60347-67-3

Basic information

• Product Name: Batatasin IV
• Synonyms: Batatasin IV;3-[2-(2-Hydroxyphenyl)ethyl]-5-methoxyphenol;Phenol, 3-[2-(2-hydroxyphenyl)ethyl]-5-Methoxy-
• CAS NO: 60347-67-3
• Molecular Formula: C₁₅H₁₆O₃
• Molecular Weight: 244.29
• Mol File: 60347-67-3.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 416.5°C at 760 mmHg
• Flash Point: 205.7°C
• Appearance: /
• Density: 1.198g/cm³
• Vapor Pressure: 1.57E-07mmHg at 25°C
• Refractive Index: 1.61
• CAS DataBase Reference: Batatasin IV(CAS DataBase Reference)
• NIST Chemistry Reference: Batatasin IV(60347-67-3)
• EPA Substance Registry System: Batatasin IV(60347-67-3)

Safety Data

• Hazardous Substances Data: 60347-67-3(Hazardous Substances Data)

Usage

General Description

Batatasin IV is a natural chemical compound found in sweet potatoes, known for its anti-inflammatory and antioxidant properties. It belongs to a group of compounds called anthocyanins, which give sweet potatoes their characteristic purple color. In addition to its potential health benefits, such as reducing oxidative stress and inflammation, batatasin IV may also have anti-cancer properties and can contribute to overall immune system health. This chemical has been the subject of research for its potential use in dietary supplements and functional foods. Overall, batatasin IV is a promising natural compound with various potential health benefits.

InChI:InChI=1/C15H16O3/c1-18-14-9-11(8-13(16)10-14)6-7-12-4-2-3-5-15(12)17/h2-5,8-10,16-17H,6-7H2,1H3

Upstream product

• 54922-80-4 (3-(benzyloxy)-5-methoxybenzyl)triphenylphosphonium bromide 
• 5896-17-3 2-(phenylmethoxy)benzaldehyde 
• 58026-13-4 1-(benzyloxy)-3-(bromomethyl)-5-methoxybenzene 
• 50637-28-0 (3-(benzyloxy)-5-methoxyphenyl)methanol 
• 26153-38-8 3,5-dihydroxybenzaldehyde 
• 57179-35-8 3-hydroxy-5-methoxybenzaldehyde 
• 50637-29-1 3-(benzyloxy)-5-methoxybenzaldehyde 

Relevant articles and documents

Utilizing a copper-free Sonogashira reaction in the synthesis of the leukotriene a4 hydrolase modulator batatasin IV

Batatasin IV is a dihydrostilbenoid isolated from Chinese yams which was shown to have inhibitory activities against plant growth. Later studies showed that this compound may exhibit anti-inflammatory properties by inhibiting the epoxide hydrolase activity of the leukotriene A4 hydrolase enzyme. To access the dihydrostilbenoid skeleton, a copper-free SPhos-mediated Sonogashira reaction was conceived and the substrate scope was explored. Our results indicate that the reaction can tolerate the presence of free alcohols, aldehydes, nitro groups, and anilinyl groups. However, a substituent with an acidic phenol or carboxylic acid group gave significantly lower yields. Next, a total synthesis of batatasin IV was accomplished in 16% overall yield incorporating the reported copper-free Sonogashira reaction. Finally, we show that batatasin IV inhibits the hydrolysis of alanine p-nitroanilide by leukotriene A4 hydrolase with an IC50 of 91.4 μM.