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HomeProduct name listSesamol

Sesamol

Synonym(s):3,4-(Methylenedioxy)phenol;5-Benzodioxolol

  • CAS NO.:533-31-3
  • Empirical Formula: C7H6O3
  • Molecular Weight: 138.12
  • MDL number: MFCD00005827
  • EINECS: 208-561-5
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-19 23:02:33
Sesamol Structural

What is Sesamol?

Chemical properties

off-white to beige crystalline powder

The Uses of Sesamol

Sesamol is a natural component of sesame oil with antioxidant activity. Sesamol has potential protective effects against free radicals as well as some antifungal activity. Sesamol can also be used as an intermediate in the preparation of antidepressants such as Paroxetine (P205750).

The Uses of Sesamol

Sesamol (Paroxetine Anhydrous EP Impurity B) is a natural component of sesame oil with antioxidant activity. Sesamol has potential protective effects against free radicals as well as some antifungal activity. Sesamol can also be used as an intermediate in the preparation of antidepressants such as Paroxetine (P205750).

Definition

ChEBI: Sesamol is a member of benzodioxoles.

Benefits

Sesamol, 5-hydroxy-1,3-benzodioxole or 3,4-methylene-dioxyphenol, is a water-soluble phenolic lignan isolated from roasted sesame seeds and processed sesame oil. Various studies investigated the anti-cancer therapeutic potential of sesamol, and the literature provided reveals compelling evidence that sesamol acts as a metabolic regulator and possesses antioxidant, anti-mutagenic, anti-hepatotoxic, anti-inflammatory, anti-aging, and chemopreventive properties.

Synthesis Reference(s)

Tetrahedron Letters, 19, p. 3085, 1978 DOI: 10.1016/S0040-4039(01)94947-0

General Description

Sesamol, a principal phytophenol of sesame oil lignans, is typically used as a dietary compound.(10)

Biological Activity

Sesamol has a wide range of biological actions including inhibition of lipid peroxidation and enhancement of radical scavenging, upregulation of antioxidant enzymes, suppression of TNFα 80 and IL-1β expression, inhibition of NF-κB 81 signaling, suppression of LOX-1 82 and 5-LOX activity, induction of 83 apoptosis, arresting cell growth at different phases of the cell cycle; and modulation of caspase-3, p53, Bax, and Bcl2 expression[3].

Properties of Sesamol

Melting point: 62-65 °C (lit.)
Boiling point: 113-116°C 2mm
Density  1.2112 (rough estimate)
refractive index  1.4850 (estimate)
Flash point: 113-116°C/2mm
storage temp.  Keep in dark place,Inert atmosphere,Room temperature
solubility  Chloroform, Methanol
pka 10.08±0.20(Predicted)
form  crystalline
color  off-white to tan
Water Solubility  slightly soluble
Sensitive  Light Sensitive
BRN  127405
CAS DataBase Reference 533-31-3(CAS DataBase Reference)
NIST Chemistry Reference 1,3-Benzodioxol-5-ol(533-31-3)
EPA Substance Registry System Sesamol (533-31-3)

Safety information for Sesamol

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H302:Acute toxicity,oral
Precautionary Statement Codes P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P270:Do not eat, drink or smoke when using this product.
P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P501:Dispose of contents/container to..…

Computed Descriptors for Sesamol

InChIKey LUSZGTFNYDARNI-UHFFFAOYSA-N

Abamectin manufacturer

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