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

Details

• Internal ID: f90242a1-c1ad-40b6-ad49-3d22d74f3fb4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3S,4R,5R,6S)-6-[[(2R,3S,4S,6S)-3,4-dihydroxy-6-(2-methoxy-2-oxoethyl)-5-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (6aS)-10-[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-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(O9)CO)O)O)C)(C)C)O)O)O)CC(=O)OC)O)O)O
• SMILES (Isomeric): C[C@H]1[C@H]([C@H]([C@H]([C@@H](O1)OC2[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)C45CC[C@@]6(C(=CCC7C6(CCC8C7(CCC(C8(C)C)O[C@H]9[C@@H]([C@H]([C@@H](O9)CO)O)O)C)C)C4CC(CC5)(C)C)C)O)O)O)CC(=O)OC)O)O)O
• InChI: InChI=1S/C55H88O22/c1-24-34(58)37(61)41(65)46(71-24)76-44-27(20-33(57)69-9)72-45(43(67)39(44)63)70-23-29-36(60)38(62)42(66)48(74-29)77-49(68)55-18-16-50(2,3)21-26(55)25-10-11-31-52(6)14-13-32(75-47-40(64)35(59)28(22-56)73-47)51(4,5)30(52)12-15-54(31,8)53(25,7)17-19-55/h10,24,26-32,34-48,56,58-67H,11-23H2,1-9H3/t24-,26?,27-,28-,29-,30?,31?,32?,34+,35-,36-,37+,38+,39-,40+,41+,42-,43-,44?,45+,46-,47-,48-,52?,53+,54?,55?/m0/s1
• InChI Key: WOXXEPMRJZSMBS-ZUTGWDQJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₅H₈₈O₂₂
• Molecular Weight: 1101.30 g/mol
• Exact Mass: 1100.57672443 g/mol
• Topological Polar Surface Area (TPSA): 340.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 0.20
• H-Bond Acceptor: 22
• 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	+	0.8036	80.36%
Caco-2	-	0.8745	87.45%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8743	87.43%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7927	79.27%
OATP1B3 inhibitior	+	0.8514	85.14%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.9296	92.96%
P-glycoprotein inhibitior	+	0.7463	74.63%
P-glycoprotein substrate	-	0.6038	60.38%
CYP3A4 substrate	+	0.7342	73.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8774	87.74%
CYP3A4 inhibition	-	0.8952	89.52%
CYP2C9 inhibition	-	0.8464	84.64%
CYP2C19 inhibition	-	0.8975	89.75%
CYP2D6 inhibition	-	0.9411	94.11%
CYP1A2 inhibition	-	0.8952	89.52%
CYP2C8 inhibition	+	0.7559	75.59%
CYP inhibitory promiscuity	-	0.9266	92.66%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4843	48.43%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.8998	89.98%
Skin irritation	-	0.6018	60.18%
Skin corrosion	-	0.9376	93.76%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7795	77.95%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.8947	89.47%
skin sensitisation	-	0.9041	90.41%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8900	89.00%
Acute Oral Toxicity (c)	III	0.6253	62.53%
Estrogen receptor binding	+	0.7952	79.52%
Androgen receptor binding	+	0.7357	73.57%
Thyroid receptor binding	+	0.6013	60.13%
Glucocorticoid receptor binding	+	0.7854	78.54%
Aromatase binding	+	0.6614	66.14%
PPAR gamma	+	0.8380	83.80%
Honey bee toxicity	-	0.6498	64.98%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9617	96.17%

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	98.56%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.47%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.26%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.86%	94.45%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	90.77%	95.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.27%	97.36%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.25%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.88%	95.56%
CHEMBL5255	O00206	Toll-like receptor 4	85.79%	92.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.57%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.80%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.45%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.37%	89.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.06%	94.33%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.96%	96.61%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.33%	99.17%
CHEMBL5028	O14672	ADAM10	83.32%	97.50%
CHEMBL2581	P07339	Cathepsin D	83.02%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.83%	95.89%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.54%	96.90%
CHEMBL1871	P10275	Androgen Receptor	82.43%	96.43%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.05%	95.83%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.19%	94.00%

Plants that contains it

• Eleutherococcus senticosus

Cross-Links

• PubChem: 11968365
• NPASS: NPC214458