Sesamolin

Last updated
Sesamolin
Sesamolin acsv.svg
Names
Preferred IUPAC name
5-{(1S,3aR,4R,6aR)-4-[(2H-1,3-Benzodioxol-5-yl)oxy]tetrahydro-1H,3H-furo[3,4-c]furan-1-yl}-2H-1,3-benzodioxole
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.113.960 OOjs UI icon edit-ltr-progressive.svg
PubChem CID
UNII
  • InChI=1S/C20H18O7/c1-3-15-17(25-9-23-15)5-11(1)19-13-7-22-20(14(13)8-21-19)27-12-2-4-16-18(6-12)26-10-24-16/h1-6,13-14,19-20H,7-10H2/t13-,14-,19+,20+/m0/s1
    Key: ZZMNWJVJUKMZJY-AFHBHXEDSA-N
  • InChI=1/C20H18O7/c1-3-15-17(25-9-23-15)5-11(1)19-13-7-22-20(14(13)8-21-19)27-12-2-4-16-18(6-12)26-10-24-16/h1-6,13-14,19-20H,7-10H2/t13-,14-,19+,20+/m0/s1
    Key: ZZMNWJVJUKMZJY-AFHBHXEDBO
  • c1cc2c(cc1[C@@H]3[C@H]4CO[C@@H]([C@H]4CO3)Oc5ccc6c(c5)OCO6)OCO2
Properties
C20H18O7
Molar mass 370.35 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Sesamolin is a lignan isolated from sesame oil. Sesamin and sesamolin are minor components of sesame oil. [1]

See also

Related Research Articles

Sesame Flowering plant cultivated for its edible seeds

Sesame is a flowering plant in the genus Sesamum, also called benne. Numerous wild relatives occur in Africa and a smaller number in India. It is widely naturalized in tropical regions around the world and is cultivated for its edible seeds, which grow in pods. World production in 2018 was 6 million tonnes, with Sudan, Myanmar, and India as the largest producers.

Sesame oil

Sesame oil is an edible vegetable oil derived from sesame seeds. Besides being used as a cooking oil, it is used as a flavor enhancer in many cuisines, having a distinctive nutty aroma and taste. The oil is one of the earliest-known crop-based oils. Worldwide mass modern production is limited due to the inefficient manual harvesting process required to extract the oil. In the Akkadian language it was called Ellu.

<i>Cedrus deodara</i> Species of plant

Cedrus deodara, the deodar cedar, Himalayan cedar, or deodar/ devdar/ devadar/ devadaru, is a species of cedar native to the western Himalayas in Eastern Afghanistan, Northern Pakistan, and India, Southwestern Tibet, and Western Nepal occurring at 1,500–3,200 m (4,921–10,499 ft) altitude.

Secoisolariciresinol diglucoside Antioxidant[1] phytoestrogen present in flax, sunflower, sesame, and pumpkin seeds. In food, it can be found in commercial breads containing flaxseed

Secoisolariciresinol diglucoside (SDG) is an antioxidant phytoestrogen present in flax, sunflower, sesame, and pumpkin seeds. In food, it can be found in commercial breads containing flaxseed. It is a precursor of mammal lignans which are produced in the colon from chemicals in foods.

The lignans are a large group of low molecular weight polyphenols found in plants, particularly seeds, whole grains, and vegetables. The name derives from the Latin word for "wood". Lignans are precursors to phytoestrogens. They may play a role as antifeedants in the defense of seeds and plants against herbivores.

Sesamol Chemical compound

Sesamol is a natural organic compound which is a component of sesame seeds and sesame oil. It is a white crystalline solid that is a derivative of phenol. It is sparingly soluble in water, but miscible with most oils. It can be produced by organic synthesis from heliotropine.

Matairesinol Chemical compound

Matairesinol is an organic compound. It is classified as a lignan, i.e., a type of phenylpropanoid. It is present in some cereals, e.g. rye, and together with Secoisolariciresinol, has attracted much attention for its beneficial nutritional effects.

Arctigenin Chemical compound

Arctigenin is a lignan found in certain plants of the Asteraceae, including the greater burdock and Saussurea heteromalla. It has shown antiviral and anticancer effects in vitro. It is the aglycone of arctiin.

CYP4F2

Leukotriene-B(4) omega-hydroxylase 1 is an enzyme protein involved in the metabolism of various endogenous substrates and xenobiotics. The most notable substrate of the enzyme is leukotriene B4, a potent mediator of inflammation. The CYP4F2 gene encodes the enzyme in humans.

Alkylpyrazines are chemical compounds based on pyrazine with different substitution patterns. Some alkylpyrazines are naturally occurring highly aromatic substances which often have a very low odor threshold and contribute to the taste and aroma of various foods including cocoa, baked goods, coffee and wines. Alkylpyrazines are also formed during the cooking of some foods via Maillard reactions.

Sesamin Chemical compound

Sesamin is a lignan isolated from the bark of Fagara plants and from sesame oil. It has been used as a dietary fat-reduction supplement, although no controlled studies on this application have been performed. Its major metabolite is enterolactone, which has an elimination half life of less than 6 hours. Sesamin and sesamolin are minor components of sesame oil, on average comprising only 0.14% of the oil by mass.

Yakgwa

Yakgwa, also called gwajul (과줄), is a type of yumil-gwa, which is deep-fried, wheat-based hangwa made with honey, cheongju, sesame oil, and ginger juice. Traditionally, the sweet was offered in a jesa and enjoyed on festive days such as chuseok, marriages, or hwangap (sixtieth-birthday) celebrations. In modern South Korea, it is also served as a dessert and can be bought at traditional markets or supermarkets.

The molecular formula C20H18O6 (molar mass: 354.35 g/mol, exact mass: 354.110338 u) may refer to:

Lariciresinol Chemical compound

Lariciresinol is a lignan, i.e., a type of phenylpropanoids. It is the precursor to enterolignans by the action of gut microflora. Enterolignans are of interest because they are speculated to exhibit beneficial medicinal properties.

Enterolactone Chemical compound

Enterolactone is a organic compound classified as an enterolignan. It is formed by the action of intestinal bacteria on plant lignan precursors present in the diet.

Enterodiol Lignan formed by the action of intestinal bacteria on lignan precursors found in plants.[1]

Enterodiol is an organic compound with the formula [HOC6H4CH2CH(CH2OH)]2.

Pinoresinol Chemical compound

Pinoresinol is a lignan found in Styrax sp. and in Forsythia suspensa. It is also found in the caterpillar of the cabbage butterfly, Pieris rapae where it serves as a defence against ants.

Shattering (agriculture) Dispersal of seeds upon ripening

In agriculture, shattering is the dispersal of a crop's seeds upon their becoming ripe. From an agricultural perspective this is generally an undesirable process, and in the history of crop domestication several important advances have involved a mutation in a crop plant that reduced shattering—instead of the seeds being dispersed as soon as they were ripe, the mutant plants retained the seeds for longer, which made harvesting much more effective. Non-shattering phenotype is one of the prerequisites for plant breeding especially when introgressing valuable traits from wild varieties of domesticated crops.

Gomisin A Chemical compound

Gomisin A is a bio-active compound isolated from Schisandra chinensis.

Chili oil

Chili oil is a condiment made from vegetable oil that has been infused with chili peppers. Different types of oil and hot peppers are used, and other components may also be included. It is commonly used in Chinese cuisine, East and Southeast Asia and elsewhere. Particularly popular in Sichuan cuisine, Hunan cuisine, and Shaanxi cuisine it is used as an ingredient in cooked dishes as well as a condiment. It is sometimes used as a dip for meat and dim sum. It is also employed in the Korean Chinese noodle soup dish jjamppong.

References

  1. Comparative analysis of sesame lignans (sesamin and sesamolin) in affecting hepatic fatty acid metabolism in rats. Lim JS, Adachi Y, Takahashi Y and Ide T, Br J Nutr., January 2007, 97(1), pages 85-95, PMID   17217563