Sennoside B

Alias:
Cat No.:V0578 Purity: ≥98%
Sennoside B is a naturally occuring anthraquinone glycoside compound isolated from Puffer fish, salamanders, frogs foot spot et al.
Sennoside B Chemical Structure CAS No.: 128-57-4
Product category: PDGFR
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
10mg
25mg
50mg
Other Sizes
Official Supplier of:
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description

Sennoside B is a naturally occuring anthraquinone glycoside compound isolated from Puffer fish, salamanders, frogs foot spot et al., It is a type of irritant laxative used to treat constipation and may also be used for cleaning out the intestines before a bowel examination/surgery. Sennoside B inhibits PDGF-stimulated cell proliferation. Sennoside B prevents the proliferation of cells stimulated by PDGF. Sennoside B was discovered to prevent human MG63 osteosarcoma cells from becoming phosphorylated on the PDGFR as a result of PDGF-BB. Sennoside B pre-incubation of PDGF-BB inhibited the phosphorylation of AKT, STAT-5, and ERK1/2, among other pathway components.

Biological Activity I Assay Protocols (From Reference)
Targets
PDGFR; PDGFR
ln Vitro
Sennoside B, a type of irritant laxative extracted from rhei rhizome, binds to PDGF-BB and its receptor, inhibiting the PDGFR-beta signaling pathway, and thereby inhibiting the proliferation of MG63 cells stimulated by platelet-derived growth factor (PDGF). The phosphorylation of several pathway components, such as extracellular signal-regulated kinase 1/2 (ERK1/2), Ak strain transforming protein (AKT), and signal transducer and activator of transcription 5 (STAT-5) is inhibited when PDGF-BB is pre-incubated with sennoside B.[2] Moreover, it has an IC50 of 9 μM for bovine serum monoamine oxidase inhibition.[1]
ln Vivo
Sennosides were examined in a variety of toxicity investigations to assess potential risks. After a single oral dosage, acute investigations on rats and mice suggested that sennosides was only mildly toxic. Both species had LD50 values of roughly 5,000 mg/kg. Large-scale electrolyte and water loss after severe diarrhea was most likely the cause of death. No particular local or systemic toxicity was caused by sennosides in subacute studies involving rats (maximum dose/kg) and dogs (maximum dose/kg). Rat kidney weight increased slightly, but this had no toxicological significance. Sennosides were tolerated at doses up to 100 mg/kg in a 6-month study involving rats without any particular toxic effects. Secondary effects of chronic diarrhea include effects on food consumption, body weight gain, and certain biochemical parameters. It can also cause slight renal lesions. Reproduction toxicity studies and mutagenicity tests yielded normal results.
Enzyme Assay
Sennoside B binds to PDGF-BB and its receptor, inhibiting the PDGFR-beta signaling pathway, and thereby suppressing PDGF-stimulated cell proliferation.
Cell Assay
Sennoside B was either present or absent when PDGF was applied to human osteosarcoma MG63 cells. Western immunoblotting using particular antibodies against the phosphotyrosine, PDGF receptor, and downstream signaling cascade components was used to track the activation of the PDGF signaling pathway. Chromatogenic reduction of MTT was used to measure the activation of cell metabolism and proliferation.
Animal Protocol
20, 100, 500 mg/kg
Mouse and rat
References

[1]. Chem Pharm Bull (Tokyo) . 1989 Oct;37(10):2744-6.

[2]. Life Sci . 2009 Jun 19;84(25-26):915-22.

[3]. Pharmacology . 1988:36 Suppl 1:180-7.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C42H38O20
Molecular Weight
862.74
Exact Mass
862.20
Elemental Analysis
C, 58.47; H, 4.44; O, 37.09
CAS #
128-57-4
Related CAS #
128-57-4
Appearance
Solid powder
SMILES
C1=CC2=C(C(=C1)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)C(=O)C4=C([C@@H]2[C@H]5C6=C(C(=CC=C6)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C(=O)C8=C5C=C(C=C8O)C(=O)O)C=C(C=C4O)C(=O)O
InChi Key
IPQVTOJGNYVQEO-AIFLABODSA-N
InChi Code
InChI=1S/C42H38O20/c43-11-23-31(47)35(51)37(53)41(61-23)59-21-5-1-3-15-25(17-7-13(39(55)56)9-19(45)27(17)33(49)29(15)21)26-16-4-2-6-22(60-42-38(54)36(52)32(48)24(12-44)62-42)30(16)34(50)28-18(26)8-14(40(57)58)10-20(28)46/h1-10,23-26,31-32,35-38,41-48,51-54H,11-12H2,(H,55,56)(H,57,58)/t23-,24-,25-,26+,31-,32-,35+,36+,37-,38-,41-,42-/m1/s1
Chemical Name
(9S)-9-[(9R)-2-carboxy-4-hydroxy-10-oxo-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9H-anthracen-9-yl]-4-hydroxy-10-oxo-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9H-anthracene-2-carboxylic acid
Synonyms

Sennoside B

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

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: ~10 mM
Water: N/A
Ethanol: N/A
Solubility (In Vivo)

Chemical Name:(9R,9'S)-4,4'-dihydroxy-10,10'-dioxo-5,5'-bis(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-9,9',10,10'-tetrahydro-[9,9'-bianthracene]-2,2'-dicarboxylic acid

InChi Key:IPQVTOJGNYVQEO-AIFLABODSA-N

InChi Code:InChI=1S/C42H38O20/c43-11-23-31(47)35(51)37(53)41(61-23)59-21-5-1-3-15-25(17-7-13(39(55)56)9-19(45)27(17)33(49)29(15)21)26-16-4-2-6-22(60-42-38(54)36(52)32(48)24(12-44)62-42)30(16)34(50)28-18(26)8-14(40(57)58)10-20(28)46/h1-10,23-26,31-32,35-38,41-48,51-54H,11-12H2,(H,55,56)(H,57,58)/t23-,24-,25-,26+,31-,32-,35+,36+,37-,38-,41-,42-/m1/s1

SMILES Code:[H][C@@]1([C@](C2=C(C3=O)C(O[C@H]4[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O4)=CC=C2)(C5=C3C(O)=CC(C(O)=O)=C5)[H])C6=C(C(C7=C1C=CC=C7O[C@H]8[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O8)=O)C(O)=CC(C(O)=O)=C6

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 1.1591 mL 5.7955 mL 11.5910 mL
5 mM 0.2318 mL 1.1591 mL 2.3182 mL
10 mM 0.1159 mL 0.5795 mL 1.1591 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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