SHIKIMIC ACID

PRODUCT IDENTIFICATION
CAS NO. 138-59-0

SHIKIMIC ACID

EINECS NO. 205-334-2
FORMULA C7H10O5
MOL WT. 174.15

H.S. CODE

  

TOXICITY

  
SYNONYMS  
3,4,5-Trihydroxy-1-Cyclohexene-1-Carboxylic Acid; 3,4,5-Trihydroxy-1- cyclohexene carboxylic acid;
SMILES

 

CLASSIFICATION

  

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE white powder
MELTING POINT 185 - 187 C
BOILING POINT  
SPECIFIC GRAVITY 1.64
SOLUBILITY IN WATER 180 (g/l)
pH  
VAPOR DENSITY

 

AUTOIGNITION

 

NFPA RATINGS Health: 1; Flammability: 0; Reactivity: 0

REFRACTIVE INDEX

  
FLASH POINT  
STABILITY

 

GENERAL DESCRIPTION & APPLICATIONS
Shikimic acid is a white crystalline compound of nonnitrogenous acid found in various plants naturally. It has two kind functional groups in the same molecule, three hydroxyl groups and a carboxylic acid group, which are optically active. They can yield various kinds of esters and salts. Shikimic acid is a cyclitol, a polyhydroxylated cycloalkane containing at least three hydroxy groups in the ring at different positions. Examples are inositol and quinic acid. The most important feature of cyclitol is that there are chiral isomers, key intermediates in the biosynthesis of aromatic compounds in living metabolism. Shikimic acid is a key intermediate in the biochemical pathway from phosphoenolpyruvic acid to tyrosine.

D-Erythrose-4-phosphate + Phosphoenoylpyruvate ¡æ 7-Phospho-2-dehydro-3-deoxy- D-arabinoheptulosonate ¡æ 3-Dehydroquinate ¡æ 3-Dehydroshikimate ¡æ Shikimate ¡æ 3-Phosphoshikimate ¡æ 3-Phospho-5-enoylpyruvylshikimate ¡æ Chorismate ¡æ Prephenate ¡æ Phenylpyruvate (or p-Hydroxyphenylpyruvate) ¡æ L-Phenylalanine (or L-Tyrosine)

Shikimic acid is a precursor of many alkaloids, aromatic amino acids, and indole derivatives. Shikimic acid is widely used as a chiral building block for the synthesis of pharmaceuticals. An example of end product is an antiviral drug oseltamivir, a neuraminidase inhibitor used in the treatment and prophylaxis of both influenza A and influenza B.

SALES SPECIFICATION

APPEARANCE

 white powder

ASSAY

98.0% min

ASH

0.5% max

LOSS ON DRYING

1.0% max
TRANSPORTATION
PACKING
 
HAZARD CLASS not regulated
UN NO.  
OTHER INFORMATION
Hazard Symbols: , Risk Phrases: , Safety Phrases: 24/25-28A-37-45

PRICE

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