CAS 55-10-7

Vanillylmandelic acid

Description:

Vanillylmandelic acid (VMA) is an organic compound that serves as a significant metabolite of catecholamines, particularly epinephrine and norepinephrine. It is characterized by its aromatic structure, which includes a vanillin moiety and a mandelic acid component. VMA is typically found in urine and is often measured in clinical settings to diagnose and monitor certain neuroendocrine tumors, such as pheochromocytomas and neuroblastomas. The compound is soluble in water and exhibits a slightly acidic nature due to the presence of the carboxylic acid group. Its molecular formula is C9H10O5, and it has a molecular weight that reflects its composition of carbon, hydrogen, and oxygen atoms. In addition to its clinical significance, VMA is also of interest in biochemical research, particularly in studies related to stress response and metabolic pathways involving catecholamines. Overall, vanillylmandelic acid plays a crucial role in both medical diagnostics and biochemical research.

Formula: C₉H₁₀O₅

InChI: InChI=1/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: C(C(O)=O)(O)C1=CC(OC)=C(O)C=C1

Synonyms:

• (.+-.)-3-Methoxy-4-hydroxymandelic acid
• (.+-.)-Vanilmandelic acid
• (4-Hydroxy-3-methoxyphenyl)glycolic 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-methoxy-DL-mandelic acid
• 4-Hydroxy-3-methoxymandelic acid
• 4-Hydroxy-3-methoxymandelsaure
• <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
• Acide 4-hydroxy-3-methoxymandelique
• Acido 4-Hidroxi-3-Metoximandelico
• Benzeneacetic acid, α,4-dihydroxy-3-methoxy-
• DL-3-Methoxy-4-hydroxymandelic acid
• DL-3-Methoxy-4-hydroxymandelic acid DL-4-Hydroxy-3-methoxy mandelic acid
• DL-4-Hydroxy-3-methoxymandelic acid
• DL-Vanillylmandelic acid
• Hmma
• 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
• Benzeneacetic acid, .alpha.,4-dihydroxy-3-methoxy-
• (2S)-2-hydroxy-2-(4-hydroxy-3-methoxy-phenyl)acetic acid
• HYDROXYMETHOXYMANDELICACID
• VMA
• VMA, 98% (VANILLOMANDELIC ACID)
• 4-HYDROXY-3-METHOXYMANDELICACID,REAGENT
• α,4-Dihydroxy-3-methoxybenzeneacetic acid, Vanillomandelic acid, Vanillylmandelic acid, Vanilmandelic acid, VMA
• ALPHA,4-DIHYDROXY-3-METHOXYBENZENEACETIC ACID
• 4-hydroxy 3-methoxy mandelic acid(VMA)
• HYDROXY-3-METHOXYMANDELIC ACID, D,L-4-
• 3-METHOXY-4-HYDROXY MANDELIC ACID
• 4-Hydroxy-3-MethoxyMandelic acid, 99% 1GR
• 4-Hydroxy-3-methoxymandelic acid,99%
• 3-METHOXY-4-HYDROXYMANDELIC ACID 99%
• VANILLYLMANDELIC ACID 99%
• Vanilinmandelic Acid

DL-4-Hydroxy-3-methoxymandelic Acid

CAS: 55-10-7

Formula: C₉H₁₀O₅

Purity: >98.0%(HPLC)(T)

Color and Shape: White to Gray to Red powder to crystal

Molecular weight: 198.17

Ref: 3B-H0268

4-Hydroxy-3-methoxy-DL-mandelic acid, 98%

CAS: 55-10-7

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: C₉H₉O₅

Purity: 98%

Color and Shape: Powder, Pale brown to brown to pale gray

Molecular weight: 197.17

Ref: 02-A13349

Vanillylmandelic acid

CAS: 55-10-7

Vanillylmandelic acid

Formula: C₉H₁₀O₅

Purity: 97%

Molecular weight: 198.17

Ref: 54-BUP11864

2-Hydroxy-2-(4-Hydroxy-3-Methoxyphenyl)Acetic Acid

CAS: 55-10-7

2-Hydroxy-2-(4-Hydroxy-3-Methoxyphenyl)Acetic Acid

Formula: C₉H₁₀O₅

Purity: 99%

Molecular weight: 198.17

Ref: 54-OR1010463

Vanillylmandelic acid

CAS: 55-10-7

Vanillylmandelic acid, from catecholamine breakdown, helps diagnose pheochromocytoma; high levels link to depression.

Formula: C₉H₁₀O₅

Purity: 97.13%

Color and Shape: Solid

Molecular weight: 198.1727

Ref: TM-T0611

Epinephrine Impurity 40

CAS: 55-10-7

Formula: C₉H₁₀O₅

Color and Shape: Pink Solid

Molecular weight: 198.17

Ref: 4Z-E-2622

Vanillylmandelic acid (Standard)

CAS: 55-10-7

Vanillylmandelic acid (Standard) is a reference standard for research and analysis in studies involving Vanillylmandelic acid. Vanillylmandelic acid, the end product of the metabolism of catecholamines, epinephrine, and norepinephrine, has antioxidant activity and is commonly used to help diagnose pheochromocytoma, as well as its elevation in association with depressive symptoms.

Formula: C₉H₁₀O₅

Molecular weight: 198.1727

Ref: TM-TMSM-3296

4-Hydroxy-3-methoxymandelic acid

CAS: 55-10-7

Formula: C₉H₁₀O₅

Purity: 97%

Color and Shape: Solid

Molecular weight: 198.1727

Ref: IN-DA0039UU

Vanillylmandelic acid

Controlled Product

CAS: 55-10-7

Formula: C₉H₁₀O₅

Color and Shape: Neat

Molecular weight: 198.17

Ref: 04-C17900590

4-Hydroxy-3-methoxymandelic Acid

Controlled Product

CAS: 55-10-7

Formula: C₉H₁₀O₅

Color and Shape: Neat

Molecular weight: 198.17

Ref: 86-MM0262.06

4-Hydroxy-3-methoxymandelic Acid

Controlled Product

CAS: 55-10-7

Applications A metabolite of catecholamines.
References Canfell, P., et al.: Clin. Chem., 32, 222 (1986), Nunez, C., et al.: Eur. J .Clin. Chem. Clin. Biochem., 32, 461 (1994), Weise, M., et al.: J. Clin. Endocrinol. Metab., 87, 1955 (2002),

Formula: C₉H₁₀O₅

Color and Shape: Neat

Molecular weight: 198.17

Ref: TR-H946330

Epinephrine Impurity 40-13C6

CAS: 55-10-7

Formula: C₆C₃H₁₀O₅

Molecular weight: 204.11

Ref: 4Z-E-2623

Vanillylmandelic acid

CAS: 55-10-7

2-Hydroxy-2-(4-hydroxy-3-methoxyphenyl)acetic acid

Formula: C₉H₁₀O₅

Purity: 97%

Molecular weight: 198.17

Ref: IN-DG6743

Epinephrine Impurity 40-d3

CAS: 55-10-7

Formula: C₉H₇O₅D₃

Molecular weight: 201.20

Ref: 4Z-E-2621

DL-4-Hydroxy-3-methoxymandelic acid

CAS: 55-10-7

DL-4-Hydroxy-3-methoxymandelic acid is a metabolite of the catecholamines, norepinephrine and epinephrine. It is found in the blood, urine and cerebrospinal fluid of humans. DL-4-Hydroxy-3-methoxymandelic acid is derived from the amino acid tyrosine. When the body's production of catecholamines exceeds its ability to break them down, these molecules accumulate and are excreted in urine as DL-4-hydroxy-3-methoxymandelic acid or as other metabolites. The concentration of DL-4-hydroxy 3 methoxymandelic acid in urine may be used to diagnose pheochromocytoma or neuroblastoma.

Formula: C₉H₁₀O₅

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 198.17 g/mol

Ref: 3D-FH24236

4-Hydroxy-3-methoxymandelic Acid in Methanol

CAS: 55-10-7

Methanol

Formula: C₉H₁₀O₅

Color and Shape: Pale yellow powder; Sweet vanilla aroma

Molecular weight: 198.17

Ref: BE-MU-3050YM-1000

4-Hydroxy-3-methoxymandelic Acid

CAS: 55-10-7

Formula: C₉H₁₀O₅

Color and Shape: Pale yellow powder; Sweet vanilla aroma

Molecular weight: 198.17

Ref: BE-MU-3050

Vanilmandelic-[13C,d3] Acid

CAS: 55-10-7

Formula: C₉H₁₀O₅

Color and Shape: Pale yellow powder; Sweet vanilla aroma

Molecular weight: 198.17

Ref: BE-MCD-3050

2-Hydroxy-2-(4-hydroxy-3-methoxyphenyl)acetic acid

CAS: 55-10-7

Formula: C₉H₁₀O₅

Purity: 97%

Color and Shape: Solid

Molecular weight: 198.174

Ref: 10-F321935

Vanillylmandelic Acid

CAS: 55-10-7

Formula: C₉H₁₀O₅

Molecular weight: 198.17

Ref: ST-EA-CP-E42005