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Bacopasaponin C

Cat No.:V32263 Purity: ≥98%
Bacopasaponin C is a natural glycoside extracted from Bacopa monniera with antitumor and antileishmanial activity.
Bacopasaponin C
Bacopasaponin C Chemical Structure CAS No.: 178064-13-6
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
Bacopasaponin C is a natural glycoside extracted from Bacopa monniera with antitumor and antileishmanial activity.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
Bacopasaponin C exhibited cytotoxic activity against a panel of human tumor cell lines in the MTT assay, with IC₅₀ values of 34.9 μmol/L for MDA-MB-231 (breast cancer), 47.3 μmol/L for SHG-44 (glioma), 58.3 μmol/L for HCT-8 (ileocecal adenocarcinoma), 56.4 μmol/L for A-549 (lung adenocarcinoma), and 48.2 μmol/L for PC-3M (prostate cancer). However, its potency was noted to be much lower compared to compounds bacopaside E and bacopaside VII. [1]
In cell adhesion assays using fibronectin-coated plates, Bacopasaponin C at concentrations ranging from 25 to 100 μmol/L did not show significant inhibitory effects on the adhesion of MDA-MB-231 breast cancer cells. [1]
In Matrigel invasion assays using Transwell chambers, Bacopasaponin C at concentrations ranging from 25 to 100 μmol/L did not significantly inhibit the invasion of MDA-MB-231 breast cancer cells through the reconstituted basement membrane. [1]
In scratch wound healing (migration) assays, Bacopasaponin C (at 50 μmol/L) did not show a significant inhibitory effect on the migration of MDA-MB-231 breast cancer cells over a 24-hour period compared to the more active compounds. [1]
ln Vivo
Bacopasaponin C was tested in a mouse model implanted with sarcoma S180. At a dose of 50 μmol/kg administered intragastrically once daily for 7 days, it showed an average tumor weight inhibition ratio of 35.51%. However, this inhibition was not statistically significant compared to the blank control group (P > 0.05), indicating a much weaker in vivo antitumor effect compared to the positive control (5-Fu) and the more active compounds bacopaside E and bacopaside VII. [1]
Cell Assay
Cytotoxicity (MTT) Assay: Tumor cells (MDA-MB-231, SHG-44, HCT-8, A-549, PC-3M) were washed and seeded into 96-well plates at a density of 5 × 10⁴ cells/mL in DMEM medium supplemented with 10% fetal bovine serum. Various dilutions of Bacopasaponin C in the same medium were added to the wells, with a final DMSO concentration not exceeding 0.2% (v/v). After 48 hours of incubation, 20 μL of MTT solution (5 mg/mL in PBS) was added to each well. Following an additional 4-hour incubation, the optical density was measured at 540 nm and 630 nm. The growth inhibition rate was calculated relative to vehicle-treated controls. [1]
Cell Adhesion Assay: 96-well plates were coated with fibronectin (10 μg/mL) and then blocked with 1% bovine serum albumin (BSA). MDA-MB-231 cells (5 × 10⁴) were added to each well in the presence or absence of Bacopasaponin C at specified concentrations. After a 2-hour incubation at 37°C, non-adherent cells were removed by gentle washing with PBS. Adherent cells were fixed with methanol, stained with crystal violet, lysed, and the absorbance was measured at 590 nm. Uncoated, BSA-blocked wells served as negative controls. [1]
Cell Migration (Scratch Wound Healing) Assay: MDA-MB-231 cells were grown to near confluence (>90%) in 12-well plates. A straight scratch (wound) was created in the monolayer using a pipette tip. The cells were then cultured in medium with or without Bacopasaponin C. Images were taken at the start (0 h) and after 6, 12, and 24 hours of incubation. Cell migration into the wound area was quantified. [1]
Matrigel Invasion Assay: Polycarbonate filters (8 μm pore size) in Transwell chambers were pre-coated with fibronectin on the lower side. Matrigel was applied to the upper surface of the filter. After drying and rehydration, MDA-MB-231 cells (5 × 10⁵) were suspended in serum-free medium (RPMI 1640 with 0.1% BSA), pretreated with Bacopasaponin C on ice for 30 minutes, and then placed in the upper chamber. The lower chamber contained complete medium. After 12 hours of incubation, cells that invaded through the Matrigel and attached to the lower surface of the filter were stained and counted under a microscope. [1]
Animal Protocol
Sarcoma S180 Tumor Model: Female balb/c mice (6-8 weeks old) were subcutaneously implanted with sarcoma S180 ascites cells (diluted 1:4 with saline, 0.2 mL per mouse). Mice were randomly divided into groups, including a blank control group, a positive control group (5-fluorouracil, 5-Fu), and a group treated with Bacopasaponin C. The treatment group received Bacopasaponin C at a dose of 50 μmol/kg body weight. The compound was administered intragastrically (oral gavage) once daily for 7 consecutive days, starting the day after tumor implantation. On the 10th day after implantation, mice were euthanized, tumors were excised and weighed, and the tumor inhibition ratio was calculated. [1]
Note: The specific formulation/solvent used to dissolve Bacopasaponin C for in vivo administration is not described in the provided text. [1]
References

[1]. Antitumor activities of dammarane triterpene saponins from Bacopa monniera. Phytother Res. 2010 Jun;24(6):864-8.

[2]. Bacopasaponin C: critical evaluation of anti-leishmanial properties in various delivery modes. Drug Deliv. 2002 Jan-Mar;9(1):55-62.

Additional Infomation
It has been reported that purslane saponin C is contained in purslane (Bacopa monnieri), and there are related data reports.
Purslane saponin C is a dammarane-type triterpenoid saponin isolated from the medicinal plant purslane (Bacopa monnieri (L.) Wettst.). [1]
This study is one of the early reports on the antitumor activity of purified monomeric saponins from purslane. [1]
Among the plant compounds tested, compared with the more active compounds purslane saponin E and purslane saponin VII, purslane saponin C showed weaker cytotoxic activity against mouse sarcoma S180 in vitro, and its antitumor effect in vivo was not significant. [1]
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C46H74O17
Molecular Weight
899.0696
Exact Mass
898.492
CAS #
178064-13-6
PubChem CID
21599443
Appearance
White to off-white solid powder
Density
1.4±0.0 g/cm3
Index of Refraction
1.621
LogP
3.87
Hydrogen Bond Donor Count
9
Hydrogen Bond Acceptor Count
17
Rotatable Bond Count
9
Heavy Atom Count
63
Complexity
1710
Defined Atom Stereocenter Count
24
SMILES
CC(=C[C@@H]1CO[C@]23C[C@]4(CO2)[C@@H]([C@H]3[C@@]1(C)O)CC[C@H]5[C@]4(CC[C@@H]6[C@@]5(CC[C@@H](C6(C)C)O[C@H]7[C@@H]([C@H]([C@H](CO7)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O[C@H]9[C@@H]([C@H]([C@@H](O9)CO)O)O)C)C)C
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,8-13,15-20H2,1-7H3/t22-,23-,24+,25-,26+,27+,28-,29+,30-,31+,32+,33-,34-,35+,36-,37+,38+,39+,40+,42+,43-,44+,45+,46-/m1/s1
Chemical Name
(2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5S)-3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-5-hydroxy-2-[[(1S,2R,5R,7S,10R,11R,14R,15S,16S,17R,20R)-16-hydroxy-2,6,6,10,16-pentamethyl-17-(2-methylprop-1-enyl)-19,21-dioxahexacyclo[18.2.1.01,14.02,11.05,10.015,20]tricosan-7-yl]oxy]oxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: This product requires protection from light (avoid light exposure) during transportation and storage.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ~100 mg/mL (~111.23 mM)
Solubility (In Vivo)
Solubility in Formulation 1: 2.5 mg/mL (2.78 mM) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), suspension solution; with sonication.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (2.78 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 1.1123 mL 5.5613 mL 11.1226 mL
5 mM 0.2225 mL 1.1123 mL 2.2245 mL
10 mM 0.1112 mL 0.5561 mL 1.1123 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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