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Pulsatilla saponin D

Alias: SB365; SB-365; SB 365; Hederacolchiside A
Cat No.:V4629 Purity: ≥98%
Pulsatilla saponin D (SB365), a naturally-occurring chemical isolated from the root of Pulsatilla koreana, has been used as a traditional medicine for the treatment of several diseases.
Pulsatilla saponin D
Pulsatilla saponin D Chemical Structure CAS No.: 68027-15-6
Product category: New7
This product is for research use only, not for human use. We do not sell to patients.
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description

Pulsatilla saponin D (SB365), a naturally-occurring chemical isolated from the root of Pulsatilla koreana, has been used as a traditional medicine for the treatment of several diseases. SB365 strongly suppressed the growth and proliferation of colon cancer cells and induced their apoptosis. Also, SB365 showed anti-angiogenic activity by decreasing the expression of HIF-1α and VEGF. These results were confirmed by an in vivo study showing that SB365 significantly inhibited tumor growth by the induction of apoptosis and inhibition of angiogenesis with stronger anticancer activity than 5-FU. When further examined for its anticancer mechanism, SB365 effectively suppressed the AKT/mTOR pathway both in vitro and in vivo. Taken together, our study demonstrated that SB365 inhibits the AKT/mTOR pathway, leading to the suppression of tumor growth and angiogenesis together with induction of apoptosis. Therefore, SB365 is a good candidate as a natural product for use in the treatment of colon cancer.

Biological Activity I Assay Protocols (From Reference)
ln Vitro
Apoptotic effects are demonstrated by pulsatilla saponin D (SB365), which is also associated with elevated cleaved caspase-3 and poly(ADP-ribose) polymerase evidence [1]. In gastric cancer cells, pulsatilla saponin D (SB365) significantly suppresses c-Met expression [1]. The growth and proliferation of five human pancreatic cancer cell lines (MIAPaCa-2, BXPC-3, PANC-1, AsPC-1, and HPAC) are significantly inhibited by pulsatilla saponin D (SB365) [2]. The anti-angiogenic effect of Pulsatilla saponin D (SB365) is demonstrated by its ability to decrease the expression of VEGF and HIF-1α. In NSCLC cancer cells, pulsatilla saponin D (0.3 ng/mL to 10 μg/mL) shows anti-tumor action [4].
ln Vivo
In the Lewis lung cancer model, pulsatilla saponin D (6.4 mg/kg) demonstrates anticancer efficacy [4].
Cell Assay
Cytotoxicity assay[4]
Cell Types: A-549, SKMEL-2, MCF-7 and Lewis lung cancer (LLC) cells.
Tested Concentrations: 0.3 ng/mL to 10 μg/mL.
Incubation Duration: 72 hrs (hours).
Experimental Results: The ED50 value of A-549 cells was 6.3 μg/mL.
Animal Protocol
Animal/Disease Models: 2x2x2 mm3 tumor fragments from Lewis lung cancer (LLC) were transplanted subcutaneously (sc) (sc) into the auxiliary area of BDF1 mice [4].
Doses: 6.4 mg/kg.
Route of Administration: intraperitoneal (ip) injection on days 1 to 7 and 9 to 14.
Experimental Results: Such potent antitumor effect on solid tumors (IR, 82%), higher than that of doxorubicin (IR, 64%).
References

[1]. SB365, Pulsatilla saponin D, targets c-Met and exerts antiangiogenic and antitumor activities. Carcinogenesis. 2013 Sep;34(9):2156-69.

[2]. SB365, Pulsatilla saponin D suppresses proliferation and induces apoptosis of pancreatic cancer cells. Oncol Rep. 2013 Aug;30(2):801-8.

[3]. SB365, Pulsatilla saponin D suppresses the proliferation of human colon cancer cells and induces apoptosis by modulating the AKT/mTOR signalling pathway. Food Chem. 2013 Jan 1;136(1):26-33.

[4]. Pulsatilla saponin D: the antitumor principle from Pulsatilla koreana. Arch Pharm Res. 2004 Sep;27(9):915-8.

Additional Infomation
Pulsatilla saponin D is a triterpenoid. It has a role as a metabolite.
Pulsatilla saponin D has been reported in Serjania salzmanniana, Anemone coronaria, and Hedera colchica with data available.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C47H76O17
Molecular Weight
913.0962
Exact Mass
912.508
CAS #
68027-15-6
PubChem CID
11650910
Appearance
Off-white to light yellow solid powder
Density
1.4±0.1 g/cm3
Boiling Point
997.6±65.0 °C at 760 mmHg
Flash Point
285.4±27.8 °C
Vapour Pressure
0.0±0.6 mmHg at 25°C
Index of Refraction
1.619
LogP
5.77
Hydrogen Bond Donor Count
10
Hydrogen Bond Acceptor Count
17
Rotatable Bond Count
9
Heavy Atom Count
64
Complexity
1750
Defined Atom Stereocenter Count
23
SMILES
C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@H](CO[C@H]2O[C@H]3CC[C@]4([C@H]([C@]3(C)CO)CC[C@@]5([C@@H]4CC=C6[C@]5(CC[C@@]7([C@H]6CC(CC7)(C)C)C(=O)O)C)C)C)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)O)O)O
InChi Key
SOLICHUQXFAOEP-YDIXZRNLSA-N
InChi Code
InChI=1S/C47H76O17/c1-22-30(50)33(53)35(55)38(60-22)64-37-32(52)26(62-39-36(56)34(54)31(51)25(19-48)61-39)20-59-40(37)63-29-11-12-43(4)27(44(29,5)21-49)10-13-46(7)28(43)9-8-23-24-18-42(2,3)14-16-47(24,41(57)58)17-15-45(23,46)6/h8,22,24-40,48-56H,9-21H2,1-7H3,(H,57,58)/t22-,24-,25+,26-,27+,28+,29-,30-,31+,32-,33+,34-,35+,36+,37+,38-,39-,40-,43-,44-,45+,46+,47-/m0/s1
Chemical Name
(4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-9-(hydroxymethyl)-10-[(2S,3R,4S,5S)-4-hydroxy-5-[(2S,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]oxy-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
Synonyms
SB365; SB-365; SB 365; Hederacolchiside A
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 : ≥ 39 mg/mL (~42.71 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.08 mg/mL (2.28 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (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 20.8 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: ≥ 2.08 mg/mL (2.28 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (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 20.8 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

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Solubility in Formulation 3: ≥ 2.08 mg/mL (2.28 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 20.8 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 1.0952 mL 5.4759 mL 10.9517 mL
5 mM 0.2190 mL 1.0952 mL 2.1903 mL
10 mM 0.1095 mL 0.5476 mL 1.0952 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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What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

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What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
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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)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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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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