Bacopasaponin C | CAS# 178064-13-6 | Triterpenoid Saponin

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

MedKoo CAT#: 574035

CAS#: 178064-13-6

Description: Bacopasaponin C is a triterpenoid saponin that inhibits the ATPase activity of P-glycoprotein.

Chemical Structure

Bacopasaponin C

CAS# 178064-13-6

Instruction

Theoretical Analysis

MedKoo Cat#: 574035
Name: Bacopasaponin C
CAS#: 178064-13-6
Chemical Formula: C46H74O17
Exact Mass: 898.49
Molecular Weight: 899.080
Elemental Analysis: C, 61.45; H, 8.30; O, 30.25

Price and Availability

Size	Price	Availability	Quantity
1mg	USD 255
5mg	USD 555
10mg	USD 900
25mg	USD 1600
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. MedKoo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

Synonym: (–)-Bacopasaponin C; Bacopasaponin C

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,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)tetrahydro-2H-pyran-4-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

InChi Key: ZOFQVMPJZHCDBS-MUUHSGPCSA-N

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

SMILES Code: O[C@@H]1[C@@H](O)[C@H](CO)O[C@@]1([H])O[C@@H]2[C@@H](O[C@]3([H])O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@H](O)CO[C@@]2([H])O[C@H]4CC[C@@]5(C)[C@](CC[C@]6(C)[C@]5([H])CC[C@@]7([H])[C@@]68C[C@@]9(OC8)[C@]7([H])[C@@](C)(O)[C@H](/C=C(C)\C)CO9)([H])C4(C)C

Appearance: A crystalline solid

Purity: >95% (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).

HS Tariff Code: 2934.99.9001

More Info:

Instruction:

View handling instruction

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 899.08 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Vinod A, Sathianarayanan S, Babu AE, Sadanandan P, Venu AK, Venkidasamy B. Bacopa monnieri for Disorders Affecting Brain: Current Perspectives. Curr Top Med Chem. 2022;22(23):1909-1929. doi: 10.2174/1568026622666220119111538. PMID: 35043757.

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6: Sahoo KK, Sahu BB, Singh VR, Patra N. Enhanced production of Bacopa saponins by repeated batch strategy in bioreactor. Bioprocess Biosyst Eng. 2022 May;45(5):829-841. doi: 10.1007/s00449-022-02700-4. Epub 2022 Feb 4. PMID: 35119526.

7: Bansal M, Reddy MS, Kumar A. Seasonal variations in harvest index and bacoside A contents amongst accessions of Bacopa monnieri (L.) Wettst. collected from wild populations. Physiol Mol Biol Plants. 2016 Jul;22(3):407-413. doi: 10.1007/s12298-016-0366-y. Epub 2016 Jul 26. PMID: 27729727; PMCID: PMC5039155.

8: 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. doi: 10.1248/cpb.54.907. PMID: 16755069.

9: Soni SK, Singh R, Ngpoore NK, Niranjan A, Singh P, Mishra A, Tiwari S. Isolation and characterization of endophytic fungi having plant growth promotion traits that biosynthesizes bacosides and withanolides under in vitro conditions. Braz J Microbiol. 2021 Dec;52(4):1791-1805. doi: 10.1007/s42770-021-00586-0. Epub 2021 Aug 2. PMID: 34339015; PMCID: PMC8327599.

10: Huangteerakul C, Aung HM, Thosapornvichai T, Duangkaew M, Jensen AN, Sukrong S, Ingkaninan K, Jensen LT. Chemical-Genetic Interactions of Bacopa monnieri Constituents in Cells Deficient for the DNA Repair Endonuclease RAD1 Appear Linked to Vacuolar Disruption. Molecules. 2021 Feb 24;26(5):1207. doi: 10.3390/molecules26051207. PMID: 33668176; PMCID: PMC7956252.

11: Deepak M, Sangli GK, Arun PC, Amit A. Quantitative determination of the major saponin mixture bacoside A in Bacopa monnieri by HPLC. Phytochem Anal. 2005 Jan-Feb;16(1):24-9. doi: 10.1002/pca.805. PMID: 15688952.

12: Majumdar S, Garai S, Jha S. Genetic transformation of Bacopa monnieri by wild type strains of Agrobacterium rhizogenes stimulates production of bacopa saponins in transformed calli and plants. Plant Cell Rep. 2011 May;30(5):941-54. doi: 10.1007/s00299-011-1035-9. Epub 2011 Feb 25. PMID: 21350825.

13: Shahid M, Subhan F, Ullah I, Ali G, Alam J, Shah R. Beneficial effects of Bacopa monnieri extract on opioid induced toxicity. Heliyon. 2016 Feb 15;2(2):e00068. doi: 10.1016/j.heliyon.2016.e00068. PMID: 27441247; PMCID: PMC4945900.

14: Majumdar S, Garai S, Jha S. Use of the cryptogein gene to stimulate the accumulation of Bacopa saponins in transgenic Bacopa monnieri plants. Plant Cell Rep. 2012 Oct;31(10):1899-909. doi: 10.1007/s00299-012-1303-3. Epub 2012 Jun 26. PMID: 22733208.

15: Peng L, Zhou Y, Kong de Y, Zhang WD. Antitumor activities of dammarane triterpene saponins from Bacopa monniera. Phytother Res. 2010 Jun;24(6):864-8. doi: 10.1002/ptr.3034. PMID: 19960417.

16: Rauf K, Subhan F, Abbas M, Ali SM, Ali G, Ashfaq M, Abbas G. Inhibitory effect of bacopasides on spontaneous morphine withdrawal induced depression in mice. Phytother Res. 2014 Jun;28(6):937-9. doi: 10.1002/ptr.5081. Epub 2013 Nov 14. PMID: 24243728.

17: Moskwa J, Naliwajko SK, Markiewicz-Żukowska R, Gromkowska-Kępka KJ, Nowakowski P, Strawa JW, Borawska MH, Tomczyk M, Socha K. Chemical composition of Polish propolis and its antiproliferative effect in combination with Bacopa monnieri on glioblastoma cell lines. Sci Rep. 2020 Dec 3;10(1):21127. doi: 10.1038/s41598-020-78014-w. PMID: 33273550; PMCID: PMC7712839.

18: Singh R, Rachumallu R, Bhateria M, Panduri J, Bhatta RS. In vitro effects of standardized extract of Bacopa monniera and its five individual active constituents on human P-glycoprotein activity. Xenobiotica. 2015;45(8):741-9. doi: 10.3109/00498254.2015.1017752. Epub 2015 Apr 14. PMID: 25869246.

19: Deb DD, Kapoor P, Dighe RP, Padmaja R, Anand MS, D'Souza P, Deepak M, Murali B, Agarwal A. In vitro safety evaluation and anticlastogenic effect of BacoMind on human lymphocytes. Biomed Environ Sci. 2008 Feb;21(1):7-23. doi: 10.1016/S0895-3988(08)60002-1. PMID: 18478974.

20: 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. PMID: 19606439.

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