Bacopaside II
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MedKoo CAT#: 573967

CAS#: 382146-66-9

Description: Bacopaside II is a triterpene glycoside found in B. monnieri that has neuroprotective, anti-angiogenic, and anticancer activities. Bacopaside II decreases hydrogen peroxide-induced intracellular reactive oxygen species (ROS) production and cell death in N2a neuroblastoma cells. Bacopaside II decreases migration and tube formation in 2H11 and 3B11 cells, as well as human umbilical vein endothelial cells (HUVECs) when used at concentrations greater than 15 µM. Bacopaside II inhibits the growth of MDA-MB-231, SHG-44, HCT8, A549, and PC3M cancer cells (IC50s = 32.4, 36.9, 40.3, 44.4, and 45.4 µM, respectively).


Price and Availability

Size
Price

1mg
USD 265
Size
Price

5mg
USD 675
Size
Price

10mg
USD 1335

Bacopaside II, purity > 98%, is in stock. Current shipping out time is about 2 weeks after order is received. CoA, QC data and MSDS documents are available in one week after order is received.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 573967
Name: Bacopaside II
CAS#: 382146-66-9
Chemical Formula: C47H76O18
Exact Mass: 928.5032
Molecular Weight: 929.11
Elemental Analysis: C, 60.76; H, 8.25; O, 31.00


Synonym: Bacopaside II

IUPAC/Chemical Name: (2S,3R,4S,5S,6R)-2-(((2R,3R,4S,5R,6R)-3-(((2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)oxy)-5-hydroxy-2-(((1S,2R,4aR,6aS,6bR,8aR,10S,12aR,12bR,14aR,14bS)-1-hydroxy-1,6b,9,9,12a-pentamethyl-2-(2-methylprop-1-en-1-yl)hexadecahydro-1H,6H-4a,6a-methanonaphtho[1,2-h]pyrano[2,3-c]isochromen-10-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

InChi Key: WZWPYJOPCULCLQ-UOXCDNDQSA-N

InChi Code: InChI=1S/C47H76O18/c1-21(2)14-22-18-58-47-19-46(20-59-47)23(38(47)45(22,7)57)8-9-28-43(5)12-11-29(42(3,4)27(43)10-13-44(28,46)6)63-41-37(65-39-34(55)31(52)25(16-49)61-39)36(32(53)26(17-50)62-41)64-40-35(56)33(54)30(51)24(15-48)60-40/h14,22-41,48-57H,8-13,15-20H2,1-7H3/t22-,23-,24-,25+,26-,27+,28-,29+,30-,31+,32-,33+,34-,35-,36+,37-,38+,39+,40+,41+,43+,44-,45+,46+,47-/m1/s1

SMILES Code: O[C@H]1[C@H](O)[C@@H](CO)O[C@](O[C@@H]2[C@@H](O[C@]3([H])O[C@@H](CO)[C@H](O)[C@H]3O)[C@]([H])(O[C@@H]4C(C)(C)[C@@](CC[C@@](C)([C@@](C[C@]5(OC[C@@H](/C=C(C)\C)[C@]6(C)O)[C@@]76[H])(CO5)[C@]7([H])CC8)[C@@]98[H])([H])[C@]9(C)CC4)O[C@H](CO)[C@H]2O)([H])[C@@H]1O


Technical Data

Appearance:
Solid powder

Purity:
>98% (or refer to the Certificate of Analysis)

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition:
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility:
Soluble in DMSO

Shelf Life:
>3 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

Harmonized System Code:
2934.99.90.01


References

1. Bhardwaj, P., Jain, C.K., and Mathur, A. Comparative evaluation of four triterpenoid glycoside saponins of bacoside A in alleviating sub-cellular oxidative stress of N2a neuroblastoma cells. J. Pharm. Pharmacol. 70(11), 1531-1540 (2018).

2. Zhou, Y., Shen, Y.-H., Zhang, C., et al. Triterpene saponins from Bacopa monnieri and their antidepressant effects in two mice models. J. Nat. Prod. 70(4), 652-655 (2007).

3. Palethorpe, H.M., Tomita, Y., Smith, E., et al. The aquaporin 1 inhibitor bacopaside II reduces endothelial cell migration and tubulogenesis and induces apoptosis. Int. J. Mol. Sci. 19(3), E653 (2018).

4. Peng, L., Zhou, Y., Kong, D.Y., et al. Antitumor activities of dammarane triterpene saponins from Bacopa monniera. Phytother. Res. 24(6), 864-868 (2010).