[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-6-(acetyloxymethyl)-3,4-dihydroxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (2R,4aR,6aR,6aS,6bR,8aR,10S,12aR,14bS)-2-(hydroxymethyl)-2,6a,6b,9,9,12a-hexamethyl-10-[(2R,3S,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

Details

• Internal ID: 5bef9b81-22d1-4edb-8c3f-75b4735aa368
• 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)-6-(acetyloxymethyl)-3,4-dihydroxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (2R,4aR,6aR,6aS,6bR,8aR,10S,12aR,14bS)-2-(hydroxymethyl)-2,6a,6b,9,9,12a-hexamethyl-10-[(2R,3S,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OCC3C(C(C(C(O3)OC(=O)C45CCC(CC4C6=CCC7C8(CCC(C(C8CCC7(C6(CC5)C)C)(C)C)OC9C(C(C(CO9)O)O)O)C)(C)CO)O)O)O)COC(=O)C)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O)O)OC[C@@H]3[C@H]([C@@H]([C@H]([C@@H](O3)OC(=O)[C@]45CC[C@@](C[C@H]4C6=CC[C@@H]7[C@]8(CC[C@@H](C([C@@H]8CC[C@]7([C@@]6(CC5)C)C)(C)C)O[C@@H]9[C@H]([C@@H]([C@@H](CO9)O)O)O)C)(C)CO)O)O)O)COC(=O)C)O)O)O
• InChI: InChI=1S/C55H88O23/c1-24-34(59)37(62)41(66)47(73-24)77-44-30(22-70-25(2)57)75-45(43(68)39(44)64)72-21-29-36(61)38(63)42(67)48(74-29)78-49(69)55-17-15-51(5,23-56)19-27(55)26-9-10-32-52(6)13-12-33(76-46-40(65)35(60)28(58)20-71-46)50(3,4)31(52)11-14-54(32,8)53(26,7)16-18-55/h9,24,27-48,56,58-68H,10-23H2,1-8H3/t24-,27-,28+,29+,30+,31-,32+,33-,34-,35+,36+,37+,38-,39+,40-,41+,42+,43+,44+,45+,46+,47-,48-,51+,52-,53+,54+,55-/m0/s1
• InChI Key: PUGHBZLPVZZSFQ-LAEDHUSFSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₅H₈₈O₂₃
• Molecular Weight: 1117.30 g/mol
• Exact Mass: 1116.57163905 g/mol
• Topological Polar Surface Area (TPSA): 360.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -0.83
• H-Bond Acceptor: 23
• 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	+	0.7601	76.01%
Caco-2	-	0.8735	87.35%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8093	80.93%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.9169	91.69%
P-glycoprotein inhibitior	+	0.7453	74.53%
P-glycoprotein substrate	+	0.5413	54.13%
CYP3A4 substrate	+	0.7453	74.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8774	87.74%
CYP3A4 inhibition	-	0.8310	83.10%
CYP2C9 inhibition	-	0.8704	87.04%
CYP2C19 inhibition	-	0.9216	92.16%
CYP2D6 inhibition	-	0.9491	94.91%
CYP1A2 inhibition	-	0.9009	90.09%
CYP2C8 inhibition	+	0.7811	78.11%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8997	89.97%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7589	75.89%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.8801	88.01%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.7958	79.58%
Androgen receptor binding	+	0.7365	73.65%
Thyroid receptor binding	+	0.6196	61.96%
Glucocorticoid receptor binding	+	0.7767	77.67%
Aromatase binding	+	0.6545	65.45%
PPAR gamma	+	0.8442	84.42%
Honey bee toxicity	-	0.6274	62.74%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5350	53.50%
Fish aquatic toxicity	+	0.9585	95.85%

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	98.68%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.55%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.76%	97.25%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.80%	97.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.10%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.28%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.15%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.78%	96.77%
CHEMBL226	P30542	Adenosine A1 receptor	89.61%	95.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.29%	96.61%
CHEMBL2581	P07339	Cathepsin D	87.49%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.04%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.77%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.55%	94.45%
CHEMBL5255	O00206	Toll-like receptor 4	86.10%	92.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.05%	96.90%
CHEMBL5028	O14672	ADAM10	83.44%	97.50%
CHEMBL340	P08684	Cytochrome P450 3A4	83.20%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.24%	95.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.08%	94.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.79%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.34%	92.94%

Plants that contains it

• Eleutherococcus senticosus

Cross-Links

• PubChem: 163030757
• LOTUS: LTS0082496
• wikiData: Q105215067