)-2,3-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (1R,2R,5S,8R,9S,10R,12R,16R,17S,18S,21S)-16-hydroxy-18-(3-hydroxyprop-1-en-2-yl)-1,2,17-trimethyl-14-oxo-8-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)CO)C)C(=O)OC6C(C(C(C(O6)COC7C(C(C(C(O7)CO)OC8CC(OC(C8O)O)CO)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)CO)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[C@@H]8C[C@H](O[C@H]([C@H]8O)O)CO)O)O)O)O)O
• InChI: InChI=1S/C48H74O20/c1-20(2)23-7-10-48(12-11-45(4)25(32(23)48)14-27-40-46(45,5)9-8-24(21(3)16-49)47(40,6)30(52)15-31(53)64-27)44(61)68-43-37(58)35(56)33(54)29(67-43)19-62-42-38(59)36(57)39(28(18-51)66-42)65-26-13-22(17-50)63-41(60)34(26)55/h22-30,32-43,49-52,54-60H,1,3,7-19H2,2,4-6H3/t22-,23-,24-,25+,26+,27+,28+,29+,30+,32-,33+,34-,35-,36+,37+,38+,39+,40-,41+,42+,43-,45+,46+,47+,48-/m0/s1
• InChI Key: SQBNDIOPWYEOSG-OKFDLPCOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₄O₂₀
• Molecular Weight: 971.10 g/mol
• Exact Mass: 970.47734475 g/mol
• Topological Polar Surface Area (TPSA): 321.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -1.32
• H-Bond Acceptor: 20
• 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	+	0.6637	66.37%
Caco-2	-	0.8786	87.86%
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	+	0.8054	80.54%
OATP1B3 inhibitior	+	0.9047	90.47%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6798	67.98%
BSEP inhibitior	+	0.8535	85.35%
P-glycoprotein inhibitior	+	0.7419	74.19%
P-glycoprotein substrate	+	0.7178	71.78%
CYP3A4 substrate	+	0.7408	74.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8798	87.98%
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	+	0.7979	79.79%
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	-	0.9044	90.44%
Skin irritation	+	0.5069	50.69%
Skin corrosion	-	0.9393	93.93%
Ames mutagenesis	-	0.6671	66.71%
Human Ether-a-go-go-Related Gene inhibition	+	0.7839	78.39%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.6947	69.47%
skin sensitisation	-	0.9116	91.16%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.5667	56.67%
Acute Oral Toxicity (c)	I	0.4820	48.20%
Estrogen receptor binding	+	0.8303	83.03%
Androgen receptor binding	+	0.7646	76.46%
Thyroid receptor binding	-	0.5126	51.26%
Glucocorticoid receptor binding	+	0.7016	70.16%
Aromatase binding	+	0.6059	60.59%
PPAR gamma	+	0.7955	79.55%
Honey bee toxicity	-	0.6019	60.19%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
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
CHEMBL2996	Q05655	Protein kinase C delta	98.10%	97.79%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.79%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.50%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.51%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.76%	97.09%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	91.49%	97.33%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.95%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.85%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.61%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.87%	96.61%
CHEMBL5255	O00206	Toll-like receptor 4	89.83%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.68%	95.89%
CHEMBL2581	P07339	Cathepsin D	88.35%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.04%	85.14%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	86.19%	92.86%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.66%	89.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.63%	91.24%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	83.32%	82.50%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.12%	93.04%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.91%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.70%	96.90%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.57%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.43%	95.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.14%	97.36%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.91%	92.94%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.73%	99.23%
CHEMBL5028	O14672	ADAM10	81.57%	97.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.52%	96.77%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.22%	95.89%
CHEMBL259	P32245	Melanocortin receptor 4	81.07%	95.38%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.46%	96.95%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.06%	94.33%

Plants that contains it

• Eleutherococcus senticosus

Cross-Links

• PubChem: 163106017
• LOTUS: LTS0193470
• wikiData: Q105257753