(2S,3S,4S,5R,6R)-6-[[(3S,4aS,6aR,6bS,8aS,12aS,14aS,14bR)-8a-[(2S,3R,4S,5R)-3-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxycarbonyl-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

Details

• Internal ID: 57bc5019-64bb-4b90-8ab3-8c863f0244fb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(3S,4aS,6aR,6bS,8aS,12aS,14aS,14bR)-8a-[(2S,3R,4S,5R)-3-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxycarbonyl-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(COC2OC(=O)C34CCC(CC3C5=CCC6C7(CCC(C(C7CCC6(C5(CC4)C)C)(C)C)OC8C(C(C(C(O8)C(=O)O)O)O)O)C)(C)C)O)O)O)O)OC9C(C(C(CO9)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H](CO[C@H]2OC(=O)[C@@]34CC[C@@]5(C(=CC[C@@H]6[C@]5(CC[C@H]7[C@@]6(CC[C@@H](C7(C)C)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)C(=O)O)O)O)O)C)C)[C@@H]3CC(CC4)(C)C)C)O)O)O)O)O[C@H]9[C@@H]([C@H]([C@@H](CO9)O)O)O
• InChI: InChI=1S/C52H82O21/c1-22-38(70-42-35(60)30(55)25(53)20-66-42)34(59)37(62)43(68-22)72-40-31(56)26(54)21-67-45(40)73-46(65)52-17-15-47(2,3)19-24(52)23-9-10-28-49(6)13-12-29(69-44-36(61)32(57)33(58)39(71-44)41(63)64)48(4,5)27(49)11-14-51(28,8)50(23,7)16-18-52/h9,22,24-40,42-45,53-62H,10-21H2,1-8H3,(H,63,64)/t22-,24-,25+,26+,27+,28-,29-,30-,31-,32-,33-,34-,35+,36+,37+,38-,39-,40+,42-,43-,44+,45-,49-,50+,51+,52-/m0/s1
• InChI Key: XGNILSMXQYPTTN-GQVYXPIRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₈₂O₂₁
• Molecular Weight: 1043.20 g/mol
• Exact Mass: 1042.53485962 g/mol
• Topological Polar Surface Area (TPSA): 331.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 0.36
• H-Bond Acceptor: 20
• 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	+	0.8225	82.25%
Caco-2	-	0.8816	88.16%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8714	87.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.6872	68.72%
OATP1B3 inhibitior	-	0.2615	26.15%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5276	52.76%
BSEP inhibitior	+	0.9022	90.22%
P-glycoprotein inhibitior	+	0.7486	74.86%
P-glycoprotein substrate	-	0.6415	64.15%
CYP3A4 substrate	+	0.7309	73.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8786	87.86%
CYP3A4 inhibition	-	0.9163	91.63%
CYP2C9 inhibition	-	0.8819	88.19%
CYP2C19 inhibition	-	0.9253	92.53%
CYP2D6 inhibition	-	0.9443	94.43%
CYP1A2 inhibition	-	0.9012	90.12%
CYP2C8 inhibition	+	0.7655	76.55%
CYP inhibitory promiscuity	-	0.9829	98.29%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5774	57.74%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9018	90.18%
Skin irritation	-	0.5887	58.87%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7293	72.93%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.9000	90.00%
skin sensitisation	-	0.8686	86.86%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.9220	92.20%
Acute Oral Toxicity (c)	III	0.6362	63.62%
Estrogen receptor binding	+	0.8010	80.10%
Androgen receptor binding	+	0.7344	73.44%
Thyroid receptor binding	+	0.5288	52.88%
Glucocorticoid receptor binding	+	0.7867	78.67%
Aromatase binding	+	0.6674	66.74%
PPAR gamma	+	0.8322	83.22%
Honey bee toxicity	-	0.6681	66.81%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5045	50.45%
Fish aquatic toxicity	+	0.9756	97.56%

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	97.56%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.67%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.44%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.84%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.54%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.98%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.16%	89.00%
CHEMBL2581	P07339	Cathepsin D	86.85%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.51%	94.45%
CHEMBL4302	P08183	P-glycoprotein 1	85.76%	92.98%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.37%	97.09%
CHEMBL5028	O14672	ADAM10	84.84%	97.50%
CHEMBL221	P23219	Cyclooxygenase-1	84.17%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	83.94%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.46%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.33%	93.00%
CHEMBL2179	P04062	Beta-glucocerebrosidase	80.20%	85.31%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162924337
• LOTUS: LTS0151663
• wikiData: Q105327683