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Vanillylmandelic acid

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Identification
Molecular formula
C9H10O5
CAS number
55-10-7
IUPAC name
2-hydroxy-2-(4-hydroxy-3-methoxy-phenyl)acetic acid
State
State

At room temperature, vanillylmandelic acid is in a solid form.

Melting point (Celsius)
141.00
Melting point (Kelvin)
414.15
Boiling point (Celsius)
150.00
Boiling point (Kelvin)
423.15
General information
Molecular weight
198.17g/mol
Molar mass
198.1740g/mol
Density
1.5250g/cm3
Appearence

The compound appears as a white to off-white crystalline powder. It is typically used in its pure form for various applications in biochemistry, particularly as a diagnostic indicator.

Comment on solubility

Solubility of 2-hydroxy-2-(4-hydroxy-3-methoxy-phenyl)acetic acid (C9H10O5)

The solubility of 2-hydroxy-2-(4-hydroxy-3-methoxy-phenyl)acetic acid, also known as a type of phenolic compound, can be influenced by several factors:

  • Polarity: This compound contains multiple hydroxyl (-OH) groups which enhance its polarity, making it more soluble in polar solvents such as water.
  • Temperature: Typically, an increase in temperature can improve the solubility of organic compounds in water, particularly for those with hydrogen bonding capabilities like this one.
  • pH levels: Being a carboxylic acid, its solubility may also vary with changes in pH, as it can ionize in basic conditions, potentially increasing solubility.

Overall, it can be stated that:

  1. 2-hydroxy-2-(4-hydroxy-3-methoxy-phenyl)acetic acid is likely moderately soluble in water due to its functional groups.
  2. In non-polar organic solvents, its solubility will be significantly reduced.

As a result, this compound's solubility attributes make it a noteworthy example in studies involving solvation behaviors of phenolic compounds and their applications in pharmaceuticals and organic synthesis.

Interesting facts

Interesting Facts about 2-Hydroxy-2-(4-hydroxy-3-methoxy-phenyl)acetic Acid

2-Hydroxy-2-(4-hydroxy-3-methoxy-phenyl)acetic acid, commonly referred to as homovanillic acid, is a fascinating compound that plays a significant role in both the field of chemistry and biological sciences. Here are some notable points about this compound:

  • Metabolite of Dopamine: Homovanillic acid is a key metabolite of dopamine, an important neurotransmitter in the brain. Its presence can often indicate the levels of dopamine metabolism within the body.
  • Biological Marker: Due to its connection to dopamine, this compound is used as a biomarker in clinical settings for various neurological disorders and conditions, such as schizophrenia and Parkinson's disease.
  • Research Applications: Studies have shown that levels of homovanillic acid in cerebrospinal fluid can provide insights into mental health, making it a subject of interest in psychological research.
  • Antioxidant Properties: This compound exhibits notable antioxidant properties, helping to protect cells from oxidative stress and inflammation. This makes it an intriguing candidate for further studies in preventing age-related diseases.
  • Natural Occurrence: Found naturally in various foods and plants, homovanillic acid contributes to both flavor and health benefits, emphasizing the connection between diet and neurochemistry.

In summary, 2-hydroxy-2-(4-hydroxy-3-methoxy-phenyl)acetic acid is more than just a molecule; it is a bridge between chemistry and health sciences, offering insights into brain function and potential therapeutic applications.

Synonyms
Vanillylmandelic acid
55-10-7
dl-4-Hydroxy-3-methoxymandelic acid
2-hydroxy-2-(4-hydroxy-3-methoxyphenyl)acetic acid
2394-20-9
4-HYDROXY-3-METHOXYMANDELIC ACID
Vanilmandelic acid
(+/-)-Vanillylmandelic acid
DL-vanillylmandelic acid
VMA
53587-34-1
Vanillomandelc acid
DL-vanillomandelic acid
DL-4-HYDROXY-3-METHOXYMANDELIC-2-D1 ACID
Hydroxy(4-hydroxy-3-methoxyphenyl)acetic acid
3-Methoxy-4-hydroxymandelate
dl-3-Methoxy-4-hydroxymandelic acid
Mandelic acid, 4-hydroxy-3-methoxy-
Benzeneacetic acid, .alpha.,4-dihydroxy-3-methoxy-
CHEBI:20106
Vanillomandelic acid
Vanillinmandelic Acid
0DQI268449
(4-Hydroxy-3-methoxyphenyl)glycolic acid
3-Methoxy-4-hydroxyphenylhydroxyacetic acid
Vanillylmandelic acid; VMA
3-methoxy-4-hydroxymandelic acid
MFCD00004235
4'-Hydroxy-3'-methoxymandelic acid
UNII-0DQI268449
Benzeneacetic acid, alpha,4-dihydroxy-3-methoxy-
EINECS 200-224-0
(y)-Vanillylmandelic acid
(?)-Vanillylmandelic acid
Lopac0_000602
Oprea1_553862
MLS002153465
SCHEMBL134326
(.+/-.)-Vanilmandelic acid
GTPL6645
VANILMANDELIC ACID [MI]
CHEMBL1256396
FEMA NO. 4660
SCHEMBL10085823
Vanillylmandelic acid (Standard)
DTXSID10861583
HMS2235H06
HMS3261J06
HMS3371D20
(+/-)-VANILMANDELIC ACID
BCP33203
DL-4-Hydroxy-3-methoxymandelicacid
Tox21_500602
STL558222
4-hydroxy-3-methoxyphenylglycolic acid
AKOS015851906
CCG-204691
FH24236
HY-113121R
LP00602
SDCCGSBI-0050584.P002
NCGC00015492-02
NCGC00015492-03
NCGC00015492-04
NCGC00015492-05
NCGC00015492-07
NCGC00093978-01
NCGC00093978-02
NCGC00093978-03
NCGC00261287-01
AS-62192
SMR001230822
DB-071947
DB-349286
HY-113121
CS-0059631
EU-0100602
H0268
NS00015078
S6613
( inverted question mark)-Vanillylmandelic acid
C05584
D90829
H 0131
(+/-)-3-METHOXY-4-HYDROXYMANDELIC ACID
EN300-1868166
Hydroxy(4-hydroxy-3-methoxyphenyl)acetic acid #
dl-.alpha.,4-Dihydroxy-3-methoxyphenylacetic acid
Q901369
SR-01000075241
2-(4-Hydroxy-3-methoxyphenyl)-2-hydroxyacetic acid
SR-01000075241-1
2-(4'-Hydroxy-3'-methoxyphenyl) 2-hydroxyethanoic acid
Benzeneacetic acid, a,4-dihydroxy-3-methoxy-, (+/-)-
Benzeneacetic acid, a,4-dihydroxy-3-methoxy-, (A+/-)-
DCD57880-FBEE-4ED4-A834-92387D266E8A
DL-4-Hydroxy-3-methoxymandelic acid, analytical standard
( inverted question mark)-4-Hydroxy-3-methoxymandelic acid
DL-4-Hydroxy-3-methoxymandelic acid, >=98% (TLC), powder
DL-4-HYDROXY-3-METHOXYMANDELIC ACID (DL-VANILLYLMANDELIC ACID)
a,4-Dihydroxy-3-methoxybenzeneacetic acid;(+/-)-Vanilmandelic acid;(4-Hydroxy-3-methoxyphenyl)glycolic acid