# Sesamol

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This article is about the component of sesame oil. For the drug sold as Sesamol, see [Flucloxacillin](/source/Flucloxacillin).

**Sesamol** is a natural [organic compound](/source/Organic_compound) which is a component of [sesame seeds](/source/Sesame_seeds) and [sesame oil](/source/Sesame_oil), with anti-[inflammatory](/source/Inflammation), [antioxidant](/source/Antioxidant), [antidepressant](/source/Antidepressant) and [neuroprotective](/source/Neuroprotection) properties. It is a white crystalline solid that is a derivative of [phenol](/source/Phenol). It is sparingly soluble in water, but miscible with most oils. It can be produced by [organic synthesis](/source/Organic_synthesis) from [heliotropine](/source/Heliotropine).

Sesamol has been found to be an antioxidant that may prevent the spoilage of oils.[2][3] It also may prevent the spoilage of oils by acting as an [antifungal](/source/Antifungal).[4] It can be used in the synthesis of [paroxetine](/source/Paroxetine).[5]: 138-141

Sesamol's molecular targets and [mechanism of action](/source/Mechanism_of_action), at least for its antidepressant-like effects, is found to be through the brain [nerve growth factor](/source/Nerve_growth_factor) (NGF) and [endocannabinoid signalling](/source/Endocannabinoid_system) under the regulatory drive of the [CB1](/source/Cannabinoid_receptor_type_1) receptors.[6]

[Alexander Shulgin](/source/Alexander_Shulgin) used sesamol in his book [PiHKAL](/source/PiHKAL) to make [MMDA-2](/source/MMDA-2).

## See also

- [Sesamin](/source/Sesamin) and [sesamolin](/source/Sesamolin), two lignans found in sesame oil

## References

1. [Sesamol](http://www.chemicalland21.com/lifescience/phar/3,4-METHYLENEDIOXYPHENOL.htm) [Archived](https://web.archive.org/web/20100114222133/http://www.chemicalland21.com/lifescience/phar/3,4-METHYLENEDIOXYPHENOL.htm) 2010-01-14 at the Wayback Machine at Chemicalland21.com

1. Kim JY, Choi DS, Jung MY (May 2003). "Antiphoto-oxidative activity of sesamol in methylene blue- and chlorophyll-sensitized photo-oxidation of oil". *Journal of Agricultural and Food Chemistry*. **51** (11): 3460–5. [doi:10.1021/jf026056p](https://doi.org/10.1021/jf026056p). [PMID 12744684](https://pubmed.ncbi.nlm.nih.gov/12744684)

1. Ohsawa T (1991). "Sesamol and sesaminol as antioxidants.". *New Food Industry*. **33** (6): 1–5.

1. Wynn JP, Kendrick A, Ratledge C (June 1997). "Sesamol as an inhibitor of growth and lipid metabolism in Mucor circinelloides via its action on malic enzyme". *Lipids*. **32** (6): 605–10. [doi:10.1007/s11745-997-0077-1](https://doi.org/10.1007/s11745-997-0077-1). [PMID 9208389](https://pubmed.ncbi.nlm.nih.gov/9208389). [S2CID 4015004](https://api.semanticscholar.org/CorpusID:4015004)

1. Li JJ (2004). *Contemporary drug synthesis*. Hoboken, N.J.: Wiley. ISBN 978-0-471-21480-9.

1. Hassanzadeh P, Hassanzadeh A (October 2013). "Implication of NGF and endocannabinoid signaling in the mechanism of action of sesamol: a multi-target natural compound with therapeutic potential". *Psychopharmacology*. **229** (4): 571–578. [doi:10.1007/s00213-013-3111-z](https://doi.org/10.1007/s00213-013-3111-z). [PMID 23624775](https://pubmed.ncbi.nlm.nih.gov/23624775). [S2CID 253748878](https://api.semanticscholar.org/CorpusID:253748878)

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Adapted from the Wikipedia article [Sesamol](https://en.wikipedia.org/wiki/Sesamol) by Wikipedia contributors ([contributor history](https://en.wikipedia.org/wiki/Sesamol?action=history)). Available under [Creative Commons Attribution-ShareAlike 4.0 International](https://creativecommons.org/licenses/by-sa/4.0/). Changes may have been made.