Details
| Stereochemistry | RACEMIC |
| Molecular Formula | C6H10O5 |
| Molecular Weight | 162.1406 |
| Optical Activity | ( + / - ) |
| Defined Stereocenters | 6 / 6 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
O[C@H]1[C@H]2O[C@H]2[C@H](O)[C@@H](O)[C@@H]1O
InChI
InChIKey=ZHMWOVGZCINIHW-FTYOSCRSSA-N
InChI=1S/C6H10O5/c7-1-2(8)4(10)6-5(11-6)3(1)9/h1-10H/t1-,2-,3+,4+,5-,6+/m0/s1
| Molecular Formula | C6H10O5 |
| Molecular Weight | 162.1406 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 6 / 6 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Conduritol B epoxide is an inhibitor of mammalian glucocerebrosidase and lowers glucosylceramide degradation. Glucosylceramide is the precursor for all of the more complex glycosphingolipids. The experiments on animals were shown, that conduritol B epoxide preserved ganglioside distribution at the neuromuscular junction, delayed disease onset, improved motor function and preserved motor neurons as well as neuromuscular junctions from degeneration. In addition, conduritol B epoxide mitigated gene dysregulation in the spinal cord and restored the expression of genes involved in signal transduction and axonal elongation.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| The Gaucher mouse: differential action of conduritol B epoxide and reversibility of its effects. | 1978 May |
|
| Inhibitory effect of di- and tripeptidyl aldehydes on calpains and cathepsins. | 1990 |
|
| Alpha-synuclein-glucocerebrosidase interactions in pharmacological Gaucher models: a biological link between Gaucher disease and parkinsonism. | 2009 Nov |
Patents
Sample Use Guides
Lysates of COS-7 cells overexpressing glucocerebrosidases: GBA2, GBA3, GlcCer synthase (GCS), and rGBA were used to determine transglucosylase activity of each enzyme. 40 μl of homogenate of cells overexpressing GBA2, GBA3, or GCS was preincubated with 10 μl of 25 mM conduritol B epoxide (CBE) in water for 20 min (samples containing diluted rGBA were preincubated in the absence of CBE). To each of the samples, 200 μl of the appropriate buffer containing 100 μM of donor (either C18:1-GlcCer or GlcChol) and 40 μM of acceptor (either 25-NBD-cholesterol or C6-NBD-Cer) were added. Inhibition of GBA with CBE or GBA2 with AMP-DNM prevented formation of 25-NBD-cholesterol-glucoside.
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 08:51:37 GMT 2023
by
admin
on
Sat Dec 16 08:51:38 GMT 2023
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| Record UNII |
NHM754Q310
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| Record Status |
Validated (UNII)
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| Record Version |
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DTXSID1044069
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6090-95-5
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119054
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admin on Sat Dec 16 08:51:38 GMT 2023 , Edited by admin on Sat Dec 16 08:51:38 GMT 2023
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