ASCORBIGEN

PRODUCT IDENTIFICATION

CAS NO. 8075-98-7

ASCORBIGEN 

EINECS NO.  
FORMULA C15H15NO6
MOL WT. 305.28

H.S. CODE

2936.27

TOXICITY

 

SYNONYMS Ascorbigen; Ascorbigen B;
alpha-L-lyxo-3-Hexulofuranosonic acid, 2-C-(1H-indol-3-ylmethyl)-, gamma-lactone, mixt. with 2-C-(1H-indol-3-ylmethyl)-alpha-L-xylo-3-hexulofuranosonic acid gamma-lactone;
SMILES c1cccc2c1c(C[C@@]1(C(=O)O[C@H]3[C@@]1(OC[C@@H]3O)O )O)c[nH]2

CLASSIFICATION

 

EXTRA NOTES

A depot form of ascorbic acid

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE

off-white to yellow powder

MELTING POINT  
BOILING POINT  
SPECIFIC GRAVITY

 

SOLUBILITY IN WATER  
SOLVENT SOLUBILITY  
pH  
VAPOR DENSITY

 

AUTOIGNITION

 

NFPA RATINGS

Health: 1; Flammability: 0; Reactivity: 0

REFRACTIVE INDEX

 

FLASH POINT

 

STABILITY

Stable under ordinary conditions. Moisture sensitive.

EXTERNAL LINKS & GENERAL DESCRIPTION

Wikipedia Linking

Google Scholar Search

Drug Information Portal (U.S. National Library of Medicine) - Ascorbigen

PubChem Compound Summary - Ascorbigen

Drug Bank -  Ascorbigen

KEGG (Kyoto Encyclopedia of Genes and Genomes) -  Ascorbigen

http://www.ebi.ac.uk/chebi/ -  Ascorbigen

http://www.ncbi.nlm.nih.gov/ -  Ascorbigen

http://linkinghub.elsevier.com/retrieve/
Ascorbigen (ABG) belongs to the glucosinolate family and occurs mainly in Brassica vegetables. It is formed by its precursor glucobrassicin. Glucobrassicin is enzymatically hydrolyzed to indole-3-carbinol, which in turn reacts with l-ascorbic acid to ABG. The degradation of glucobrassicin is induced by plant tissue disruption. The ABG formation depends on pH and temperature. The degradation of ABG in acidic medium causes a release of l-ascorbic acid and a formation of methylideneindolenine; in more alkaline medium, the degradation of ABG causes the formation of 1-deoxy-1-(3-indolyl)-ес-l-sorbopyranose and 1-deoxy-1-(3-indolyl)-ес-l-tagatopyranose. ABG may partly mediate the known anticarcinogenic effect of diets rich in Brassicacae. Furthermore, ABG is able to induce phase I and II enzymes that are centrally involved in the detoxification of xenobiotics. Cosmeceuticals containing ABG as an active principle are becoming increasingly popular, although the underlying cellular and molecular mechanisms regarding its potential antiaging and ultraviolet-protective properties have not been fully established.

http://www.ncbi.nlm.nih.gov/
Ascorbigen (ABG) belongs to the glucosinolate family and occurs mainly in Brassica vegetables. It is formed by its precursor glucobrassicin. Glucobrassicin is enzymatically hydrolyzed to indole-3-carbinol, which in turn reacts with L-ascorbic acid to ABG. The degradation of glucobrassicin is induced by plant tissue disruption. The ABG formation depends on pH and temperature. The degradation of ABG in acidic medium causes a release of l-ascorbic acid and a formation of methylideneindolenine; in more alkaline medium, the degradation of ABG causes the formation of 1-deoxy-1-(3-indolyl)-alpha-L-sorbopyranose and 1-deoxy-1-(3-indolyl)-alpha-l-tagatopyranose. ABG may partly mediate the known anticarcinogenic effect of diets rich in Brassicacae. Furthermore, ABG is able to induce phase I and II enzymes that are centrally involved in the detoxification of xenobiotics. Cosmeceuticals containing ABG as an active principle are becoming increasingly popular, although the underlying cellular and molecular mechanisms regarding its potential antiaging and ultraviolet-protective properties have not been fully established.

http://www.ncbi.nlm.nih.gov/
New derivatives of 2-C-/(indolyl-3)methyl/-beta-L-threo-L-glycero-3- hexulofuranosono -1,4-lactone, vis. 1'-ethylascorbigen, 1'-benzylascorbigen and 1',2'-dimethyl-5'-methoxyascorbigen were obtained. In aquous solutions at physiological temperature and pH values ascorbigens disintegrate rather rapidly to yield L-ascorbic acid, the rate of the latter's formation depending on the substituent in the indole nucleus and increasing with growth of pH and temperature. Intraperitoneal injection of 1'-methylascorbigen to mice leads to steady rise of L-ascorbic acid level in blood plasma.

Local

Ascorbigens:

Product

CAS RN

Ascorbigen

8075-98-7
Ascorbigen A 26676-89-1
1'-Methylascorbigen 92557-61-4
1'-Ethylascorbigen 110326-15-3
SALES SPECIFICATION

APPEARANCE

off-white to yellow powder

PURITY

97.0% min (HPLC)

TRANSPORTATION
PACKING
 
HAZARD CLASS Not regulated
UN NO.  
SAFETY INFORMATION

Hazard Overview

Not known

PRICE INFORMATION