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Sesamol

Sesamol Structure
CAS No.
533-31-3
Chemical Name:
Sesamol
Synonyms
benzo[d][1,3]dioxol-5-ol;SesaMe phenol;1,3-BENZODIOXOL-5-OL;5-BENZODIOXOLOL;3,4-METHYLENEDIOXYPHENOL;SESAMOL;Sesamolr;NSC 59256;S**Sesamol;Sesamol>
CBNumber:
CB2413594
Molecular Formula:
C7H6O3
Molecular Weight:
138.12
MOL File:
533-31-3.mol
MSDS File:
SDS
Modify Date:
2024/8/21 22:41:43

Sesamol Properties

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
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 Sesamol (533-31-3)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P264-P270-P301+P312-P501
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36
WGK Germany  3
RTECS  SM0890000
Hazard Note  Irritant
TSCA  Yes
HS Code  29329970
NFPA 704
1
0 0

Sesamol price More Price(11)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) S3003 Sesamol 98% 533-31-3 5G ₹2002.63 2022-06-14 Buy
Sigma-Aldrich(India) S3003 Sesamol 98% 533-31-3 25G ₹5802.2 2022-06-14 Buy
Sigma-Aldrich(India) 41557 Sesamol analytical standard 533-31-3 100MG ₹6603.25 2022-06-14 Buy
ALFA India ALF-A10453-30 Sesamol, 98% 533-31-3 250g ₹25929 2022-05-26 Buy
ALFA India ALF-A10453-18 Sesamol, 98% 533-31-3 50g ₹9464 2022-05-26 Buy
Product number Packaging Price Buy
S3003 5G ₹2002.63 Buy
S3003 25G ₹5802.2 Buy
41557 100MG ₹6603.25 Buy
ALF-A10453-30 250g ₹25929 Buy
ALF-A10453-18 50g ₹9464 Buy

Sesamol Chemical Properties,Uses,Production

Chemical Properties

off-white to beige crystalline powder

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.

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].

Pharmacokinetics

Sesamol (100 mg/kg body weight in rats) is reportedly eliminated from the body within 0-4 hours of oral administration as conjugates. The maximum plasma concentration (Cmax), half-life (t1/2), and area under the curve (AUC) of sesamol were found to be 1.4±0.7 μg/mL, 563.7±36.9 min, and 501.3±200.8 min μg/mL, respectively, following oral administration of 50 mg/kg body weight dose of sesamol to rats. A rapid decline in plasma concentrations and an oral bioavailability (BA) of 35.5 ± 8.5% has been reported for sesamol in Sprague Dawley rats. Sesamol is reported to undergo reductive cleavage to 2-methoxybenzene-1,4-diol and benzene-1,2,4-triol. Small quantities of these metabolites are observed in the urine of rats fed with sesamol. Moreover, sesamol or its metabolite was not detected when sesamol was incubated in vitro with rat faecal microbiota. Sesamol is excreted unchanged in the excreta, while it is a glucuronide in the urine. It is indicated that sesamol and its conjugated metabolites are rapidly eliminated from urine and feces in 0–4 h[4].

Solubility in water

Sesamol shows solubility of ~10 mg/mL (9.50-11.08 mg/ml) at all the pH<9. Further, there is a sharp increase in solubility at more alkaline pH>10, with the value being 41.83 mg/mL at pH 13[4].

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Methylene ether of oxyhydroquinone methyleneetherofoxyhydroquinone Phenol, 3,4-(methylenedioxy)- SESAMOL 99+% Sesamol (Paroxetine intermediate) Sesamol,98% SESAMOL(RG) 3,4-(Methylenedioxy)phenol, 5-Benzodioxolol 3,4-(Methylenebisoxy)phenol 5-Hydroxy-1,2-methylenedioxybenzene Sesamol,3,4-(Methylenedioxy)phenol, 5-Benzodioxolol 4-hydroxy-1,3-benzodioxole Sesamol, 1,3-Benzodioxol-5-ol, 3,4-(Methylenedioxy)phenol SesaMol 98% Paroxetine Anhydrous EP Impurity B Sesamol Vetec(TM) reagent grade, 98% SESAMOL 5-HYDROXY-1,3-BENZODIOXOLE 3,4-METHYLENDIOXYPHENOL 3,4-(METHYLENEDIOXY)PHENOL, SESAMOL BENZO[1,3]DIOXOL-5-OL SesaMol, 98% 25GR 4-Hydroxy-1,2-Methylenedioxybenzene NSC 59256 5-Hydroxy-1,3-benzodioxole 3,4-Methylenedioxyphenol 3,4-METHYLENEDIOXYPHENOL FOR SYNTHESIS 1,2,4-Benzenetriol Methylene ether 1,3-Benzodioxol-5-ol, 9CI 3,4-(methylenedioxy)-pheno Paroxetine HCl Anhydrous EP Impurity B S**Sesamol Paroxetine Impurity 20(Paroxetine HCl Anhydrous EP Impurity B) 1,3-Benzodioxol-5-ol (Sesamol) Sesamol> Sesamol (Paroxetine Anhydrous EP Impurity B) Paroxetine EP Impurity B (Sesamol) Sesamolr Paroxetine hydrochloride anhydrous EP Impurity B Sesamol (Paroxetine Impurity) Sesamol (or) 2H-1,3-Benzodioxol-5-ol (or) 1,3-Benzodioxol-5-ol Paroxetine impurities807 SesamolQ: What is Sesamol Q: What is the CAS Number of Sesamol Q: What is the storage condition of Sesamol Q: What are the applications of Sesamol benzo[d][1,3]dioxol-5-ol SesaMe phenol 5-BENZODIOXOLOL 3,4-METHYLENEDIOXYPHENOL 1,3-BENZODIOXOL-5-OL Paroxetine Hydrochloride Impurity B Sesamol Impurity 3-4 Metylenedioxy Phenol (Sesamol) 533-31-3 33-31-3 1533-31-3 Oxygen Compounds Phenols Organic Building Blocks Building Blocks API intermediates