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Sesamol

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
MDL Number:
MFCD00005827
MOL File:
533-31-3.mol
MSDS File:
SDS
Last updated:2024-04-26 14:48:10

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)
EWG's Food Scores 1-4
FDA UNII 94IEA0NV89
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)  GHS hazard pictograms
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(52)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich S3003 Sesamol 98% 533-31-3 5G $38.5 2024-03-01 Buy
Sigma-Aldrich S3003 Sesamol 98% 533-31-3 25g $88.4 2024-03-01 Buy
Sigma-Aldrich PHL80111 Sesamol phyproof? Reference Substance 533-31-3 50MG $262 2024-03-01 Buy
Sigma-Aldrich 41557 Sesamol analytical standard 533-31-3 100mg $74.7 2022-05-15 Buy
TCI Chemical S0418 Sesamol >98.0%(GC) 533-31-3 25g $66 2024-03-01 Buy
Product number Packaging Price Buy
S3003 5G $38.5 Buy
S3003 25g $88.4 Buy
PHL80111 50MG $262 Buy
41557 100mg $74.7 Buy
S0418 25g $66 Buy

Sesamol Chemical Properties,Uses,Production

Description

Sesamol is found in sesame seeds and sesame oil. It is a well-known antioxidant. It has antioxidant, chemoprevention, antimutagenic, and antihepatotoxic activities and can induce the apoptosis of cancer and cardiovascular cells. It can be used in the synthesis of paroxetine.

Reference

[1] M. A. Ansari, Z. Fatima, S. Hameed, Sesamol: A Natural Phenolic Compound with Promising Anticandidal Potential, Journal of Pathogens, vol. 2014, Article ID 895193.
[2] T. Geetha, B. Rohit, K. Pal, Sesamol: an efficient antioxidant with potential therapeutic benefits, Medicinal Chemistry, 2009, vol. 5, pp. 367-371.
[3] Amin F. Majdalawieh, Zeenah R. Mansour. “Sesamol, a major lignan in sesame seeds (Sesamum indicum): Anti-cancer properties and mechanisms of action.” European journal of pharmacology 855 (2019): Pages 75-89.

Chemical Properties

off-white to beige crystalline powder

Uses

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].

326-58-9
533-31-3
Synthesis of Sesamol from benzo-1,3-dioxol-5-ol acetate
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BINBO BIOLOGICAL CO.,LTD
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View Lastest Price from Sesamol manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Sesamol pictures 2024-04-25 Sesamol
533-31-3
US $0.00 / kg 1kg >98% 1000 kg BINBO BIOLOGICAL CO.,LTD
Sesamol pictures 2024-04-19 Sesamol
533-31-3
US $50.00 / kg 1kg 99.10% 5000kg Ouhuang Engineering Materials (Hubei) Co., Ltd
Sesamol pictures 2024-04-16 Sesamol
533-31-3
US $6.00 / KG 1KG 99% 2000KG/MONTH Hebei Saisier Technology Co., LTD
  • Sesamol pictures
  • Sesamol
    533-31-3
  • US $0.00 / kg
  • >98%
  • BINBO BIOLOGICAL CO.,LTD
  • Sesamol pictures
  • Sesamol
    533-31-3
  • US $50.00 / kg
  • 99.10%
  • Ouhuang Engineering Materials (Hubei) Co., Ltd
  • Sesamol pictures
  • Sesamol
    533-31-3
  • US $6.00 / KG
  • 99%
  • Hebei Saisier Technology Co., LTD
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