533-31-3

Name	Sesamol
CAS	533-31-3
EINECS(EC#)	208-561-5
Molecular Formula	C7H6O3
MDL Number	MFCD00005827
Molecular Weight	138.12
MOL File	533-31-3.mol

Chemical Properties

Appearance	off-white to beige crystalline powder
Melting point	62-65 °C (lit.)
Boiling point	113-116°C 2mm
density	1.2112 (rough estimate)
refractive index	1.4850 (estimate)
Fp	113-116°C/2mm
storage temp.	−20°C
solubility	Chloroform, Methanol
form	crystalline
pka	10.08±0.20(Predicted)
color	off-white to tan
Water Solubility	slightly soluble
Sensitive	Light Sensitive
BRN	127405
InChIKey	LUSZGTFNYDARNI-UHFFFAOYSA-N
LogP	1.253 (est)
CAS DataBase Reference	533-31-3(CAS DataBase Reference)
NIST Chemistry Reference	1,3-Benzodioxol-5-ol(533-31-3)
EPA Substance Registry System	533-31-3(EPA Substance)

Safety Data

Hazard Codes	Xi
Risk Statements	R36/37/38:Irritating to eyes, respiratory system and skin . less more
Safety Statements	S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36:Wear suitable protective clothing . less more
WGK Germany	3
RTECS	SM0890000
Hazard Note	Irritant
TSCA	Yes
HS Code	29329970
Hazardous Substances Data	533-31-3(Hazardous Substances Data)

Raw materials And Preparation Products

Hazard Information

Chemical Properties

off-white to beige crystalline powder

Uses

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).

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].

storage

Store at -20°C

Material Safety Data Sheet(MSDS)

Questions And Answer

Spectrum Detail

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