[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (1R,3aS,5aR,5bR,7aS,11R,11aS,11bR,12R,13aR,13bR)-11,12-dihydroxy-5a,5b,8,8,11a-pentamethyl-9-oxo-1-prop-1-en-2-yl-2,3,4,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-1H-cyclopenta[a]chrysene-3a-carboxylate

Details

• Internal ID: d0850a58-7062-46e3-800b-dd3b8f178b40
• 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)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (1R,3aS,5aR,5bR,7aS,11R,11aS,11bR,12R,13aR,13bR)-11,12-dihydroxy-5a,5b,8,8,11a-pentamethyl-9-oxo-1-prop-1-en-2-yl-2,3,4,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-1H-cyclopenta[a]chrysene-3a-carboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OCC3C(C(C(C(O3)OC(=O)C45CCC(C4C6CC(C7C(C6(CC5)C)(CCC8C7(C(CC(=O)C8(C)C)O)C)C)O)C(=C)C)O)O)O)CO)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@H]([C@@H]4[C@H]6C[C@H]([C@@H]7[C@]([C@@]6(CC5)C)(CC[C@H]8[C@@]7([C@@H](CC(=O)C8(C)C)O)C)C)O)C(=C)C)O)O)O)CO)O)O)O
• InChI: InChI=1S/C48H76O19/c1-19(2)21-9-12-48(14-13-45(6)22(29(21)48)15-23(50)39-46(45,7)11-10-26-44(4,5)27(51)16-28(52)47(26,39)8)43(61)67-42-36(59)33(56)31(54)25(65-42)18-62-40-37(60)34(57)38(24(17-49)64-40)66-41-35(58)32(55)30(53)20(3)63-41/h20-26,28-42,49-50,52-60H,1,9-18H2,2-8H3/t20-,21-,22+,23+,24+,25+,26+,28+,29+,30-,31+,32+,33-,34+,35+,36+,37+,38+,39+,40+,41-,42-,45+,46+,47+,48-/m0/s1
• InChI Key: CZQNMTFMTUDATG-IFEIMPACSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₆O₁₉
• Molecular Weight: 957.10 g/mol
• Exact Mass: 956.49808019 g/mol
• Topological Polar Surface Area (TPSA): 312.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -0.83
• H-Bond Acceptor: 19
• H-Bond Donor: 11
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7238	72.38%
Caco-2	-	0.8816	88.16%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.8115	81.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8130	81.30%
OATP1B3 inhibitior	+	0.8124	81.24%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6276	62.76%
BSEP inhibitior	+	0.8600	86.00%
P-glycoprotein inhibitior	+	0.7438	74.38%
P-glycoprotein substrate	+	0.6477	64.77%
CYP3A4 substrate	+	0.7345	73.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8777	87.77%
CYP3A4 inhibition	-	0.8331	83.31%
CYP2C9 inhibition	-	0.8216	82.16%
CYP2C19 inhibition	-	0.8975	89.75%
CYP2D6 inhibition	-	0.9457	94.57%
CYP1A2 inhibition	-	0.9061	90.61%
CYP2C8 inhibition	+	0.7410	74.10%
CYP inhibitory promiscuity	-	0.9619	96.19%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6559	65.59%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9046	90.46%
Skin irritation	-	0.5145	51.45%
Skin corrosion	-	0.9403	94.03%
Ames mutagenesis	-	0.6854	68.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7373	73.73%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.7473	74.73%
skin sensitisation	-	0.8968	89.68%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7077	70.77%
Acute Oral Toxicity (c)	III	0.5631	56.31%
Estrogen receptor binding	+	0.8402	84.02%
Androgen receptor binding	+	0.7606	76.06%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7353	73.53%
Aromatase binding	+	0.6253	62.53%
PPAR gamma	+	0.8178	81.78%
Honey bee toxicity	-	0.5947	59.47%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9787	97.87%

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	98.91%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.16%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.61%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.51%	97.09%
CHEMBL2581	P07339	Cathepsin D	94.33%	98.95%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.87%	97.36%
CHEMBL2996	Q05655	Protein kinase C delta	92.17%	97.79%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.52%	97.25%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	90.18%	91.24%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	89.54%	93.04%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.49%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.03%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.84%	92.94%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	86.48%	95.83%
CHEMBL226	P30542	Adenosine A1 receptor	86.21%	95.93%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	86.19%	97.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.85%	89.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.45%	95.50%
CHEMBL5255	O00206	Toll-like receptor 4	83.82%	92.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.40%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.76%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	81.19%	91.19%
CHEMBL233	P35372	Mu opioid receptor	80.87%	97.93%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.76%	96.90%

Plants that contains it

• Eleutherococcus divaricatus

Cross-Links

• PubChem: 162880007
• LOTUS: LTS0156394
• wikiData: Q104973009