Ascorbic acid - AR, ≥99%(T) , CAS No.50-81-7

CAS: 50-81-7 Cat. No.: A103533 Formula: C₆H₈O₆ Molecular Weight: 176.12 Beilstein Registry Number: 84272 EC Number: 200-066-2

GRADE & PURITY AR, ≥99%(T)

Synonyms

Ascorbicap | C-Long | Ferrous ascorbate | phosphorus oxichloride | Ceglion | Cenetone | Cetemican | hexamethyl-disiloxane | Ascorb | Cemagyl | Cipca | Planavit C | Secorbate | Vitacee | Ascorbicab | Scorbacid | Cecon | C-Span | Duoscorb | pentakis(chloran

Storage

Protected from light,Room temperature,Desiccated

Shipped In

Normal

Overview

A calcium channel inhibitor.

Specifications

Synonyms

Ascorbicap | C-Long | Ferrous ascorbate | phosphorus oxichloride | Ceglion | Cenetone | Cetemican | hexamethyl-disiloxane | Ascorb | Cemagyl | Cipca | Planavit C | Secorbate | Vitacee | Ascorbicab | Scorbacid | Cecon | C-Span | Duoscorb | pentakis(chloran

Specifications & Purity

AR, ≥99%(T)

Biochemical and Physiological Mechanisms

It protects cells against the damaging effects of radiation and oxygen radicals,increases the rate of mineralization in osteoblasts,reduces Na+/Ca2+ exchange in cultured astrocytes,modulates cyclic nucleotide levels in B and T cells inhibits apoptosis in

Storage

Protected from light,Room temperature,Desiccated

Shipped In

Normal

Grade

AR

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥99%(T)

Names and Identifiers

Pubchem Sid

488201679

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/488201679

Canonical Smiles

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

IUPAC Name

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

InChIKey

CIWBSHSKHKDKBQ-JLAZNSOCSA-N

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

Isomeric SMILES

C([C@@H]([C@@H]1C(=C(C(=O)O1)O)O)O)O

WGK Germany

1

RTECS

CI7650000

Alternate CAS

53262-66-1,6730-29-6,50-81-7,134-03-2 (monosodium salt)

NSC Number

UN 1648

UN Number

3

MeSH Entry Terms

Acid, Ascorbic;Acid, L-Ascorbic;Ascorbate, Ferrous;Ascorbate, Magnesium;Ascorbate, Sodium;Ascorbic Acid;Ascorbic Acid, Monosodium Salt;di-L-Ascorbate, Magnesium;Ferrous Ascorbate;Hybrin;L Ascorbic Acid;L-Ascorbic Acid;Magnesium Ascorbate;Magnesium Ascorbi

Molecular Weight

176.12

Beilstein

84272

Reaxy-Rn

84272

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=84272&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Dihydrofurans
      • Subclass Furanones

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Dihydrofurans
• Subclass: Furanones
• Intermediate Tree Nodes: Not available
• Direct Parent: Butenolides
• Alternative Parents: Vinylogous acids Enoate esters Secondary alcohols Lactones Enediols 1,2-diols Oxacyclic compounds Monocarboxylic acids and derivatives Primary alcohols Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: 2-furanone - Vinylogous acid - Alpha,beta-unsaturated carboxylic ester - Enoate ester - 1,2-diol - Carboxylic acid ester - Enediol - Secondary alcohol - Lactone - Carboxylic acid derivative - Oxacycle - Monocarboxylic acid or derivatives - Alcohol - Hydrocarbon derivative - Organic oxygen compound - Carbonyl group - Organic oxide - Primary alcohol - Organooxygen compound - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as butenolides. These are dihydrofurans with a carbonyl group at the C2 carbon atom.
• External Descriptors: Water-soluble vitamins

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

ADRA2B Tclin Alpha-2B adrenergic receptor (0 Activities)

Discover Target: ADRA2B

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

VDR Tclin Vitamin D receptor (26531 Activities)

Discover Target: VDR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Lymphoblastoid cell (5959 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)

Discover Target: EHMT2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

L3MBTL1 Tchem Lethal(3)malignant brain tumor-like protein 1 (14536 Activities)

Discover Target: L3MBTL1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

LMNA Tbio Prelamin-A/C (36751 Activities)

Discover Target: LMNA

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

GMNN Tbio Geminin (128009 Activities)

Discover Target: GMNN

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CBX1 Tbio Chromobox protein homolog 1 (92434 Activities)

Discover Target: CBX1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Plasmodium falciparum (966862 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

lef Anthrax lethal factor (7585 Activities)

Discover Target: lef

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

TGR Thioredoxin glutathione reductase (28579 Activities)

Discover Target: TGR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 Activities)

Discover Target: Nfe2l2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Light sensitive.
• Specific Rotation[α]: 21 ° (C=10, H2O)
• Melt Point(°C): 190-192°C
• Molecular Weight: 176.120 g/mol
• XLogP3: -1.600
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 176.032 Da
• Monoisotopic Mass: 176.032 Da
• Topological Polar Surface Area: 107.000 Ų
• Heavy Atom Count: 12
• Formal Charge: 0
• Complexity: 232.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1