ChemicalBook > CAS DataBase List > Sesamin

Sesamin

Product Name
Sesamin
CAS No.
607-80-7
Chemical Name
Sesamin
Synonyms
L-Sesamin;FAGAROL;SesameP.E.;SezaMin;SESAMIN;Fsesamin;d-Sesamin;NSC 36403;AI3-00811;SESAMIN(P)
CBNumber
CB5783674
Molecular Formula
C20H18O6
Formula Weight
354.35
MOL File
607-80-7.mol
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Sesamin Property

Melting point:
121.0 to 125.0 °C
Boiling point:
504.4±50.0 °C(Predicted)
Density 
1.385±0.06 g/cm3(Predicted)
storage temp. 
-20°C
solubility 
Soluble in DMSO (>25 mg/ml)
form 
crystalline
color 
White
Merck 
14,8470
Stability:
Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months.
InChIKey
PEYUIKBAABKQKQ-AFHBHXEDSA-N
LogP
4.064 (est)
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Safety

Safety Statements 
22-24/25
WGK Germany 
3
HS Code 
29329990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H317May cause an allergic skin reaction

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P272Contaminated work clothing should not be allowed out of the workplace.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P333+P313IF SKIN irritation or rash occurs: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
59867
Product name
Sesamin
Purity
analytical standard
Packaging
10mg
Price
$229
Updated
2024/03/01
Sigma-Aldrich
Product number
SMB00705
Product name
Sesamin
Purity
≥98% (HPLC)
Packaging
10MG
Price
$221
Updated
2023/06/20
Sigma-Aldrich
Product number
SMB00705
Product name
Sesamin
Purity
≥98% (HPLC)
Packaging
50MG
Price
$815
Updated
2023/06/20
Sigma-Aldrich
Product number
S9314
Product name
Sesamin
Purity
≥95%, crystalline
Packaging
5mg
Price
$436
Updated
2022/05/15
TCI Chemical
Product number
S0495
Product name
Sesamin
Purity
>98.0%(GC)
Packaging
100mg
Price
$362
Updated
2024/03/01
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Sesamin Chemical Properties,Usage,Production

Description

Sesamin (607-80-7) is a natural product derived from sesame seeds with anticancer1, antioxidant2, anti-inflammatory/immunomodulatory3, and antidiabetic4,5 effects. It also displayed effects on cholesterol and fatty acid metabolism.6? Sesamin was recently found to inhibit bacterial L-tryptophan indole lyase (Ki = 7 μM).7 This enzyme reacts with dietary tryptophan to produce the uremic toxin indoxyl sulfate which exacerbates chronic kidney disease.

Chemical Properties

White powder

Uses

A lignan isolated from the bark of Fagara plants and from sesame oil. Studies show that it has has multiple functions such as cholesterol-lowering and anti-hypertensive activities. It induces the expr ession of the gene for aldehyde dehydrogenase, an alcohol-metabolizing enzyme suggesting it regulates the metabolism of lipids, xenobiotics, and alcohol at the mRNA level.

Uses

Sesamin has been used:

  • as a lignan to study its effects on the osteoblastic differentiation of rat bone marrow stromal cells (BMSCs)
  • as a standard for the isolation of sesamin from sesame oil
  • as an enterolignan to study its effects on the proliferation of estrogen-receptor (ER)-positive human breast cancer MCF-7 cells

Definition

ChEBI: A lignan that consists of tetrahydro-1H,3H-furo[3,4-c]furan substituted by 1,3-benzodioxole groups at positions 1 and 4 (the 1S,3aR,4S,6aR

General Description

Sesamin is a fat-soluble furfuran lignan present in Sesamum indicum?L seeds.

Biochem/physiol Actions

Non-competitive Δ5-desaturase inhibitor.

References

Majdalawieh et al. (2017) A comprehensive review on the anti-cancer properties and mechanisms of action of sesamin, a lignan in sesame seeds (Sesamum indicum); Eur.? J. Pharmacol.?815 512 Kiso (2004) Antioxidative role of sesamin, a functional lignan in sesame seed, and its effect on lipid- and alcohol-metabolism in the liver: a DNA microarray study; Biofactors 21 191 Majdalawieh et al. (2021) Immunomodulatory and anti-inflammatory effects of sesamin: mechanisms of action and future directions; Crit.? Rev. Food Sci. Nutr.?5 1 Shahi et al. (2017) Effect of Sesamin Supplementation on Glycemic Status, Inflammatory Markers, and Adiponectin Levels in Patients with Type 2 Diabetes Mellitus; J. Diet. Suppl.?14 65 Farbood et al. (2019) Sesamin: A promising protective agent against diabetes-associated cognitive decline in rats; Life Sci. 230 169 Majdalawieh et al. (2020) Effects of sesamin on fatty acid and cholesterol metabolism, macrophage cholesterol homeostasis and serum lipid profile: a comprehensive review; Eur. J. Pharmacol. 173417 Oikawa et al. (2022) (+)-Sesamin, a sesame lignan, is a potent inhibitor of gut bacterial tryptophan indole-lyase that is a key enzyme in chronic kidney disease pathogenesis; Biochem. Biophys. Res. Commun.?590 158

Sesamin Preparation Products And Raw materials

Raw materials

Preparation Products

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Sesamin Suppliers

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View Lastest Price from Sesamin manufacturers

Wuhan Haorong Biotechnology Co.,Ltd
Product
Sesamin 607-80-7
Price
US $0.00-0.00/kg
Min. Order
20kg
Purity
99%
Supply Ability
200000
Release date
2023-08-15
Hebei Kingfiner Technology Development Co.Ltd
Product
Sesamin 607-80-7
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
50000kg
Release date
2023-07-28
Shanghai Standard Technology Co., Ltd.
Product
Sesamin 607-80-7
Price
US $0.00/mg
Min. Order
5mg
Purity
≥98%(HPLC)
Supply Ability
10 g
Release date
2019-09-20

607-80-7, SesaminRelated Search:


  • [1S-(1BETA,3ALPHA-BETA,4BETA,6ALPHA-BETA)]-5,5'-(TETRAHYDRO-1H,3H-FURO[3,4-C]FURAN-1,4-DIYL)BIS-1,3-BENZODIOXOLE
  • SesameP.E.
  • Sesamine70%
  • SESAMIN(P)
  • SESAMIN(RG)
  • 1,3-Benzodioxole,5,5'-(tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl)bis-,[1S-(1α,3aα,4α, 6aα)]-
  • 1,3-Benzodioxole, 5,5'-(tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl)bis-, [1S-(1a,3aa,4a,6aa)]-
  • Tetrahydro-1,4-bis[3,4-(methylenedioxy)phenyl]-1H,3H-furo[3,4-c]furan
  • (+)-5,5'-[(1S,3aβ,4S,6aβ)-Tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl]-bis-1,3-benzodioxole
  • (+)-5,5'-[(1S,3aβ,4β,6aβ)-Tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl]bis(1,3-benzodioxole)
  • d-Sesamin
  • Pseudocubebin
  • SesaMin(Fagarol)
  • NSC 36403
  • SezaMin
  • (1S,3aR,4S,6aR)-5,5'-(Tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl)bis-1,3-benzodioxole
  • 3-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-ol
  • (1S,3aR,4S,6aR)-Tetrahydro-1,4-bis[3,4-(Methylenedioxy)phenyl]-1H,3H-Furo[3,4-c]furan
  • [1S-(1α,3aα,4α,6aα)]-5,5'-(Tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl)bis-1,3-benzodioxole
  • (+)-SESAMIN
  • SESAMIN
  • FAGAROL
  • SesaMin, froM SesaMuM indicuM
  • 1,3-Benzodioxole,5,5'-(tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl)bis-, (1S,3aR,4S,6aR)-
  • Fsesamin
  • L-Sesamin
  • Sesamin, >=98%
  • Sesamin, 98%, from Sesamum indicum
  • Sesamin&gt
  • Sesamin USP/EP/BP
  • Jujube powder
  • Sesame Extract, Sesamin
  • 5-[(3S,3aR,6S,6aR)-3-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-1,3-benzodioxole
  • (1S,3aR,4S,6aR)-1,4-Bis(benzo[d][1,3]dioxol-5-yl)hexahydrofuro[3,4-c]furan
  • Sesamin (Fagarol, Fsesamin)
  • Sesamin, ≥95%
  • TIANFU-CHEM -Sesamin
  • (+)-sesamin
  • Sesamin powder
  • Sesame Extract (Sesamin 90%)
  • Natural Sesamin Powder
  • Abametapir Impurity 28
  • AI3-00811
  • 607-80-7
  • C20H15O5
  • C20H18O6
  • BioChemical
  • Biochemicals and Reagents
  • D to K
  • Enzyme Inhibitors by Enzyme
  • Enzyme Inhibitors
  • Enzymes, Inhibitors, and Substrates
  • D5-Desaturase
  • Aromatics
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • D5-DesaturaseArachidonic Acid Cascade