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6-Phosphoglucono-δ-lactone

CAT: 0013-GTR19266975-01Size: 50 mgDry Ice: NoHazardous: No
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Description
6-Phosphoglucono-δ-lactone (6-PGδL) serves as a reverse substrate for glucose-6-phosphate dehydrogenase (G6PDH) . This compound is an intermediate in the oxidative branch of the pentose phosphate pathway (PPP) . It is generated from D-glucose-6-phosphate by G6PDH and is converted to 6-phosphogluconic acid by lactonase. 6-Phosphoglucono-δ-lactone is applicable in research related to heart failure, type 2 diabetes, and cancer.
CAS Number
2641-81-8
Field of Research
Metabolism Research
Smiles
C (OP (=O) (O) O) [C@@H]1[C@@H] (O) [C@H] (O) [C@@H] (O) C (=O) O1
Molecular Formula
C6H11O9P
Molecular Weight
258.12
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

6-Phosphonoglucono-D-lactone

6-O-phosphono-D-glucono-1,5-lactone is an aldonolactone phosphate comprising D-glucono-1,5-lactone having the phosphate group at the 6-position. It has a role as a mouse metabolite and an Escherichia coli metabolite. It is functionally related to a D-glucono-1,5-lactone. It is a conjugate acid of a 6-O-phosphonato-D-glucono-1,5-lactone(2-).

CAS Number2641-81-8
PubChem CID439452
IUPAC Name[(2R,3S,4S,5R)-3,4,5-trihydroxy-6-oxooxan-2-yl]methyl dihydrogen phosphate
Molecular FormulaC6H11O9P
Molecular Weight258.12
XLogP-3.7
Topological Polar Surface Area154
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count9
Rotatable Bond Count3
Heavy Atom Count16
Formal Charge0
Complexity311
SMILES
C([C@@H]1[C@H]([C@@H]([C@H](C(=O)O1)O)O)O)OP(=O)(O)O
InChI
InChI=1S/C6H11O9P/c7-3-2(1-14-16(11,12)13)15-6(10)5(9)4(3)8/h2-5,7-9H,1H2,(H2,11,12,13)/t2-,3-,4+,5-/m1/s1
InChIKey
IJOJIVNDFQSGAB-SQOUGZDYSA-N
Chemical Structure
2D Structure
2D structure of 6-Phosphonoglucono-D-lactone
CAS: 2641-81-8
CID: 439452
Formula: C6H11O9P
MW: 258.12
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight258.12
XLogP3-3.7
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count9
Rotatable Bond Count3
Exact Mass258.01406892
Monoisotopic Mass258.01406892
Topological Polar Surface Area154 Ų
Heavy Atom Count16
Formal Charge0
Complexity311
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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