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95212

Sigma-Aldrich

L-Ascorbic acid

tested according to Ph. Eur.

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Synonym(s):
Acidum ascorbicum, L-Threoascorbic acid, Antiscorbutic factor, Vitamin C
Empirical Formula (Hill Notation):
C6H8O6
CAS Number:
50-81-7
Molecular Weight:
176.12
Beilstein:
84272
EC Number:
200-066-2
MDL number:
MFCD00064328
PubChem Substance ID:
329770428
NACRES:
NA.21

biological source

synthetic

Quality Level

200

Agency

USP/NF
tested according to Ph. Eur.

Assay

99.0-100.5%

form

solid

color

white to off-white

pH

1.0-2.5 (25 °C, 176 g/L in water)

mp

190-194 °C (dec.)

solubility

water: soluble 176 g/L at 20 °C

SMILES string

OC([C@]([C@@H](O)CO)([H])O1)=C(O)C1=O

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

InChI key

CIWBSHSKHKDKBQ-JLAZNSOCSA-N

Gene Information

human ... SLC23A2(9962)

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General description

L-Ascorbic acid is the most biologically active form of ascorbic acid. It is hydrophilic and an unstable compound. L-Ascorbic acid contains a six-carbon lactone produced by plants and some animal species but not by humans and other primates. Ascorbic acid, also referred to as Vitamin C, is a water-soluble vitamin. Ascorbic acid carries a neutral charge, which gets converted to ascorbate by protonation. Vitamin C is a part of citrus fruits, such as broccoli, strawberries, turnip.

Biochem/physiol Actions

L-Ascorbic acid functions according to its oxido-reduction property. It is a co-factor for hydroxylation. The biochemical actions of L-ascorbic acid is dependent on the activity of monoxygenase. It is involved in carnitine, collagen synthesis and production of neurotransmitters. Vitamin C exhibits anti-oxidant properties. Vitamin C plays a role in providing protection against photoaging and anti-aging effect. Deficiency of vitamin C leads to scurvy, bleeding gums, poor wound healing, anemia and muscle degeneration.
Ascorbic Acid, also known as Vitamin C, is a six-carbon lactone produced by plants and some animal species but not by humans and other primates.

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Topical vitamin C and the skin: mechanisms of action and clinical applications
Al-Niaimi F and Chiang N Y Z
The Journal of Clinical and Aesthetic Dermatology, 10(7), 14-14 (2017)
Vitamin C in health and disease: its role in the metabolism of cells and redox state in the brain
Figueroa M R and Rivas A S
Frontiers in Physiology, 6(4), 397-397 (2015)
Vitamin C in disease prevention and cure: an overview
Chambial S, et al.
Indian Journal of Clinical Biochemistry : IJCB, 28(4), 314-328 (2013)
Takashi Yoshida et al.
Nature chemical biology, 2(11), 596-607 (2006-09-26)
Transient receptor potential (TRP) proteins form plasma-membrane cation channels that act as sensors for diverse cellular stimuli. Here, we report a novel activation mechanism mediated by cysteine S-nitrosylation in TRP channels. Recombinant TRPC1, TRPC4, TRPC5, TRPV1, TRPV3 and TRPV4 of
Marc P Bradshaw et al.
Critical reviews in food science and nutrition, 51(6), 479-498 (2011-09-21)
Extensive reviews of research are available on the use of ascorbic acid, and its consequent degradation pathways, in physiological conditions or food matrices. However, very little information can be found for wine-related systems. This review highlights the relevant chemistry and
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