| Identification | Back Directory | [Name]
CONDURITOL B EPOXIDE | [CAS]
6090-95-5 | [Synonyms]
CBE
conduritolepoxide
CONDURITOL B EPOXIDE
1,2-Anhydro-myo-inositol
Myo-Inositol,1,2-anhydro-
Conduritol B Epoxide (CBE)
(+/-) CONDURITOL B EPOXIDE
DL-1,2-ANHYDRO-MYO-INOSITOL
myo-Inositol, 1,2-anhydro- (9CI)
4h-3,1-benzoxazin-4-one, 5-methyl-2-(3-nitrophenyl)-
(1R,2R,3S,4S,5R,6S)-7-oxabicyclo[4.1.0]heptane-2,3,4,5-tetrol | [Molecular Formula]
C6H10O5 | [MDL Number]
MFCD00077326 | [MOL File]
6090-95-5.mol | [Molecular Weight]
162.14 |
| Chemical Properties | Back Directory | [Appearance]
White Crystalline Solid | [Melting point ]
157-159 | [Boiling point ]
360.5±42.0 °C(Predicted) | [density ]
1.925±0.06 g/cm3 (20 ºC 760 Torr) | [storage temp. ]
2-8°C
| [solubility ]
Soluble in Water (up to 25 mg/ml) or in DMSO | [form ]
White solid | [pka]
13.08±0.70(Predicted) | [color ]
White | [biological source]
synthetic (organic) | [Water Solubility ]
water: 20mg/mL, clear, colorless to faintly yellow | [Stability:]
Moisture Sensitive | [InChI]
InChI=1/C6H10O5/c7-1-2(8)4(10)6-5(11-6)3(1)9/h1-10H/t1-,2-,3+,4+,5-,6+/s3 | [InChIKey]
ZHMWOVGZCINIHW-OUIPVDLDNA-N | [SMILES]
[C@H]12O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@H]2O |&1:0,2,3,5,7,9,r| |
| Hazard Information | Back Directory | [Chemical Properties]
White Crystalline Solid | [Uses]
Conduritol B Epoxide acts on b-glucosidases from widely differing sources to show a loss of enzymic activity: from various Aspergillus species, yeast, snail, sweet almonds, and mammals. The other enzymes that have been found to be covalently inhibited are a- glucosidase from yeast and the sucrase-isomaltase complex from rabbit small intestine. | [Uses]
inhibitor of glucosidases | [Description]
Conduritol B epoxide (6090-95-5) is a β-Glycosidase inhibitor.1,2 May be used for generation of the “Gaucher mouse”3 and the in vitro model of the Gaucher cell4. | [Definition]
ChEBI: 1-D-1,2-anhydro-myo-inositol is a conduritol epoxide resulting from the formal epoxidation of the double bond of (+)-conduritol B. It has a role as an EC 3.2.1.48 (sucrose alpha-glucosidase) inhibitor and an EC 3.2.1.10 (oligo-1,6-glucosidase) inhibitor. It is functionally related to a (+)-conduritol B. It is an enantiomer of a 1-L-1,2-anhydro-myo-inositol. | [General Description]
Conduritol B epoxide?(CBE) is a mix of 1-L-1,2-anhydro-myo-inositol and 1-D-1,2-anhydro-myo-inositol. | [Biochem/physiol Actions]
Conduritol B epoxide?(CBE)?is capable of inactivating sucrase-isomaltase irreversibly. It can be used to produce cell and animal models to study on Gaucher disease (GD) and Parkinson′s disease (PD). | [storage]
Store at -20°C | [References]
1) Datta and Radin (1988), Normalization of liver glucosylceramide levels in the “Gaucher” mouse by phosphatidylserine injection;? Biochem. Biophys. Res. Commun., 152 155
2) Radin and Vunnam (1981), Inhibitors of cerebroside metabolism;? Methods Enzymol., 72 673
3) Stephens et al. (1981), Distribution of conduritol B epoxide in the animal model for gaucher’s disease (Gaucher mouse); Biochim. Biophys. Acta, 672 29
4) Newburg et al. (1986), beta-Glucosidase inhibition in murine peritoneal macrophages by conduritol-B-epoxide: an in vitro model of the Gaucher cell;? Biochim. Biophys. Acta, 877 121 |
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Sigma-Aldrich
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