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2-Keto-D-gluconic acid

CAT: 0926-MK01576-01Size: 0.5 gDry Ice: NoHazardous: No
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CAT#:0926-MK01576-01Size:0.5 g
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CAS Number
669-90-9
Synonyms
2-Oxogluconic acid; D-Arabino-2-hexulosonic acid
MDL Number
MFCD01940890
Smiles
C ([C@H] ([C@H] ([C@@H] (C (=O) C (=O) O) O) O) O) O
Molecular Formula
C6H10O7
Molecular Weight
194.14 g/mol
Controlled
No

Chemical Information

2-keto-D-Gluconic acid

2-dehydro-D-gluconic acid is a ketoaldonic acid that is D-gluconic acid in which the hydroxy group at position 2 has been oxidised to a keto group. It has a role as a bacterial metabolite. It is functionally related to a D-gluconic acid. It is a conjugate acid of a 2-dehydro-D-gluconate.

CAS Number669-90-9
PubChem CID3035456
IUPAC Name(3S,4R,5R)-3,4,5,6-tetrahydroxy-2-oxohexanoic acid
Molecular FormulaC6H10O7
Molecular Weight194.14
XLogP-2.9
Topological Polar Surface Area135
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count7
Rotatable Bond Count5
Heavy Atom Count13
Formal Charge0
Complexity201
SMILES
C([C@H]([C@H]([C@@H](C(=O)C(=O)O)O)O)O)O
InChI
InChI=1S/C6H10O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h2-4,7-10H,1H2,(H,12,13)/t2-,3-,4+/m1/s1
InChIKey
VBUYCZFBVCCYFD-JJYYJPOSSA-N
Chemical Structure
2D Structure
2D structure of 2-keto-D-Gluconic acid
CAS: 669-90-9
CID: 3035456
Formula: C6H10O7
MW: 194.14
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight194.14
XLogP3-2.9
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count7
Rotatable Bond Count5
Exact Mass194.04265265
Monoisotopic Mass194.04265265
Topological Polar Surface Area135 Ų
Heavy Atom Count13
Formal Charge0
Complexity201
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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