CAS 138-59-0

Shikimic acid

Description:

Shikimic acid is an organic compound classified as a bicyclic aromatic compound, primarily known for its role in the shikimic acid pathway, which is crucial for the biosynthesis of aromatic amino acids in plants and microorganisms. It is a white crystalline solid that is soluble in water and exhibits a slightly acidic nature due to the presence of multiple hydroxyl groups and a carboxylic acid functional group. The molecular formula of shikimic acid is C7H10O5, and it has a molar mass of approximately 174.16 g/mol. This compound is notable for its use in the production of the antiviral drug oseltamivir (Tamiflu), which is employed in the treatment of influenza. Additionally, shikimic acid has been studied for its potential antioxidant and anti-inflammatory properties. Its natural occurrence is primarily in certain plants, particularly in the star anise fruit, which is a significant source for commercial extraction. Overall, shikimic acid plays an important role in both biochemistry and pharmacology.

Formula: C₇H₁₀O₅

InChI: InChI=1S/C7H10O5/c8-4-1-3(7(11)12)2-5(9)6(4)10/h1,4-6,8-10H,2H2,(H,11,12)/t4-,5-,6-/m1/s1

InChI key: InChIKey=JXOHGGNKMLTUBP-HSUXUTPPSA-N

SMILES: C(O)(=O)C=1C[C@@H](O)[C@H](O)[C@H](O)C1

Synonyms:

• (3R,4S,5R)-3,4,5-Trihydroxy-1-cyclohexene-1-carboxylic acid
• (3R,4S,5R)-3,4,5-Trihydroxycyclohex-1-encarbonsaure
• (3R,4S,5R)-3,4,5-trihydroxycyclohex-1-ene-1-carboxylate
• (3R,4S,5R)-3,4,5-trihydroxycyclohex-1-ene-1-carboxylic acid
• (3R,4S,5R)-3,4,5-trihydroxycyclohex-1-enecarboxylic acid
• 1-Cyclohexene-1-carboxylic acid, 3,4,5-trihydroxy-, (3R,4S,5R)-
• 1-Cyclohexene-1-carboxylic acid, 3,4,5-trihydroxy-, [3R-(3α,4α,5β)]-
• 3,4,5-Trihydroxy-1-cyclohexene-1-carboxylic acid
• 3,4,5-Trihydroxycyclohex-1-Ene-1-Carboxylic Acid
• <span class="text-smallcaps">L</span>-Shikimic acid
• L-Shikimic acid
• Nsc 59257
• Shikimicacid
• [3R-(3α,4α,5β)]-3,4,5-Trihydroxy-1-cyclohexene-1-carboxylic acid
• acide (3R,4S,5R)-3,4,5-trihydroxycyclohex-1-enecarboxylique
• acido (3R,4S,5R)-3,4,5-trihidroxiciclohex-1-enocarboxilico

Shikimic Acid

CAS: 138-59-0

Formula: C₇H₁₀O₅

Purity: >97.0%(T)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 174.15

Ref: 3B-S0038

(-)-Shikimic acid, 98%

CAS: 138-59-0

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Sci

Formula: C₇H₁₀O₅

Purity: 98%

Color and Shape: White to pale cream, Powder

Molecular weight: 174.15

Ref: 02-L04848

1-Cyclohexene-1-carboxylic acid, 3,4,5-trihydroxy-, (3R,4S,5R)-

CAS: 138-59-0

Formula: C₇H₁₀O₅

Purity: 98%

Color and Shape: Solid

Molecular weight: 174.1513

Ref: IN-DA0017SZ

Shikimic Acid

CAS: 138-59-0

Shikimic Acid (Shikimate) is a tri-hydroxy cyclohexene carboxylic acid important in the biosynthesis that the shikimate pathway is named after it.

Formula: C₇H₁₀O₅

Purity: 98.85% - 98.86%

Color and Shape: Off-White Solid Crystalline

Molecular weight: 174.15

Ref: TM-T2739

Shikimic acid

CAS: 138-59-0

Shikimic acid

Purity: 98%

Molecular weight: 174.15g/mol

Ref: 54-OR1014917

Shikimic Acid

CAS: 138-59-0

Formula: C₇H₁₀O₅

Color and Shape: White To Off-White Solid

Molecular weight: 174.15

Ref: 4Z-S-042

Shikimic Acid

CAS: 138-59-0

Shikimic Acid

Purity: ≥95%

Molecular weight: 174.15g/mol

Ref: 54-BUP14751

Shikimic acid

CAS: 138-59-0

Formula: C₇H₁₀O₅

Purity: ≥ 98.0%

Color and Shape: White to off-white powder

Molecular weight: 174.16

Ref: 7W-GP5211

Shikimic acid

CAS: 138-59-0

Formula: C₇H₁₀O₅

Purity: 95%~99%

Molecular weight: 174.152

Ref: BP-BP1301

Shikimic Acid

CAS: 138-59-0

Applications Naturally occurring (-)-form is a major biosynthetic precursor of phenylalanine, tyrosine, and tryptophan and hence of the majority of plant alkaloids. It is also involved in the biosynthesis of lignin, flavonpids and other important aromatic compounds.
References Evans, I.A., et al.: Nature, 250, 348 (1974), Harborne, J.B., et al.: Biosynthesis, 6, 40 (1980),

Formula: C₇H₁₀O₅

Color and Shape: White To Off-White

Molecular weight: 174.15

Ref: TR-S357100

(-)-Shikimic acid

CAS: 138-59-0

Formula: C₇H₁₀O₅

Purity: 98%

Color and Shape: Solid

Molecular weight: 174.152

Ref: 10-F037802

Shikimic acid

CAS: 138-59-0

Shikimic acid is a biochemical precursor, which is primarily derived from plants like the Chinese star anise (Illicium verum). This compound is a crucial intermediate in the shikimate pathway, a metabolic route utilized by bacteria, fungi, algae, and plants. It facilitates the synthesis of aromatic compounds, including essential amino acids such as phenylalanine, tyrosine, and tryptophan.

Formula: C₇H₁₀O₅

Purity: Min. 98 Area-%

Color and Shape: White Powder

Molecular weight: 174.15 g/mol

Ref: 3D-FS06909