| Stereochemistry | ACHIRAL |
| Molecular Formula | C8H10O3 |
| Molecular Weight | 154.1632 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
COC1=C(O)C=CC(CO)=C1
InChI
InChIKey=ZENOXNGFMSCLLL-UHFFFAOYSA-N
InChI=1S/C8H10O3/c1-11-8-4-6(5-9)2-3-7(8)10/h2-4,9-10H,5H2,1H3
| Molecular Formula | C8H10O3 |
| Molecular Weight | 154.1632 |
| Charge | 0 |
| Count |
MOL RATIO
1 MOL RATIO (average) |
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Vanillyl alcohol is a monomethoxybenzene that is 2-methoxyphenol substituted by a hydroxymethyl group at position 4. It has a role as a plant metabolite. It is a member of guaiacols and a member of benzyl alcohols. Vanillyl alcohol is a phenolic alcohol and is used as a flavoring agent in foods and beverages. Vanillyl alcohol effectively inhibited the cytotoxicity and improved cell viability in MPP+-induced MN9D dopaminergic cells. Vanillyl alcohol attenuated the elevation of reactive oxygen species (ROS) levels, decreased in the Bax/Bcl-2 ratio and poly (ADP-ribose) polymerase proteolysis. These results indicate that vanillyl alcohol protected dopaminergic MN9D cells against MPP+-induced apoptosis by relieving oxidative stress and modulating the apoptotic process and is therefore a potential candidate for treatment of neurodegenerative diseases such as Parkinson's disease.
Approval Year
PubMed
Sample Use Guides
Vanillyl alcohol effectively inhibited the loss of cell viability in a dose-dependent manner according to the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay in MN9D dopaminergic cells. The viability of cells was increased to 51.5 ± 1.4%, 57.5 ± 2.8%, and 69.1 ± 3.1% when cells were pretreated with vanillyl alcohol at 1,10, and 20 uM, respectively. The DPPH radical scavenging activities of vanillyl alcohol at various concentrations (0.03, 0.06, 0.12, 0.25, 0.5 and 1 mg/mL) were 38.42, 76.08, 77.95, 78.16, 80.29, and 81.10%, respectively, with an IC50 value of 0.04 mg/mL. The alkyl radical scavenging activities of vanillyl alcohol (0.001, 0.003, 0.007, 0.015, 0.031 and 0.062 mg/mL) were 25.66, 41.25, 53.81, 78.88, 83.15, and 90.72%, respectively, with an IC50 value of 0.006 mg/mL.