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55-10-7

55-10-7 structure
55-10-7 structure
  • Name: Vanillyl mandelic acid
  • Chemical Name: vanillylmandelic acid
  • CAS Number: 55-10-7
  • Molecular Formula: C9H10O5
  • Molecular Weight: 198.173
  • Catalog: Chemical reagent Organic reagent fatty acid
  • Create Date: 2018-07-01 19:52:12
  • Modify Date: 2024-01-03 10:48:38
  • Vanillylmandelic acid is the endproduct of epinephrine and norepinephrine metabolism. Vanillylmandelic acid can be used as an indication of the disorder in neurotransmitter metabolism as well. Vanillylmandelic acid has antioxidant activity towards DPPH radical with an IC50 value of 33 μM[1].

Name vanillylmandelic acid
Synonyms dl-α,4-dihydroxy-3-methoxyphenylacetic acid
Hydroxy(4-hydroxy-3-methoxyphenyl)acetic acid
Vanilmandelic Acid
4-Hydroxy-3-methoxy-DL-mandelic acid
DL-VANILLOMANDELIC ACID
Vanilinmandelic Acid
DL-Vanillylmandelic acid
4-Hydroxy-3-methoxyphenyl(hydroxy)acetic acid
QVYQR DQ CO1
(4-Hydroxy-3-methoxyphenyl)glycolic acid
UNII:0DQI268449
Vanillomandelic Acid
α,4-Dihydroxy-3-methoxybenzeneacetic acid
EINECS 200-224-0
Vanillinemandelic acid
4-hydroxy-3-methoxy-phenylglycolic acid
3-methoxy-p-hydroxymandelic acid
VMA
VANILLYLMANDELIC ACID
Benzeneacetic acid, α,4-dihydroxy-3-methoxy-
4-Hydroxy-3-methoxymandelic acid
3-methoxy-4-hydroxymandelic acid
4-Hydroxy 3-methoxymandelic acid
HYDROXYMETHOXYMANDELICACID
MFCD00004235
Vanillinmandelic acid
Description Vanillylmandelic acid is the endproduct of epinephrine and norepinephrine metabolism. Vanillylmandelic acid can be used as an indication of the disorder in neurotransmitter metabolism as well. Vanillylmandelic acid has antioxidant activity towards DPPH radical with an IC50 value of 33 μM[1].
Related Catalog
In Vitro Vanillylmandelic acid has antioxidant activity, the IC50 value is determined as the amount of VMA required to reduce 50% of the starting concentration of free radical is 33*10-6 M in the UV-Vis decolourisation DPPH assay[1].
In Vivo Vanillylmandelic acid (intra-arterial injection over 1 min; 1, 10 and 100 mg/kg; the 60 min-observation period) produces a significant difference between vanillylmandelic acid groups and controls. Vanillylmandelic acid decreases the heart rate by 17.5%, 17.9% and 18.9% after 1, 10 and 100 mg/kg, respectively. Mean blood pressure is decreased by 13.5% in control animals as compared to 37%, 23% and 26% after 1, 10 and 100 mg/kg, respectively, in wistar rats[1].
References

[1]. Michalis K Kolentinis, et al.Cardiovascular effects of vanillylmandelic acid in rats. Eur J Pharmacol. 2013 Mar 5;703(1-3):46-52.

[2]. Dušan Dimić, et al. Experimental and theoretical elucidation of structural and antioxidant properties of vanillylmandelic acid and its carboxylate anion. Spectrochim Acta A Mol Biomol Spectrosc. 2018 Jun 5;198:61-70.

Density 1.4±0.1 g/cm3
Boiling Point 421.3±45.0 °C at 760 mmHg
Melting Point 132-134 °C (dec.)(lit.)
Molecular Formula C9H10O5
Molecular Weight 198.173
Flash Point 173.7±22.2 °C
Exact Mass 198.052826
PSA 86.99000
LogP -0.11
Vapour Pressure 0.0±1.1 mmHg at 25°C
Index of Refraction 1.606
Storage condition 2-8°C
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes Xi: Irritant;
Risk Phrases R36/37/38
Safety Phrases 26-36-37/39
RIDADR UN 1993 3/PG 3
WGK Germany 3
RTECS CY9033750
Packaging Group III
Hazard Class 3
HS Code 29036990

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Literature: Niu, Dong-Fang; Li, Hui-Cheng; Zhang, Xin-Sheng Tetrahedron, 2013 , vol. 69, # 38 p. 8174 - 8177

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55-10-7 structure

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Literature: Yang, Ben-Yong; Yang, De-Hong Journal of Chemical Research, 2011 , vol. 35, # 8 p. 484 - 485

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55-10-7 structure

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Literature: Gardner; Hibbert Journal of the American Chemical Society, 1944 , vol. 66, p. 607,609

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55-10-7 structure

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Literature: Varala, Ravi; Kotra, Vijay; Alam, M. Mujahid; Kumar, N. Ramesh; Ganapaty; Adapa, Srinivas R. Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2008 , vol. 47, # 8 p. 1243 - 1248
HS Code 29036990