77285-25-7

Usage

Explanation

This is the IUPAC name for the compound, which describes the structure and arrangement of atoms in the molecule.

Explanation

This is another name for the compound, providing an alternative way to describe its structure.

Explanation

The compound is derived from benzene, a basic aromatic hydrocarbon with a six-carbon ring and three double bonds.

Explanation

The compound has a long hydrocarbon chain attached to the benzene ring, which contributes to its unique properties.

Explanation

The compound has a Z configuration at the double bond, meaning that the two substituents (in this case, the hydrocarbon chain and the methoxy group) are on the same side of the double bond.

Explanation

Due to its unique properties, the compound is used in various industries, including pharmaceuticals, cosmetics, and fragrances, for different purposes such as active ingredients, additives, or components in formulations.

Explanation

The compound contains hydroxyl (-OH), methoxy (-OCH3), and carbon-carbon double bond (C=C) functional groups, which contribute to its chemical reactivity and properties.

Type of compound

Benzene derivative

Hydrocarbon chain

Long

Double bond configuration

Z (cis)

Applications

Pharmaceutical, cosmetic, and fragrance industries

Functional groups

Hydroxyl, methoxy, and carbon-carbon double bond

Upstream product

• 91-16-7 1,2-dimethoxybenzene 
• 126761-42-0 2-(cis-10-heptadecenoyl)-6-methoxyphenol 
• 126357-88-8 6-<(Z)-10-Heptadecenyl>-2-methoxyphenol 
• 79030-24-3 Irisquinone 
• 24131-30-4 (3,5-dimethoxybenzyl)triphenylphosphonium bromide 
• 877-88-3 3,5-dimethoxybenzyl bromide 
• 13423-48-8 triphenylheptylphosphonium bromide 
• 104876-10-0 9-(phenylmethoxy)nonan-1-ol 
• 629-04-9 1-Bromoheptane 
• 157730-78-4 9-benzyloxy-1-nonanal 
• 3937-56-2 1,9-Nonanediol 
• 144078-13-7 3-Methoxy-5-<(Z)-heptadec-10'-enyl>phenol 
• 137786-97-1 10-(3,5-dimethoxyphenyl)decanal 
• 152430-95-0 10-(3,5-Dimethoxy-phenyl)-decan-1-ol 

Downstream Products

• 56495-82-0 (Z)-2-(heptadec-10-en-1-yl)-6-methoxycyclohexa-2,5-diene-1,4-dione 

Relevant academic research and scientific papers

Identification of novel ROS inducers: Quinone derivatives tethered to long hydrocarbon chains

We performed the first synthesis of the 17-carbon chain-tethered quinone moiety 22 (SAN5201) of irisferin A, a natural product exhibiting anticancer activity, and its derivatives. We found that 22 is a potent ROS inducer and cytotoxic agent. Compound 25 (SAN7401), the hydroquinone form of 22, induced a significant release of intracellular ROS and apoptosis (EC50 = 1.3-2.6 μM) in cancer cell lines, including A549 and HCT-116. Compared with the activity of a well-known ROS inducer, piperlongumine, 22 and 25 showed stronger cytotoxicity and higher selectivity over noncancerous cells. Another hydroquinone tethering 12-carbon chain, 26 (SAN4601), generated reduced levels of ROS but showed more potent cytotoxicity (EC50 = 0.8-1.6 μM) in cancer cells, although it lacked selectivity over noncancerous cells, implying that the naturally occurring 17-carbon chain is also crucial for ROS production and a selective anticancer effect. Both 25 and 26 displayed strong, equipotent activities against vemurafenib-resistant SK-Mel2 melanoma cells and p53-deficient H1299 lung cancer cells as well, demonstrating their broad therapeutic potential as anticancer agents.

Phenols and Quinones from Seeds of Different Iris Species

The seed oils of I. pseudacorus LINN., I. sibirica LINN., and I. missouriensis NUTTAL. contain appreciable amounts of phenols, quinones, and resorcinols, substituted with homologous alkyl or alkenyl side chains.The structure elucidation of these compounds