CAS 50-81-7|L-维生素 C|维生素 C|L-抗坏血酸|L-Ascorbic acid|vitamin C|抗坏血病因子|(5R)-5-[(1S)-1,2-dihydroxyethyl]-3,4-dihydroxy-2,5-dihydrofuran-2-one|Vitamin C|L-Ascorbic Acid|Vitamin C|Ascorbic a...

General Information

Structure

Molecular Formula

C₆H₈O₆

Molecular Mass

176.12412

Exact Mass

176.03208798

Charge

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

Canonic Smiles

OC[C@@H]([C@H]1OC(=O)C(=C1O)O)O

Isomeric Smiles

O1C(=O)C(=C(O)[C@H]1[C@H](CO)O)O

Calculated Properties

JChem

LogD (pH = 7.4)

-4.97

LogD (pH = 5.5)

-3.27

Log P

-1.91

Rotatable Bonds

H Donor

H Acceptors

Lipinski's Rule of Five

true

Acid pKa

4.16

Polar Surface Area

107.22

Polarizability

14.93

Molar Refractivity

37.03

LOG S

0.21

Data Source

Names and Identifiers

Synonyms

维生素 CL-抗坏血酸L-维生素 CL-Ascorbic acid抗坏血病因子Vitamin CL-Ascorbic AcidVitamin CAscorbic acidL-Threoascorbic acidAntiscorbutic factorAcidum ascorbicumL-AscorbateL-Xyloascorbic AcidAscorbic AcidAAAscorbateL-Lyxoascorbic Acid(R)-5-((S)-1,2-Dihydroxyethyl)-3,4-dihydroxyfuran-2(5H)-oneL-(+)-Ascorbic acidL-(+)-抗坏血酸维生素CL-(+)-抗坏血酸L-(+)-Ascorbic acid, ACSL-(+)-抗坏血酸, ACSASCORBIC ACIDacidum ascorbinicumE-300L-AscorbateAscorbic acidL-(+)-ascorbic acidL-ascorbic acidAscorbicapE300E 300Vitamin CAscorbinsaeureL-Ascorbic acid

IUPAC Traditional name

vitamin C

IUPAC name

(5R)-5-[(1S)-1,2-dihydroxyethyl]-3,4-dihydroxy-2,5-dihydrofuran-2-one

Brand Name

AllercorbAscorbajenAscorinAdenexCe LentC-LevelIDO-CCevi-BidC-QuinAscorbinCatavin CCeconAntiscorbic VitaminLaroscorbineConceminArco-CeeCelaskonCetemicanCee-Caps TdSecorbateC-ViminCeglionHybrinPlanavit CCetaneCevitalVicomin CCewinCemagylCenetoneAscorbicinViscorinCetebeCebicureCebidCee-ViteC-LongSodascorbateKyselina AskorbovaRoscorbicCevitexCiaminAscorbicabCevitamic AcidVitascorbolMeri-CCebioneCenolateCetane-Caps TdCebionScorbacidVitaceeRibenaAscorbicapAscor-B.I.D.CelinCetamidVitamisinRedoxonVitacinCergonaLiqui-CeeAscorvitViforcitCereonProscorbinNatrascorbScorbu-CCescorbatC-SpanVitaciminDavitamon CCantaxinAscoltinTestascorbicCevitanCevalinAscortealLemascorbVitaceCevatineColascorDuoscorbAntiscorbutic VitaminAscorbutinaAscorbCevitaminCevexCantanCeviminCipcaCemillVicelatVicinCetane-Caps TcHiceeCitriscorbCegiolanXitix

International Nonproprietary Name (INN)

acido ascorbicoacidum ascorbicumascorbic acidacide ascorbique

Names and Identifiers

Registration numbers

EC Number

Merck Index

CAS Number

Beilstein Number

MDL Number

E Number

PubChem SID

Registration numbers

Properties

Pharmacology Properties

Properties

Related Proteins

Molecular Spectra

No Data Available

Click here to submit data

Molecule Details

DrugBank

DB00126

Drug Groups

approved; nutraceutical

Description

A six carbon compound related to glucose. It is found naturally in citrus fruits and many vegetables. Ascorbic acid is an essential nutrient in human diets, and necessary to maintain connective tissue and bone. Its biologically active form, vitamin C, functions as a reducing agent and coenzyme in several metabolic pathways. Vitamin C is considered an antioxidant. [PubChem]

Indication

Used to treat vitamin C deficiency, scurvy, delayed wound and bone healing, urine acidification, and in general as an antioxidant. It has also been suggested to be an effective antiviral agent.

Pharmacology

Ascorbic Acid (vitamin C) is a water-soluble vitamin indicated for the prevention and treatment of scurvy, as ascorbic acid deficiency results in scurvy. Collagenous structures are primarily affected, and lesions develop in bones and blood vessels. Administration of ascorbic acid completely reverses the symptoms of ascorbic acid deficiency.

Affected Organisms

Humans and other mammals

Biotransformation

Hepatic. Ascorbic acid is reversibly oxidised (by removal of the hydrogen from the enediol group of ascorbic acid) to dehydroascorbic acid. The two forms found in body fluids are physiologically active. Some ascorbic acid is metabolized to inactive compounds including ascorbic acid-2-sulfate and oxalic acid.

Absorption

70% to 90%

Half Life

16 days (3.4 hours in people who have excess levels of vitamin C)

Protein Binding

25%

References

• Padayatty SJ, Katz A, Wang Y, Eck P, Kwon O, Lee JH, Chen S, Corpe C, Dutta A, Dutta SK, Levine M: Vitamin C as an antioxidant: evaluation of its role in disease prevention. J Am Coll Nutr. 2003 Feb;22(1):18-35. [Pubmed]

• Meister A: Glutathione-ascorbic acid antioxidant system in animals. J Biol Chem. 1994 Apr 1;269(13):9397-400. [Pubmed]

• Englard S, Seifter S: The biochemical functions of ascorbic acid. Annu Rev Nutr. 1986;6:365-406. [Pubmed]

• Banhegyi G, Mandl J: The hepatic glycogenoreticular system. Pathol Oncol Res. 2001;7(2):107-10. [Pubmed]

• Proctor P: Similar functions of uric acid and ascorbate in man? Nature. 1970 Nov 28;228(5274):868. [Pubmed]

External Links

• [Wikipedia]

• [RxList]

• [PDRhealth]

• [Drugs.com]

A2343

Biochem/physiol Actions
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. Ascorbic acid functions as an enzymatic cofactor for multiple enzymes, serving as an electron donor for monooxygenases and dioxygenases. Ascorbic acid also functions as a powerful antioxidant, particularly in regards to reactive oxygen species.

A4544

A2174

Caution
储存期间颜色可变暗。

A5960

Frequently Asked Questions
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储存期间颜色可变暗。
包装
10 mg in autosmp vl
Biochem/physiol Actions
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. Ascorbic acid functions as an enzymatic cofactor for multiple enzymes, serving as an electron donor for monooxygenases and dioxygenases. Ascorbic acid also functions as a powerful antioxidant, particularly in regards to reactive oxygen species.

A0278

ChEBI

CHEBI:29073

The L-enantiomer of ascorbic acid and conjugate acid of L-ascorbate.

Molecule Details

References

PubChem Literature

From Data Sources

• Englard S, Seifter S: The biochemical functions of ascorbic acid. Annu Rev Nutr. 1986;6:365-406. Pubmed

• Proctor P: Similar functions of uric acid and ascorbate in man? Nature. 1970 Nov 28;228(5274):868. Pubmed

• Banhegyi G, Mandl J: The hepatic glycogenoreticular system. Pathol Oncol Res. 2001;7(2):107-10. Pubmed

• Meister A: Glutathione-ascorbic acid antioxidant system in animals. J Biol Chem. 1994 Apr 1;269(13):9397-400. Pubmed

References

Bioactivity

PubChem BioAssay

Bioactivity

Names and Identifiers

Synonyms

IUPAC Traditional name

vitamin C

IUPAC name

(5R)-5-[(1S)-1,2-dihydroxyethyl]-3,4-dihydroxy-2,5-dihydrofuran-2-one

Brand Name

International Nonproprietary Name (INN)

acido ascorbicoacidum ascorbicumascorbic acidacide ascorbique

References

PubChem Literature

From Data Sources

• Englard S, Seifter S: The biochemical functions of ascorbic acid. Annu Rev Nutr. 1986;6:365-406. Pubmed

• Proctor P: Similar functions of uric acid and ascorbate in man? Nature. 1970 Nov 28;228(5274):868. Pubmed

• Banhegyi G, Mandl J: The hepatic glycogenoreticular system. Pathol Oncol Res. 2001;7(2):107-10. Pubmed

• Meister A: Glutathione-ascorbic acid antioxidant system in animals. J Biol Chem. 1994 Apr 1;269(13):9397-400. Pubmed

Bioactivity

PubChem BioAssay

Registration numbers

EC Number

Merck Index

CAS Number

Beilstein Number

MDL Number

E Number

PubChem SID

Properties

Pharmacology Properties

Molecule Details

DrugBank

DB00126

Drug Groups

approved; nutraceutical

Description

Indication

Used to treat vitamin C deficiency, scurvy, delayed wound and bone healing, urine acidification, and in general as an antioxidant. It has also been suggested to be an effective antiviral agent.

Pharmacology

Affected Organisms

Humans and other mammals

Biotransformation

Absorption

70% to 90%

Half Life

16 days (3.4 hours in people who have excess levels of vitamin C)

Protein Binding

25%

References

• Meister A: Glutathione-ascorbic acid antioxidant system in animals. J Biol Chem. 1994 Apr 1;269(13):9397-400. [Pubmed]