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

Details

• Internal ID: 55914cdc-65a5-4186-b9fb-31d070d425f9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5R,6R)-6-(acetyloxymethyl)-5-hydroxy-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl] (4aS,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-9-(acetyloxymethyl)-11-hydroxy-2,2,6a,6b,9,12a-hexamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-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(C(C(OC2OC(=O)C34CCC(CC3C5=CCC6C(C5(CC4)C)(CCC7C6(CC(C(C7(C)COC(=O)C)OC8C(C(C(C(O8)CO)O)O)O)O)C)C)(C)C)COC(=O)C)O)OC9C(C(C(C(O9)CO)O)O)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]([C@@H]([C@H](O[C@H]2OC(=O)[C@@]34CC[C@@]5(C(=CC[C@H]6[C@]5(CC[C@@H]7[C@@]6(C[C@@H]([C@@H]([C@@]7(C)COC(=O)C)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)C)C)[C@@H]3CC(CC4)(C)C)C)COC(=O)C)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O)O)O
• InChI: InChI=1S/C58H92O26/c1-24-35(64)39(68)42(71)48(77-24)82-46-45(81-49-43(72)40(69)36(65)30(20-59)78-49)38(67)32(22-75-25(2)61)80-51(46)84-52(74)58-16-14-53(4,5)18-28(58)27-10-11-34-54(6)19-29(63)47(83-50-44(73)41(70)37(66)31(21-60)79-50)55(7,23-76-26(3)62)33(54)12-13-57(34,9)56(27,8)15-17-58/h10,24,28-51,59-60,63-73H,11-23H2,1-9H3/t24-,28-,29-,30+,31+,32+,33+,34+,35-,36+,37+,38+,39+,40-,41-,42+,43+,44+,45-,46+,47-,48-,49-,50-,51-,54-,55-,56+,57+,58-/m0/s1
• InChI Key: FPUHPXSPVPXVGB-IGUJLGQZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₈H₉₂O₂₆
• Molecular Weight: 1205.30 g/mol
• Exact Mass: 1204.58768304 g/mol
• Topological Polar Surface Area (TPSA): 407.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -1.92
• H-Bond Acceptor: 26
• H-Bond Donor: 13
• Rotatable Bonds: 14

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	-	0.8709	87.09%
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	+	0.8225	82.25%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.9772	97.72%
P-glycoprotein inhibitior	+	0.7472	74.72%
P-glycoprotein substrate	-	0.5051	50.51%
CYP3A4 substrate	+	0.7246	72.46%
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	+	0.7429	74.29%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8986	89.86%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7343	73.43%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.8500	85.00%
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	-	0.6477	64.77%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.7314	73.14%
Androgen receptor binding	+	0.7497	74.97%
Thyroid receptor binding	+	0.5951	59.51%
Glucocorticoid receptor binding	+	0.7989	79.89%
Aromatase binding	+	0.6186	61.86%
PPAR gamma	+	0.8166	81.66%
Honey bee toxicity	-	0.6872	68.72%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
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	99.41%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.45%	96.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	95.88%	95.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.47%	94.45%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.44%	97.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.29%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.13%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.42%	96.77%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	90.32%	91.65%
CHEMBL2581	P07339	Cathepsin D	90.14%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.09%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.12%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.96%	86.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.74%	95.50%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.52%	97.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.59%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.46%	95.56%
CHEMBL5255	O00206	Toll-like receptor 4	83.28%	92.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.12%	96.61%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.71%	94.33%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.71%	96.90%
CHEMBL3401	O75469	Pregnane X receptor	81.53%	94.73%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.68%	93.00%

Plants that contains it

• Bellis perennis
• Bellium bellidioides

Cross-Links

• PubChem: 101663371
• LOTUS: LTS0237831
• wikiData: Q104401430