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4,6-O-Benzylidene-D-glucose - CAS 30688-66-5

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Category
Main Product
Product Name
4,6-O-Benzylidene-D-glucose
Catalog Number
30688-66-5
Synonyms
4,6-O-Benzylidene-D-glucopyranoside; 4,6-O-Benzylidene-D-glucose; 4,6-O-Benzylidene-D-glucopyranose; 4,6-o-(Phenylmethylene)-D-glucose; D-Glucose, 4,6-o-(phenylmethylene)-
CAS Number
30688-66-5
Description
4,6-O-Benzylidene-D-glucose, under the IUPAC name 4,6-O-Benzylidene-D-glucopyranoside, is a useful intermediate for the synthesis of carbohydrates.
Molecular Weight
268.26
Molecular Formula
C13H16O6
Quantity
Grams-Kilos
Quality Standard
In-house Standard
COA
Certificate of Analysis-4,6-O-Benzylidene-D-glucose 30688-66-5 B16MW06121  
MSDS
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Canonical SMILES
C1C(C(OC(O1)C2=CC=CC=C2)C(C(C=O)O)O)O
InChI
1S/C13H16O6/c14-6-9(15)11(17)12-10(16)7-18-13(19-12)8-4-2-1-3-5-8/h1-6,9-13,15-17H,7H2/t9-,10+,11+,12+,13?/m0/s1
InChIKey
XTVRQMKOKFFGDZ-ZLUZDFLPSA-N
Size Price Stock Quantity
1 g $99 In stock
100 g $299 In stock
500 g $798 In stock

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Structure
CAS 30688-66-5 4,6-O-Benzylidene-D-glucose
Specification
Purity
≥ 95.0%
Boiling Point
521.6ºC at 760 mmHg
Density
1.379 g/cm3
Appearance
White to off-white crystalline powder
Application
A useful intermediate for the synthesis of carbohydrates
Storage
Store at R.T.
Related Products
Reference Reading
1.Effect on protein synthesis and cell survival of the benzaldehyde derivatives sodium benzylidene ascorbate (SBA) and the deuterated compound zilascorb(2H).
Pettersen EO1, Larsen RO, Boerretzen B, Dornish JM, Oftebro R. Anticancer Res. 1991 May-Jun;11(3):1077-81.
Three different benzaldehyde derivatives (viz. beta-cyclodextrin benzaldehyde inclusion compound (CDBA), 4, 6-O-benzylidene-D-glucose (BG) and sodium benzylidene-ascorbate (SBA) have been shown to exert anticancer effects in patients without causing side effects. The anticancer effects are, however, variable and in many cases weak. In a previous study we showed that benzaldehyde with a deuterated formyl group gave rise to a greater protein synthesis inhibition than nondeuterated benzaldehyde. Based on this deuterated benzaldehyde we have synthesized an ascorbic acid acetal; 5,6-benzylidene-d1-L-ascorbic acid (zilascorb(2H). In the present paper we compare the effect of this drug with respect to cell inactivation and inhibition of protein synthesis in human cells cultured in vitro with that of benzaldehyde, BG and SBA. It is shown that zilascorb (2H) is clearly the most effective of these drugs. The effect of zilascrob(2H) is reversible in the sense that protein synthesis regains its normal level shortly (i.
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