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

Details

• Internal ID: 58df2271-d1e8-4f39-97c3-264ef1b30728
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5R,6R)-5-acetyloxy-3-[(2S,3R,4R,5R,6S)-3-acetyloxy-5-[(2S,3R,4S,5R)-3,5-dihydroxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-6-methyloxan-2-yl]oxy-4-hydroxy-6-methyloxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-5,10,11-trihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-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(COC(C2O)OC3C(OC(C(C3O)OC(=O)C)OC4C(C(C(OC4OC(=O)C56CCC(CC5C7=CCC8C(C7(CC6O)C)(CCC9C8(CC(C(C9(C)CO)O)O)C)C)(C)C)C)OC(=O)C)O)C)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2[C@@H](CO[C@H]([C@@H]2O)O[C@H]3[C@@H](O[C@H]([C@@H]([C@@H]3O)OC(=O)C)O[C@@H]4[C@H]([C@H]([C@H](O[C@H]4OC(=O)[C@]56CCC(C[C@H]5C7=CC[C@H]8[C@]([C@@]7(C[C@H]6O)C)(CC[C@@H]9[C@@]8(C[C@@H]([C@@H]([C@@]9(C)CO)O)O)C)C)(C)C)C)OC(=O)C)O)C)O)O)O)O
• InChI: InChI=1S/C57H90O24/c1-23-35(64)36(65)37(66)48(73-23)79-43-31(62)21-72-47(40(43)69)78-42-25(3)74-49(44(39(42)68)77-27(5)60)80-45-38(67)41(76-26(4)59)24(2)75-50(45)81-51(71)57-17-16-52(6,7)18-29(57)28-12-13-33-53(8)19-30(61)46(70)54(9,22-58)32(53)14-15-55(33,10)56(28,11)20-34(57)63/h12,23-25,29-50,58,61-70H,13-22H2,1-11H3/t23-,24+,25-,29-,30-,31+,32+,33+,34+,35-,36+,37+,38-,39+,40+,41-,42-,43-,44+,45+,46-,47-,48-,49-,50-,53-,54-,55+,56+,57+/m0/s1
• InChI Key: ZGWXYVYXBBNDTH-PCONAVDESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₇H₉₀O₂₄
• Molecular Weight: 1159.30 g/mol
• Exact Mass: 1158.58220373 g/mol
• Topological Polar Surface Area (TPSA): 366.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): -0.26
• H-Bond Acceptor: 24
• H-Bond Donor: 11
• Rotatable Bonds: 11

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	-	0.8703	87.03%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7085	70.85%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.9583	95.83%
P-glycoprotein inhibitior	+	0.7470	74.70%
P-glycoprotein substrate	+	0.6481	64.81%
CYP3A4 substrate	+	0.7386	73.86%
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	+	0.7280	72.80%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8989	89.89%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7260	72.60%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.7944	79.44%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.7197	71.97%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.7907	79.07%
Androgen receptor binding	+	0.7506	75.06%
Thyroid receptor binding	+	0.6599	65.99%
Glucocorticoid receptor binding	+	0.8220	82.20%
Aromatase binding	+	0.6285	62.85%
PPAR gamma	+	0.8447	84.47%
Honey bee toxicity	-	0.6899	68.99%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5550	55.50%
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	98.48%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.56%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.15%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.07%	96.77%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.63%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.71%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.74%	89.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.71%	97.36%
CHEMBL1937	Q92769	Histone deacetylase 2	88.79%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.91%	95.56%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	87.01%	91.65%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.58%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.78%	100.00%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	85.07%	87.67%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.16%	86.92%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.61%	91.07%
CHEMBL5028	O14672	ADAM10	83.55%	97.50%
CHEMBL2581	P07339	Cathepsin D	83.33%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.17%	95.89%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	83.15%	95.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.91%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.60%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.85%	95.50%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	80.69%	89.44%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	80.66%	92.78%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.27%	96.95%

Plants that contains it

• Bellis perennis

Cross-Links

• PubChem: 101843601
• LOTUS: LTS0243370
• wikiData: Q105375480