CASTANOSPERMINE
- CAS No.
- 79831-76-8
- Chemical Name:
- CASTANOSPERMINE
- Synonyms
- CastanosperMin;CASTANOSPERMINE;(+)-Castanospermine;Castanospermine ,98%;1,6,7,8-TETRAHYDROXYOCTAHYDROINDOLIZINE;CASTANOSPERMINE, CASTANOSPERMUM AUSTRALE;(1S,6S,7R,8R,8AR)-1,6,7,8-TETRAHYDROXY-&;Castanospermine from Castanospermum austral;(8aα)-Octahydroindolizine-1β,6α,7β,8α-tetrol;Castanospermine Castanospermum australe seeds
- CBNumber:
- CB9387977
- Molecular Formula:
- C8H15NO4
- Molecular Weight:
- 189.21
- MDL Number:
- MFCD00017555
- MOL File:
- 79831-76-8.mol
- MSDS File:
- SDS
Melting point | 213-217 °C (lit.) |
---|---|
alpha | D25 +79.7° (c = 0.93 in water) |
Boiling point | 421.9±45.0 °C(Predicted) |
Density | 1.53±0.1 g/cm3(Predicted) |
storage temp. | Sealed in dry,2-8°C |
solubility | 1 M HCl: 20 mg/mL, clear, very faintly yellow |
form | White solid |
pka | 6.09(at 25℃) |
color | White or off-white |
optical activity | [α]20/D +80°, c = 0.9 in H2O |
Water Solubility | Soluble in water |
Merck | 13,1906 |
BRN | 3588654 |
Stability | Stable for 2 years from date of purchase as supplied. Solutions in distilled water may be stored at -20°C for up to 3 months. |
CAS DataBase Reference | 79831-76-8(CAS DataBase Reference) |
FDA UNII | Q0I3184XM7 |
SAFETY
Risk and Safety Statements
Symbol(GHS) | GHS07 |
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Signal word | Warning | |||||||||
Hazard statements | H302-H312-H332 | |||||||||
Precautionary statements | P261-P280h-P301+P312a-P304+P340-P321-P501a | |||||||||
Hazard Codes | Xn,Xi | |||||||||
Risk Statements | 20/21/22-36/37/38 | |||||||||
Safety Statements | 26-36 | |||||||||
WGK Germany | 3 | |||||||||
F | 10-21 | |||||||||
HS Code | 2921290090 | |||||||||
NFPA 704 |
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CASTANOSPERMINE price More Price(41)
Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|---|
Sigma-Aldrich | 532673 | (1S,6S,7R,8R,8aR)-1,6,7,8-Tetrahydroxyindolizidine 98% | 79831-76-8 | 100mg | $137.4 | 2024-03-01 | Buy |
Sigma-Aldrich | 218775 | Castanospermine | 79831-76-8 | 1mg | $71.1 | 2024-03-01 | Buy |
Alfa Aesar | J61071 | Castanospermine, 99% | 79831-76-8 | 100mg | $202.65 | 2024-03-01 | Buy |
Alfa Aesar | J61071 | Castanospermine, 99% | 79831-76-8 | 500mg | $684.65 | 2024-03-01 | Buy |
Cayman Chemical | 11313 | Castanospermine ≥98% | 79831-76-8 | 5mg | $43 | 2024-03-01 | Buy |
CASTANOSPERMINE Chemical Properties,Uses,Production
Description
Glucosidases catalyze the cleavage of individual glucosyl residues from various glycoconjugates, including complex carbohydrates and glycoproteins. Castanospermine is an inhibitor of both α-
Chemical Properties
White Crystalline Solid
Occurrence
The seeds of Castanospermum australe yield this simple alkaloid. It forms colourless crystals from EtOH and is dextrorotatory with a specific rotation of [α]D25 +79.7° (c 0.93, H20). Castano spermine has been characterized as the crystalline methiodide, m.p. 11O-112°C.
Uses
Castanospermine is a plant alkaloid shown to be a potent inhibitor of lysosomal a-or beta- glucosidase. It also inhibits mammalian glucosidase 1 and beta-mannosidase from sweet almonds and fungal beta-xylosidase.
Uses
Castanospermine, is used as a glycosidase inhibitor and antiinflammatory agent.castanospermine is used to inhibit syncytium formation between HIV-infected and CD4-expressing cells and may also interfere with infectivity. It has also been demonstrated that this agent inhibits inflammation at the level of leukocyte extravasation in rat models of experimental adjuvant-induced arthritis and autoimmune encephalomyelitis. Castanospermine is an inhibitor of Glucosidase I, Maltase-glucoamylase, and MANBA. Potent inhibitor of α- and β-glucosidases, especially glucosidase l (required for glucoprotein processing by transfer of mannose and glucose from asparagine-linked lipids). Inhibits HIV syncytium formation and replication.
Uses
a-L-fucosidases inhibitor
Definition
ChEBI: Castanospermine is a tetrahydroxyindolizidine alkaloid that consists of octahydroindolizine having four hydroxy substituents located at positions 1, 6, 7 and 8 (the 1S,6S,7R,8R,8aR-diastereomer). It has a role as a metabolite, an anti-HIV-1 agent, an anti-inflammatory agent and an EC 3.2.1.* (glycosidase) inhibitor.
Biological Activity
Potent inhibitor of α - and β -glucosidases, especially glucosidase l (required for glucoprotein processing by transfer of mannose and glucose from asparagine-linked lipids). Inhibits HIV syncytium formation and replication.
storage
Store at RT
References
1) Saul et al. (1984), Studies on the mechanism of castanospermine inhibition of alpha- and beta-glucosidases; Arch. Biochem. Biophys, 230 668 2) Repp et al. (1985), The effects of processing inhibitors on N-linked oligosaccharides on the intracellular migration of glycoprotein E2 of mouse hepatitis virus and the maturation of coronavirus particles; J. Biol. Chem., 260 15873 3) Gruters et al. (1987), Interference with HIV-induced syncytium formation and viral infectivity by inhibitors of trimming glucosidase; Nature, 330 74 4) Franc et al. (1990), Effects of deoxymannojirimycin and castanospermine on the polarized secretion of thyroglobulin; Endocrinology, 126 1464 5) Pili et al. (1995), The alpha-glucosidase I inhibitor castanospermine alters endothelial cell glycosylation, prevents angiogenesis, and inhibits tumor growth; Mol. Cancer Res., 55 2920 6) Rhinehart et al. (1987), Castanospermine blocks the hyperglycemic response to carbohydrates in vivo: a result of intestinal disaccharidase inhibition; Life Sci., 41 2325
CASTANOSPERMINE Preparation Products And Raw materials
Raw materials
Preparation Products
Supplier | Tel | Country | ProdList | Advantage | |
---|---|---|---|---|---|
Shanghai Zheyan Biotech Co., Ltd. | 18017610038 | zheyansh@163.com | CHINA | 3620 | 58 |
Hubei xin bonus chemical co. LTD | 86-13657291602 | linda@hubeijusheng.com | CHINA | 22968 | 58 |
BOC Sciences | +1-631-485-4226 | inquiry@bocsci.com | United States | 19553 | 58 |
Chongqing Chemdad Co., Ltd | +86-023-6139-8061 +86-86-13650506873 | sales@chemdad.com | China | 39916 | 58 |
Zhengzhou Alfa Chemical Co.,Ltd | +8618530059196 | sale04@alfachem.cn | China | 13349 | 58 |
InvivoChem | +1-708-310-1919 +1-13798911105 | sales@invivochem.cn | United States | 6393 | 58 |
Shanghai Acmec Biochemical Technology Co., Ltd. | +undefined18621343501 | product@acmec-e.com | China | 33350 | 58 |
Aladdin Scientific | +1-+1(833)-552-7181 | sales@aladdinsci.com | United States | 57511 | 58 |
Suzhou ARTK Medchem Co., Ltd. | +8618168183658 | sales1@artkmedchem.com | China | 39010 | 58 |
SHANGHAI KEAN TECHNOLOGY CO., LTD. | +8613817748580 | cooperation@kean-chem.com | China | 40068 | 58 |
View Lastest Price from CASTANOSPERMINE manufacturers
Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
---|---|---|---|---|---|---|---|---|
2021-07-02 | (1S,6S,7R,8R,8aR)-1,6,7,8-Tetrahydroxyindolizidine
79831-76-8
|
US $15.00-10.00 / KG | 1KG | 99%+ HPLC | Monthly supply of 1 ton | Zhuozhou Wenxi import and Export Co., Ltd |
- (1S,6S,7R,8R,8aR)-1,6,7,8-Tetrahydroxyindolizidine
79831-76-8
- US $15.00-10.00 / KG
- 99%+ HPLC
- Zhuozhou Wenxi import and Export Co., Ltd