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2490-91-7, 3-Deoxy-D-glucose, 3DG,CAS:2490-91-7

2490-91-7, 3-Deoxy-D-glucose,
CAS:2490-91-7
C6H12O5 / 164.16
MFCD00132955

3-脱氧-D-葡萄糖, 3-Deoxy-D-glucose

3-Deoxy-D-glucose (3DG) is a molecule that belongs to the class of carbohydrates. It is an analog of D-glucose, which is the key substrate for the production of energy in mammalian cells. 3DG has been shown to inhibit the uptake of glucose by trypanosomes and also inhibits glycolysis in mammalian cells. The inhibition of glycolysis may be due to its ability to prevent the phosphorylation of glucose by hexokinase, thus blocking the conversion of glucose into glucose 6-phosphate. 3DG is biosynthesized from d-xylose, which is a five carbon sugar that can be oxidized to form CO2 and H2O.

CAS Number

2490-91-7

Product Name

(2R,4S,5R)-2,4,5,6-tetrahydroxyhexanal

IUPAC Name

(2R,4S,5R)-2,4,5,6-tetrahydroxyhexanal

Molecular Formula

C6H12O5

Molecular Weight

164.16 g/mol

InChI

InChI=1S/C6H12O5/c7-2-4(9)1-5(10)6(11)3-8/h2,4-6,8-11H,1,3H2/t4-,5+,6-/m1/s1

InChI Key

KDSPLKNONIUZSZ-NGJCXOISSA-N

SMILES

C(C(C=O)O)C(C(CO)O)O

Synonyms

3-Deoxy-D-ribo-hexose; 3-Deoxyglucose;

Canonical SMILES

C(C(C=O)O)C(C(CO)O)O

Isomeric SMILES

C([C@H](C=O)O)[C@@H]([C@@H](CO)O)O


CAS No: 2490-91-7 MDL No: MFCD00132955 Chemical Formula: C6H12O5 Molecular Weight: 164.16

References: 1. Zemek J, Kucar S, Bauer S, Eur. J. Biochem. 1973, 40, p195-199


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