C3784
栗树精胺
≥94% (GC), BioUltra, from Castanospermum australe seeds
别名:
(1S,6S,7R,8R,8aR)-1,6,7,8-Tetrahydroxyoctahydroindolizidine, (1S,6S,7R,8R,8aR)-Octahydro-1,6,7,8-indolizinetetrol
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关于此项目
经验公式（希尔记法）:
C8H15NO4
化学文摘社编号:
分子量:
189.21
PubChem Substance ID:
UNSPSC Code:
12352200
Beilstein/REAXYS Number:
3588654
MDL number:
SMILES string
O[C@H]1CCN2C[C@H](O)[C@@H](O)[C@H](O)[C@@H]12
InChI
1S/C8H15NO4/c10-4-1-2-9-3-5(11)7(12)8(13)6(4)9/h4-8,10-13H,1-3H2/t4-,5-,6+,7+,8+/m0/s1
InChI key
JDVVGAQPNNXQDW-TVNFTVLESA-N
biological source
Castanospermum australe seeds
product line
BioUltra
assay
≥94% (GC)
form
powder
mp
212-215 °C (dec.)
solubility
1 M HCl: 20 mg/mL, clear, colorless to faintly yellow
storage temp.
2-8°C
Biochem/physiol Actions
α-glucosidase Inhibitor
存储类别
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
法规信息
新产品
此项目有
M R Bartlett et al.
Immunology and cell biology, 72(5), 367-374 (1994-10-01)
The glycoprotein processing inhibitor castanospermine (CS) and the monosaccharide mannose-6-phosphate (M6P), as well as some sulfated polysaccharides (SPS), have been shown to inhibit inflammation in rat models of experimental autoimmune encephalomyelitis and adjuvant-induced arthritis. Here, the anti-inflammatory effects of these
Laurent Chabaud et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 14(9), 2744-2756 (2008-01-24)
The carboazidation of chiral allylsilanes has been investigated by varying the nature of the substituents at the silicon center and on the carbon framework. The influence of temperature and the nature of the sulfonyl azide, as well as the stereochemistry
Edward G Bowen et al.
Organic letters, 12(22), 5330-5333 (2010-10-23)
The asymmetric total synthesis of the α-glucosidase inhibitor (+)-castanospermine is reported. The central theme in our approach to this polyhydroxylated alkaloid is the simultaneous generation of the piperidine ring and the C-1/8a erythro stereodiad through the diastereoselective, oxamidation of an
Benjamin Pluvinage et al.
Organic & biomolecular chemistry, 7(20), 4169-4172 (2009-10-02)
The synthesis of amino-derivatives of castanospermine and australine and their characterisation as inhibitors of the exo-beta-D-glucosaminidase CsxA through enzyme kinetics and X-ray structural analysis is described.
Vinod P Vyavahare et al.
Journal of medicinal chemistry, 50(22), 5519-5523 (2007-10-09)
Two new C-1 epimeric hydroxymethyl castanospermine congeners 2a and 2b, synthesized by stereocontrolled intramolecular double reductive amination of D-glucose derived beta-keto ester as a key step, showed impressive immuno-potentiating property. The bioactivity was mediated through up-regulation of T(H1)/T(H2) cytokine ratio.
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