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Vanillyl alcohol

CAT: 0804-HY-N2067-01Size: 10 gDry Ice: NoHazardous: No
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CAT#:0804-HY-N2067-01Size:10 g
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Description
Vanillyl alcohol (p- (Hydroxymethyl) guaiacol) is an orally active phenolic alcohol. Vanillyl alcohol reduces ROS generation. suppresses Bax, increases Bcl-2. Vanillyl alcohol has anti-angiogenic, anti-inflammatory, anti-nociceptive and neuroprotective effects. Vanillyl alcohol is used as a flavoring agent in foods and beverages[1][2][3].
CAS Number
498-00-0
Product Name Alternative
P- (Hydroxymethyl) guaiacol
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Bcl-2 Family; Reactive Oxygen Species (ROS)
Type
Natural Products
Related Pathways
Apoptosis; Immunology/Inflammation; Metabolic Enzyme/Protease; NF-κB
Field of Research
Inflammation/Immunology; Neurological Disease; Cardiovascular Disease
Assay Protocol
https://www.medchemexpress.com/vanillyl-alcohol.html
Purity
99.72
Solubility
DMSO : 100 mg/mL (ultrasonic)
Smiles
OCC1=CC=C(O)C(OC)=C1
Molecular Formula
C8H10O3
Molecular Weight
154.16
Precautions
H302, H315, H319, H335
References & Citations
[1]Chen Z, et al. Establishing an Artificial Pathway for De Novo Biosynthesis of Vanillyl Alcohol in Escherichia coli. ACS Synth Biol. 2017 Sep 15;6 (9) :1784-1792.|[2]Jung HJ, et al. Anti-angiogenic, anti-inflammatory and anti-nociceptive activities of vanillyl alcohol. Arch Pharm Res. 2008 Oct;31 (10) :1275-9. |[3]Kim IS, et al. Neuroprotective effects of vanillyl alcohol in Gastrodia elata Blume through suppression of oxidative stress and anti-apoptotic activity in toxin-induced dopaminergic MN9D cells. Molecules. 2011 Jun 24;16 (7) :5349-61.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Natural Products
Clinical Information
No Development Reported
Isoform
Bax; Bcl-2

Chemical Information

Vanillyl alcohol

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.

CAS Number498-00-0
PubChem CID62348
IUPAC Name4-(hydroxymethyl)-2-methoxyphenol
Molecular FormulaC8H10O3
Molecular Weight154.16
XLogP0
Topological Polar Surface Area49.7
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count2
Heavy Atom Count11
Formal Charge0
Complexity116
SMILES
COC1=C(C=CC(=C1)CO)O
InChI
InChI=1S/C8H10O3/c1-11-8-4-6(5-9)2-3-7(8)10/h2-4,9-10H,5H2,1H3
InChIKey
ZENOXNGFMSCLLL-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Vanillyl alcohol
CAS: 498-00-0
CID: 62348
Formula: C8H10O3
MW: 154.16
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight154.16
XLogP30
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count2
Exact Mass154.062994177
Monoisotopic Mass154.062994177
Topological Polar Surface Area49.7 Ų
Heavy Atom Count11
Formal Charge0
Complexity116
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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