989-61-7

Basic information

• Product Name: LIMONOL
• Synonyms: LIMONOL;Limol;11H,13H-Oxireno[d]pyrano[4',3':3,3a]isobenzofuro[5,4-f][2]benzopyran-6,13(5aH)-dione,8-(3-furanyl)dodecahydro-4-hydroxy-2,2,4a,8a-tetramethyl-,(2aR,4R,4aS,4bR,5aS,8S,8aS,10aR,10bR,14aS)-
• CAS NO: 989-61-7
• Molecular Formula: C26H32O8
• Molecular Weight: 472.53
• Mol File: 989-61-7.mol
• Article Data: 4

Chemical Properties

• Melting Point: 318-320 °C
• Boiling Point: 675.8°Cat760mmHg
• Flash Point: 362.5°C
• Appearance: /
• Density: 1.39g/cm³
• PKA: 14.51±0.70(Predicted)
• CAS DataBase Reference: LIMONOL(CAS DataBase Reference)
• NIST Chemistry Reference: LIMONOL(989-61-7)
• EPA Substance Registry System: LIMONOL(989-61-7)

Safety Data

• Hazardous Substances Data: 989-61-7(Hazardous Substances Data)

Usage

General Description

Limonol is a terpene compound found in citrus fruits, particularly in the peel and oil of lemons and oranges. It is a colorless liquid with a strong, citrusy odor and is commonly used in the production of fragrances, flavorings, and as a natural insect repellent. Limonol has also been found to have potential antioxidant, anti-inflammatory, and anti-cancer properties, making it a subject of interest in medicinal and therapeutic research. Additionally, it is a common ingredient in cleaning products, due to its strong citrus scent and antibacterial properties. Overall, limonol is a versatile chemical with a wide range of uses in various industries.

Upstream product

• 1180-71-8 Limonin 

Relevant articles and documents

Steroids and sexhormones. Part 265. Limonin, part VI. Synthesis of a model compound incorporating rings D and E of 14,15-deepoxylimonin

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Citrus limonoids and their semisynthetic derivatives as antifeedant agents against Spodoptera frugiperda larvae. A structure-activity relationship study

The antifeedant activity of Citrus-derived limonoids limonin (1), nomilin (2), and obacunone (3) and their semisynthetic derivatives 4-26 was evaluated against a commercially important pest, Spodoptera frugiperda. Simple chemical conversions were carried out on the natural limonoids obtained from seeds of Citrus limon. These conversions focused on functional groups considered to be important for the biological activity, namely the C-7 carbonyl and the furan ring. In particular, reduction at C-7 afforded the related alcohols, and from these their acetates, oximes, and methoximes were prepared. Hydrogenation of the furan ring was also performed on limonin and obacunone. The known antifeedant properties of the Citrus limonoids are confirmed. Comparison with previously reported data shows that insect species vary in their behavioral responses to these structural modifications. Highly significant antifeedant activity (P 0.01) for two natural (1 and 3) and three semisynthetic limonoids (4, 8, and 10) was observed against S. frugiperda.