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L-Ascorbic acid (Standard)

CAT: 0804-HY-B0166R-01Size: 100 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-B0166R-01Size:100 mg
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Description
L-Ascorbic acid (Standard) is the analytical standard of L-Ascorbic acid. This product is intended for research and analytical applications. L-Ascorbic acid (L-Ascorbate), an electron donor, is an endogenous antioxidant agent. L-Ascorbic acid inhibits selectively Cav3.2 channels with an IC50 of 6.5 μM. L-Ascorbic acid is also a collagen deposition enhancer and an elastogenesis inhibitor[1][2][3]. L-Ascorbic acid exhibits anti-cancer effects through the generation of reactive oxygen species (ROS) and selective damage to cancer cells[4].
CAS Number
50-81-7
Product Name Alternative
L-Ascorbate (Standard) ; Vitamin C (Standard)
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Apoptosis; Calcium Channel; Endogenous Metabolite; Reactive Oxygen Species (ROS) ; Reference Standards
Type
Reference Standards
Related Pathways
Apoptosis; Immunology/Inflammation; Membrane Transporter/Ion Channel; Metabolic Enzyme/Protease; Neuronal Signaling; NF-κB; Others
Applications
Metabolism-sugar/lipid metabolism
Field of Research
Cancer; Metabolic Disease; Neurological Disease
Assay Protocol
https://www.medchemexpress.com/l-ascorbic-acid-standard.html
Purity
99.97
Solubility
DMSO : 116.67 mg/mL (ultrasonic)
Smiles
OC([C@@]1([H])[C@H](CO)O)=C(O)C(O1)=O
Molecular Formula
C6H8O6
Molecular Weight
176.12
Precautions
H302, H315, H319, H335
References & Citations
[1]Sebastian J Padayatty, et al. Vitamin C as an antioxidant: evaluation of its role in disease prevention. J Am Coll Nutr. 2003 Feb;22 (1) :18-35.|[2]Michael T Nelson, et al. Molecular mechanisms of subtype-specific inhibition of neuronal T-type calcium channels by ascorbate. J Neurosci. 2007 Nov 14;27 (46) :12577-83.|[3]Aleksander Hinek, et al. Sodium L-ascorbate enhances elastic fibers deposition by fibroblasts from normal and pathologic human skin. J Dermatol Sci. 2014 Sep;75 (3) :173-82.|[4]Sungrae Cho, et al. Hormetic dose response to L-ascorbic acid as an anti-cancer drug in colorectal cancer cell lines according to SVCT-2 expression. Sci Rep. 2018 Jul 27;8 (1) :11372.|[5]Satyanarayana Sreemantula, et al. Influence of antioxidant (L- ascorbic acid) on tolbutamide induced hypoglycaemia/antihyperglycaemia in normal and diabetic rats. BMC Endocr Disord. 2005 Mar 3;5 (1) :2.
Shipping Conditions
Room Temperature
Storage Conditions
4°C, sealed storage, away from light and moisture
Scientific Category
Reference Standards
Clinical Information
Launched

Chemical Information

L-Ascorbic Acid

L-ascorbic acid is the L-enantiomer of ascorbic acid and conjugate acid of L-ascorbate. It has a role as a geroprotector, a coenzyme, a cofactor, a flour treatment agent, a plant metabolite, a food antioxidant, a food colour retention agent and a skin lightening agent. It is a vitamin C and an ascorbic acid. It is a conjugate acid of a L-ascorbate. It is an enantiomer of a D-ascorbic acid.

CAS Number50-81-7
PubChem CID54670067
IUPAC Name(2R)-2-[(1S)-1,2-dihydroxyethyl]-3,4-dihydroxy-2H-furan-5-one
Molecular FormulaC6H8O6
Molecular Weight176.12
XLogP-1.6
Topological Polar Surface Area107
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count6
Rotatable Bond Count2
Heavy Atom Count12
Formal Charge0
Complexity232
SMILES
C([C@@H]([C@@H]1C(=C(C(=O)O1)O)O)O)O
InChI
InChI=1S/C6H8O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-10H,1H2/t2-,5+/m0/s1
InChIKey
CIWBSHSKHKDKBQ-JLAZNSOCSA-N
Chemical Structure
2D Structure
2D structure of L-Ascorbic Acid
CAS: 50-81-7
CID: 54670067
Formula: C6H8O6
MW: 176.12
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight176.12
XLogP3-1.6
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count6
Rotatable Bond Count2
Exact Mass176.03208797
Monoisotopic Mass176.03208797
Topological Polar Surface Area107 Ų
Heavy Atom Count12
Formal Charge0
Complexity232
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