SESAMOLIN

PRODUCT IDENTIFICATION
CAS NO.

526-07-8

EINECS NO.  
FORMULA C20H18O7
MOL WT. 370.35
H.S. CODE 2932.99.7000
TOXICITY

 
SYNONYMS  
(1S-(1alpha,3a alpha,4alpha,6a alpha))-5-(4-(1,3-benzodioxol-5-yloxy)tetrahydro-1H,3H-furo(3,4-c) furan-1-yl)- 1,3-benzodioxole; 5-((1S,3aR,4R,6aR)-4-(1,3-benzodioxol-5-yloxy)- 1,3,3a,4,6,6a-hexahydrofuro (4,3-c)furan-1-yl)- 1,3-benzodioxole
SMILES c12OCOc2cc(cc1)[C@@H]1[C@@H]2[C@@H]([C@H](OC2)Oc2ccc 3OC c3c2)CO1

CLASSIFICATION

Sesamin

EXTRA NOTES

Constituent of sesame oil; inhibits proliferation of human lymphocytic leukemia cells in culture.

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE

white powder
MELTING POINT 93 - 94 C (Decomposes)
BOILING POINT

 
SPECIFIC GRAVITY

 
SOLUBILITY IN WATER  
pH  
VAPOR DENSITY  

AUTOIGNITION

 

NFPA RATINGS

 

REFRACTIVE INDEX

  
FLASH POINT  
STABILITY Stable under ordinary conditions.

GENERAL DESCRIPTION & APPLICATIONS

Sesamin and sesamolin, with two methylenedioxy bridges have potentially 4 functional OH groups, and scavenged ROS in cell-free condition better than sesamol with 2 OH groups. This suggests that the higher inhibition of LPS-induced NO production by sesamin and sesamolin may be due to the difference in numbers of functional OH group. A watersoluble form of sesamol, 1,2,4-benzenetriol, has a similar potency in inhibiting LPS-induced NO production (our unpublished observation). The methylenedioxy bridge of sesamin and sesamolin, is formed by a redox reaction of cytochrome P450 in the presence of O2 and NADPH. Sesamin is metabolized in the liver and converted to an antioxidative form that inhibits superoxide production in aortic endothelium. The metabolized forms of sesamin show stronger scavenging activity than sesamin against ROS in O2- ,.OH, 2,2-diphenyl-1-picrylhydrazyl radical (DPPH.) and TBARS assay. However, the free radical scavenging power of sesame crude extract by the DPPH. assay shows the order: sesamin> sesamolin> sesaminol triglucoside>sesaminol diglucoside. Using DPPH. kinetic model to study the free radical scavenging capacity, the second-order rate constant k2 values of the sesame antioxidants are calculated for the quenching reaction with DPPH. radical. The k2 values are in the order sesamol>sesamol dimmer>sesamin> sesamolin> sesaminol triglucoside>sesaminol diglucoside (http://www.bentham.org/)

Sesamolin is a component of sesame oil which has the high concentrations of omega-6 fatty acids. Sesamolin inhibits proliferation of human lymphocytic leukemia cells in culture. It has the potent anti-oxidant function. It is used as a pyrethrin synergist to increase the pesticide effect considerably. Other synergists include: piperonyl butoxide, piprotal, sesamex, sesamolin, sulfoxide, and tribufos. Sesamolin has the dioxole heterocyclic ring structure. Examples of dioxole compound include:
SALES SPECIFICATION
APPEARANCE

white powder
PURITY 98% min
TRANSPORTATION
PACKING

 
HAZARD CLASS  
UN NO.  

SAFETY INFORMATION