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1,4-D-Gulonolactone

CAT: 0931-T4719-01Size: 1 gDry Ice: NoHazardous: No
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CAT#:0931-T4719-01Size:1 g
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
6322-07-2
Target
Endogenous Metabolite
Related Pathways
Metabolism
Purity
0.9974
Bioactivity
1,4-D-Gulonolactone (D-Gulonic acid γ-lactone) (also known as reduced ascorbic acid, RAA) is the substrate of the enzyme L-gulono-1,4-lactone oxidoreductase (EC 1.1.3.8), which catalyzes the last step of the biosynthesis of L-ascorbic acid (vitamin C) in plants and animals. The enzyme L-Gulono-1,4-lactone oxidase is missing in scurvy-prone, vitamin C-deficient animals, such as humans. 1,4-D-Gulonolactone is present in human blood and has been used as one of the markers to compare changes in exercise-induced oxidative stress.
Smiles
OC[C@@H](O)[C@@H]1OC(=O)[C@H](O)[C@@H]1O
Molecular Formula
C6H10O6
Molecular Weight
178.14
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

Gulonolactone

D-(-)-Gulono-gamma-lactone is a gamma-lactone.

CAS Number6322-07-2
PubChem CID165105
IUPAC Name(3R,4S,5S)-5-[(1R)-1,2-dihydroxyethyl]-3,4-dihydroxyoxolan-2-one
Molecular FormulaC6H10O6
Molecular Weight178.14
XLogP-2
Topological Polar Surface Area107
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count6
Rotatable Bond Count2
Heavy Atom Count12
Formal Charge0
Complexity181
SMILES
C([C@H]([C@H]1[C@H]([C@H](C(=O)O1)O)O)O)O
InChI
InChI=1S/C6H10O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2-5,7-10H,1H2/t2-,3+,4-,5+/m1/s1
InChIKey
SXZYCXMUPBBULW-LECHCGJUSA-N
Chemical Structure
2D Structure
2D structure of Gulonolactone
CAS: 6322-07-2
CID: 165105
Formula: C6H10O6
MW: 178.14
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight178.14
XLogP3-2
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count6
Rotatable Bond Count2
Exact Mass178.04773803
Monoisotopic Mass178.04773803
Topological Polar Surface Area107 Ų
Heavy Atom Count12
Formal Charge0
Complexity181
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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