CAS 2394-20-9: Vanillylmandelic acid

Description: Vanillylmandelic acid (VMA) is a phenolic compound that is a metabolite of catecholamines, primarily epinephrine and norepinephrine. It is characterized by its chemical structure, which includes a vanillin moiety and a mandelic acid component. VMA is typically found in urine and is used as a biomarker for certain medical conditions, particularly neuroblastoma and pheochromocytoma, as elevated levels can indicate the presence of these tumors. The compound is soluble in water and exhibits a weakly acidic nature due to the carboxylic acid group in its structure. Its presence in biological fluids is often measured through chromatographic techniques, such as high-performance liquid chromatography (HPLC). In addition to its clinical significance, VMA has been studied for its potential antioxidant properties, although its primary relevance remains in the diagnostic field. Overall, vanillylmandelic acid serves as an important indicator in the assessment of catecholamine metabolism and related disorders.

Formula: C₉H₁₀O₅

InChI: InChI=1S/C9H10O5/c1-14-7-4-5(2-3-6(7)10)8(11)9(12)13/h2-4,8,10-11H,1H3,(H,12,13)

InChI key: InChIKey=CGQCWMIAEPEHNQ-UHFFFAOYSA-N

SMILES: O=C(O)C(O)C1=CC=C(O)C(OC)=C1

Synonyms:

• (4-Hydroxy-3-methoxyphenyl)glycolic acid
• (±)-3-Methoxy-4-hydroxymandelic acid
• (±)-Vanilmandelic acid
• 2-(4′-Hydroxy-3′-methoxyphenyl)-2-hydroxyethanoic acid
• 2-Hydroxy-2-(4-hydroxy-3-methoxyphenyl)acetic acid
• 3-Methoxy-4-hydroxyphenylhydroxyacetic acid
• 4-Hydroxy-3-methoxy-<span class="text-smallcaps">DL</span>-mandelic acid
• 4-Hydroxy-3-methoxymandelic acid
• <span class="text-smallcaps">DL</span>-3-Methoxy-4-hydroxymandelic acid
• <span class="text-smallcaps">DL</span>-4-Hydroxy-3-methoxymandelic acid
• <span class="text-smallcaps">DL</span>-Vanillomandelic acid
• <span class="text-smallcaps">DL</span>-Vanillylmandelic acid
• Benzeneacetic acid, α,4-dihydroxy-3-methoxy-
• DL-3-Methoxy-4-hydroxymandelic acid DL-4-Hydroxy-3-methoxy mandelic acid
• Hydroxy(4-Hydroxy-3-Methoxyphenyl)Acetic Acid
• Mandelic acid, 4-hydroxy-3-methoxy-
• Vanillinmandelic acid
• Vanillomandelic acid
• Vanillyl-dl-mandelic acid
• Vanillylmandelic acid
• dl-4-Hydroxy-3-methoxymandelic acid (dl-vanillylmandelic acid)
• dl-Vanillomandelic acid
• α,4-Dihydroxy-3-methoxybenzeneacetic acid
• HMMA

Benzeneacetic acid, a,4-dihydroxy-3-methoxy-, (±)-

CAS: 2394-20-9

• Formula: C₄₆H₄₂O₁₄
• Purity: 98%
• Molecular weight: 818.8173

DL-4-Hydroxy-3-methoxymandelic Acid

CAS: 2394-20-955-10-7

• Formula: C₉H₁₀O₅
• Purity: >98.0%(T)(HPLC)
• Color and Shape: White to Gray to Red powder to crystal
• Molecular weight: 198.17

Vanillylmandelic Acid extrapure, 99%

CAS: 2394-20-9

• Formula: C₉H₁₀O₅
• Purity: min. 99%
• Color and Shape: White to Off-white to Pale brown, Crystalline powder
• Molecular weight: 198.18

4-Hydroxy-3-methoxy-DL-mandelic acid

CAS: 2394-20-9

4-Hydroxy-3-methoxy-DL-mandelic acid is a phenolic compound that is used in analytical chemistry to identify the …

• Formula: C₉H₁₀O₅
• Purity: Min. 95%
• Molecular weight: 198.17 g/mol