532673
(1S,6S,7R,8R,8aR)-1,6,7,8-Tetrahydroxyindolizidine
98%
동의어(들):
(1S,6S,7R,8R,8aR)-1,6,7,8-Tetrahydroxyoctahydroindolizidine, (1S,6S,7R,8R,8aR)-Octahydro-1,6,7,8-indolizinetetrol, 1,6,7,8-Tetrahydroxyoctahydroindolizine, Castanospermine
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모든 사진(1)
About This Item
실험식(Hill 표기법):
C8H15NO4
CAS Number:
Molecular Weight:
189.21
Beilstein:
3588654
MDL number:
UNSPSC 코드:
12352204
PubChem Substance ID:
NACRES:
NA.22
추천 제품
Quality Level
분석
98%
광학 활성
[α]20/D +80°, c = 0.9 in H2O
mp
213-217 °C (lit.)
작용기
hydroxyl
SMILES string
[H][C@]12[C@@H](O)CCN1C[C@H](O)[C@@H](O)[C@@H]2O
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
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point (°F)
Not applicable
Flash Point (°C)
Not applicable
개인 보호 장비
dust mask type N95 (US), Eyeshields, Gloves
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.
Satoru Watanabe et al.
Antiviral research, 96(1), 32-35 (2012-08-08)
Celgosivir (6-O-butanoyl castanospermine), a pro-drug of the naturally occurring castanospermine, is an inhibitor of α-glucosidase I and II that is found to be a potent inhibitor of several enveloped viruses including all four serotypes of dengue virus. We showed previously
Elena M Sánchez-Fernández et al.
Chemical communications (Cambridge, England), 46(29), 5328-5330 (2010-06-17)
sp(2)-Iminosugar-type castanospermine analogues bearing an alpha-configured N-, S-, or C-linked pseudoanomeric group have been designed as selective inhibitors of the neutral alpha-glucosidases involved in N-glycoprotein processing; evaluation in breast cancer cell growth indicated a significant antiproliferative potential that was dependent
Julien Ceccon et al.
Organic & biomolecular chemistry, 7(10), 2029-2031 (2009-05-08)
An asymmetric synthesis of (+)-castanospermine is presented in which enol ether metathesis-hydroboration/oxidation is used for stereoselective installation of the trans-trans hydroxyl groups on the piperidine ring of the alkaloid.
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