Asiaticoside


Catalog No. size PriceQuantity
M6880-2 2mg solid $144
M6880-10 10mg solid $577

Description

Cas:16830-15-2

Product Information

Asiaticoside is a skin whiening agent found in Cetella. It decreases DNA binding by MITF. It also induces apoptosis in breast cancer cells, improves memory and learning deficits, decreases release of pro-inflammatory cytokines, and suppresses LPS-induced inflammation and fever.

 

Chemical Formula: C48H78O19

 

Exact Mass: 958.5137

 

Molecular Weight: 959.13

 

Elemental Analysis: C, 60.11; H, 8.20; O, 31.69

 

Synonym: 

 

Ba 2742

CCRIS8995

NSC166062

BRN-0078195

Emdecassol

Madecassol

 

Chemical Name: (2S,3R,4S,5S,6R)-6-((((2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl)oxy)methyl)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl (1S,2R,4aS,6aS,6bR,8aR,9R,10R,11R,12aR,12bR,14bS)-10,11-dihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydropicene-4a(2H)-carboxylate

 

InChi Key:

WYQVAPGDARQUBT-FGWHUCSPSA-N

 

InChi Code: InChI=1S/C48H78O19/c1-20-10-13-48(15-14-46(6)23(29(48)21(20)2)8-9-28-44(4)16-24(51)39(60)45(5,19-50)27(44)11-12-47(28,46)7)43(61)67-42-36(58)33(55)31(53)26(65-42)18-62-40-37(59)34(56)38(25(17-49)64-40)66-41-35(57)32(54)30(52)22(3)63-41/h8,20-22,24-42,49-60H,9-19H2,1-7H3/t20-,21+,22+,24-,25-,26-,27-,28-,29+,30+,31-,32-,33+,34-,35-,36-,37-,38-,39+,40-,41+,42+,44+,45+,46-,47-,48+/m1/s1

 

Smiles Code:

C[C@@H]1CC[C@]2(C(O[C@@H]3O[C@@H]([C@H]([C@@H]([C@H]3O)O)O)CO[C@@H]4O[C@@H]([C@H]([C@@H]([C@H]4O)O)O[C@@H]5O[C@H]([C@@H]([C@H]([C@H]5O)O)O)C)CO)=O)CC[C@@]6(C([C@@H]2[C@H]1C)=CC[C@@H]7[C@]8(C[C@H]([C@@H]([C@@](CO)([C@@H]8CC[C@@]67C)C)O)O)C)C

 

 

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).

HS Tariff Code: 2934.99.9001

 

In Vitro:

Asiaticoside (0, 100, 250, and 500 mg/L) dose-dependently inhibits keloid fibroblasts proliferation. Asiaticoside (100, 250, and 500 mg/L) decreases the expression of collagen protein and mRNA, reduces the expression of TGF-bRI, TGF-bRII protein, and mRNA, increases the expression of Smad7, but does not affect Smad2, Smad3, Smad4, phosphorylated Smad2, and phosphorylated Smad3 in keloid fibroblasts. Asiaticoside (12.5 and 50, and 25 and 50 µg/mL) prevents endothelial cells from hypoxia-induced inhibition of cell viability and NO production. Asiaticoside (50 µg/mL) also protects endothelial cells from hypoxia-induced apoptosis and upregulates and phosphorylation of AKT/eNOS in hypoxia-exposed HPAECs.

 

In Vivo

Asiaticoside (50 mg/kg daily) blocks the development of hypoxic pulmonary hypertension (PH), cardiovascular remodeling and endothelial cell injury in rats with pulmonary hypertension. Asiaticoside (5, 15 or 45 mg/kg, p.o.) improves the learning and memory deficit, protects hippocampi against the impairment, decreases Aβ deposits in the hippocampus, and ameliorates impaired subcellular structure in rats treated with Aβ oligomers.

 

 

References

 

  1. Fong LY, Ng CT, Zakaria ZA, Baharuldin MT, Arifah AK, Hakim MN, Zuraini A. Asiaticoside Inhibits TNF-α-Induced Endothelial Hyperpermeability of Human Aortic Endothelial Cells. Phytother Res. 2015 Oct;29(10):1501-8. doi: 10.1002/ptr.5404. Epub 2015 Jul 14. PubMed PMID: 26171791.

 

  1. Sun T, Liu B, Li P. Nerve Protective Effect of Asiaticoside against Ischemia-Hypoxia in Cultured Rat Cortex Neurons. Med Sci Monit. 2015 Oct 8;21:3036-41. doi: 10.12659/MSM.894024. PubMed PMID: 26447863; PubMed Central PMCID: PMC4603616.

 

  1. Luo Y, Fu C, Wang Z, Zhang Z, Wang H, Liu Y. Asiaticoside attenuates the effects of spinal cord injury through antioxidant and anti inflammatory effects, and inhibition of the p38 MAPK mechanism. Mol Med Rep. 2015 Dec;12(6):8294-300. doi: 10.3892/mmr.2015.4425. Epub 2015 Oct 9. PubMed PMID: 26458544.

 

  1. Qi FY, Yang L, Tian Z, Zhao MG, Liu SB, An JZ. Neuroprotective effects of Asiaticoside. Neural Regen Res. 2014 Jul 1;9(13):1275-82. doi: 10.4103/1673-5374.137574. PubMed PMID: 25221579; PubMed Central PMCID: PMC4160853.

 

  1. Hossain S, Hashimoto M, Katakura M, Al Mamun A, Shido O. Medicinal value of asiaticoside for Alzheimer's disease as assessed using single-molecule-detection fluorescence correlation spectroscopy, laser-scanning microscopy, transmission electron microscopy, and in silico docking. BMC Complement Altern Med. 2015 Apr 14;15:118. doi: 10.1186/s12906-015-0620-9. PubMed PMID: 25880304; PubMed Central PMCID: PMC4422550.

 

  1. Al-Saeedi FJ. Study of the cytotoxicity of asiaticoside on rats and tumour cells. BMC Cancer. 2014 Mar 25;14:220. doi: 10.1186/1471-2407-14-220. PubMed PMID: 24667059; PubMed Central PMCID: PMC3986932.

 

Products are for research use only. Not for human use.

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