Bacopaside X

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 596318

CAS#: 94443-88-6

Description: Bacopaside X is a bioactive chemical isolated from the whole plant of Bacopa monniera.


Price and Availability

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Bacopaside X is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 596318
Name: Bacopaside X
CAS#: 94443-88-6
Chemical Formula: C46H74O17
Exact Mass: 898.4926
Molecular Weight: 899.08
Elemental Analysis: C, 61.45; H, 8.30; O, 30.25


Synonym: Bacopaside X; Bacopaside X, (-)-;

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

InChi Key: RANQPHKSRUUPKK-GPUGMLHBSA-N

InChi Code: InChI=1S/C46H74O17/c1-21(2)14-22-15-44(7,55)37-23-8-9-28-42(5)12-11-29(41(3,4)27(42)10-13-43(28,6)45(23)19-46(37,63-22)57-20-45)60-40-36(62-38-33(53)31(51)26(17-48)59-38)35(24(49)18-56-40)61-39-34(54)32(52)30(50)25(16-47)58-39/h14,22-40,47-55H,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-,42-,43+,44-,45-,46-/m0/s1

SMILES Code: C/C(C)=C/[C@H]1C[C@](C)(O)[C@@H]2[C@H]3CC[C@@H]4[C@@]5(C)CC[C@H](O[C@H]6[C@H](O[C@H]7[C@H](O)[C@@H](O)[C@H](CO)O7)[C@@H](O[C@H]8[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O8)[C@@H](O)CO6)C(C)(C)[C@@H]5CC[C@@]4(C)[C@]39C[C@]2(OC9)O1


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:
>2 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:
293490


References

1: Sekhar VC, Viswanathan G, Baby S. Insights into the molecular aspects of neuroprotective Bacoside A and Bacopaside I. Curr Neuropharmacol. 2018 Apr 19. doi: 10.2174/1570159X16666180419123022. [Epub ahead of print] PubMed PMID: 29676230.

2: Ramasamy S, Chin SP, Sukumaran SD, Buckle MJ, Kiew LV, Chung LY. In Silico and In Vitro Analysis of Bacoside A Aglycones and Its Derivatives as the Constituents Responsible for the Cognitive Effects of Bacopa monnieri. PLoS One. 2015 May 12;10(5):e0126565. doi: 10.1371/journal.pone.0126565. eCollection 2015. PubMed PMID: 25965066; PubMed Central PMCID: PMC4428790.

3: Tothiam C, Phrompittayarat W, Putalun W, Tanaka H, Sakamoto S, Khan IA, Ingkaninan K. An enzyme-linked immunosorbant assay using monoclonal antibody against bacoside A₃ for determination of jujubogenin glycosides in Bacopa monnieri (L.) Wettst. Phytochem Anal. 2011 Sep-Oct;22(5):385-91. doi: 10.1002/pca.1293. Epub 2011 Mar 17. PubMed PMID: 21413093.

4: Bhandari P, Kumar N, Singh B, Singh V, Kaur I. Silica-based monolithic column with evaporative light scattering detector for HPLC analysis of bacosides and apigenin in Bacopa monnieri. J Sep Sci. 2009 Aug;32(15-16):2812-8. doi: 10.1002/jssc.200900082. PubMed PMID: 19606439.

5: Zhou Y, Peng L, Zhang WD, Kong DY. Effect of triterpenoid saponins from Bacopa monniera on scopolamine-induced memory impairment in mice. Planta Med. 2009 May;75(6):568-74. doi: 10.1055/s-0029-1185339. Epub 2009 Feb 12. PubMed PMID: 19214943.

6: Murthy PB, Raju VR, Ramakrisana T, Chakravarthy MS, Kumar KV, Kannababu S, Subbaraju GV. Estimation of twelve bacopa saponins in Bacopa monnieri extracts and formulations by high-performance liquid chromatography. Chem Pharm Bull (Tokyo). 2006 Jun;54(6):907-11. PubMed PMID: 16755069.