CASTANOSPERMINE
- Product Name
- 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
- Formula Weight
- 189.21
- MOL File
- 79831-76-8.mol
CASTANOSPERMINE Property
- 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)
Safety
- 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
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H312Harmful in contact with skin
H332Harmful if inhaled
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P321Specific treatment (see … on this label).
N-Bromosuccinimide Price
- Product number
- 532673
- Product name
- (1S,6S,7R,8R,8aR)-1,6,7,8-Tetrahydroxyindolizidine
- Purity
- 98%
- Packaging
- 100mg
- Price
- $137.4
- Updated
- 2024/03/01
- Product number
- 218775
- Product name
- Castanospermine
- Packaging
- 1mg
- Price
- $71.1
- Updated
- 2024/03/01
- Product number
- J61071
- Product name
- Castanospermine, 99%
- Packaging
- 100mg
- Price
- $202.65
- Updated
- 2024/03/01
- Product number
- J61071
- Product name
- Castanospermine, 99%
- Packaging
- 500mg
- Price
- $684.65
- Updated
- 2024/03/01
- Product number
- 11313
- Product name
- Castanospermine
- Purity
- ≥98%
- Packaging
- 5mg
- Price
- $43
- Updated
- 2024/03/01
CASTANOSPERMINE Chemical Properties,Usage,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
a-L-fucosidases inhibitor
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.
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
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View Lastest Price from CASTANOSPERMINE manufacturers
- Product
- (1S,6S,7R,8R,8aR)-1,6,7,8-Tetrahydroxyindolizidine 79831-76-8
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-06-27