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2-Keto-3-deoxy-6-phosphogluconate

CAT: 0931-TN8408-01Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0931-TN8408-01Size:10 mg
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CAS Number
27244-54-8
Target
Endogenous Metabolite
Related Pathways
Metabolism
Bioactivity
2-Keto-3-deoxy-6-phosphogluconate is an endogenous metabolite found in E. coli and serves as a crucial intermediate in both the Entner-Doudoroff (ED) pathway and the breakdown pathways of gluconates and sugar polymers in human and plant pathogens, produced by the catalytic action of KDPG aldolase.
Smiles
[C@@H]([C@@H](COP(=O)(O)O)O)(CC(C(O)=O)=O)O
Molecular Formula
C6H11O9P
Molecular Weight
258.12
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

2-Keto-3-deoxy-6-phosphogluconic acid

2-dehydro-3-deoxy-6-phospho-D-gluconic acid is the 5-phospho derivative of 2-dehydro-D-gluconic acid. It has a role as an Escherichia coli metabolite. It is functionally related to a 2-dehydro-D-gluconic acid. It is a conjugate acid of a 2-dehydro-3-deoxy-6-phosphonato-D-gluconate(3-).

CAS Number27244-54-8
PubChem CID3080745
IUPAC Name(4S,5R)-4,5-dihydroxy-2-oxo-6-phosphonooxyhexanoic acid
Molecular FormulaC6H11O9P
Molecular Weight258.12
XLogP-3.4
Topological Polar Surface Area162
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count9
Rotatable Bond Count7
Heavy Atom Count16
Formal Charge0
Complexity307
SMILES
C([C@@H]([C@@H](COP(=O)(O)O)O)O)C(=O)C(=O)O
InChI
InChI=1S/C6H11O9P/c7-3(1-4(8)6(10)11)5(9)2-15-16(12,13)14/h3,5,7,9H,1-2H2,(H,10,11)(H2,12,13,14)/t3-,5+/m0/s1
InChIKey
OVPRPPOVAXRCED-WVZVXSGGSA-N
Chemical Structure
2D Structure
2D structure of 2-Keto-3-deoxy-6-phosphogluconic acid
CAS: 27244-54-8
CID: 3080745
Formula: C6H11O9P
MW: 258.12
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight258.12
XLogP3-3.4
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count9
Rotatable Bond Count7
Exact Mass258.01406892
Monoisotopic Mass258.01406892
Topological Polar Surface Area162 Ų
Heavy Atom Count16
Formal Charge0
Complexity307
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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Alternative Products

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GTR19240709-012-Keto-3-deoxy-6-phosphogluconate
MD181127-013-Deoxy-2-keto-6-phospho-D-gluconate lithium
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MBS1176402-01Recombinant Pseudomonas putida 2-dehydro-3-deoxy-phosphogluconate aldolase (eda)
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D0144233-Deoxy-2-keto-D-gluconate lithium salt
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