483-60-3

Basic information

• Product Name: 6-(1,3-dihydro-4-hydroxy-6-methoxy-7-methyl-3-oxo-5-isobenzofuranyl)-4-methylhex-4-enoic acid
• Synonyms: 6-(1,3-dihydro-4-hydroxy-6-methoxy-7-methyl-3-oxo-5-isobenzofuranyl)-4-methylhex-4-enoic acid;4-Methyl-6-[3-oxo-7-methyl-4-hydroxy-6-methoxy-1,3-dihydroisobenzofuran-5-yl]-4-hexenoic acid;6-(1,3-Dihydro-1-oxo-4-methyl-5-methoxy-7-hydroxyisobenzofuran-6-yl)-4-methyl-4-hexenoic acid;6-(1,3-Dihydro-4-hydroxy-6-methoxy-7-methyl-3-oxoisobenzofuran-5-yl)-4-methyl-4-hexenoic acid;6-(4-Hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydroisobenzofuran-5-yl)-4-methyl-4-hexenoic acid;(E)-6-(4-hydroxy-3-keto-6-methoxy-7-methyl-1H-isobenzofuran-5-yl)-4-methyl-hex-4-enoic acid;(E)-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1H-2-benzofuran-5-yl)-4-methyl-hex-4-enoic acid;(E)-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1H-2-benzofuran-5-yl)-4-methylhex-4-enoic acid
• CAS NO: 483-60-3
• Molecular Formula: C₁₇H₂₀O₆
• Molecular Weight: 320.3371
• EINECS: 207-595-8
• Mol File: 483-60-3.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 611.6°Cat760mmHg
• Flash Point: 225.8°C
• Appearance: /
• Density: 1.29g/cm³
• PKA: 4?+-.0.10(Predicted)
• CAS DataBase Reference: 6-(1,3-dihydro-4-hydroxy-6-methoxy-7-methyl-3-oxo-5-isobenzofuranyl)-4-methylhex-4-enoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 6-(1,3-dihydro-4-hydroxy-6-methoxy-7-methyl-3-oxo-5-isobenzofuranyl)-4-methylhex-4-enoic acid(483-60-3)
• EPA Substance Registry System: 6-(1,3-dihydro-4-hydroxy-6-methoxy-7-methyl-3-oxo-5-isobenzofuranyl)-4-methylhex-4-enoic acid(483-60-3)

Safety Data

• Hazardous Substances Data: 483-60-3(Hazardous Substances Data)

Usage

General Description

6-(1,3-dihydro-4-hydroxy-6-methoxy-7-methyl-3-oxo-5-isobenzofuranyl)-4-methylhex-4-enoic acid is a chemical compound with a complex structure, made up of a combination of hydroxy, methoxy, methyl, and carboxylic acid groups. It is a synthetic derivative of a natural compound called 6-deoxyerythronolide B, which is produced by a type of bacteria. This chemical compound has potential pharmaceutical applications, particularly in the field of antibiotic development. Its synthesis and modification are of interest to researchers and chemists seeking to create new and improved drugs to combat diseases and infections.

InChI:InChI=1/C17H20O6/c1-9(5-7-13(18)19)4-6-11-15(20)14-12(8-23-17(14)21)10(2)16(11)22-3/h4,20H,5-8H2,1-3H3,(H,18,19)/b9-4+

Upstream product

• 4742-38-5 (13S)-15-hydroxylabd-8⁽¹⁷⁾-en-19-oic acid 

Relevant articles and documents

Biotransformations of imbricatolic acid by Aspergillus niger and Rhizopus nigricans cultures

Microbial transformation of imbricatolic acid (1) by Aspergillus niger afforded 1α-hydroxyimbricatolic acid (2), while transformation with Rhizopus nigricans yielded 15-hydroxy-8,17-epoxylabdan-19-oic acid (3). When the diterpene 1 was added to a Cunninghamella echinulata culture, the main products were the microbial metabolites mycophenolic acid (4) and its 3-hydroxy derivative 5. All the structures were elucidated by spectroscopic methods. The cytotoxicity of these compounds towards human lung fibroblasts and AGS cells was assessed. While 4 and 5 showed low cytotoxicity, with IC50 values > 1000 μM against AGS cells and fibroblasts, 1α-hydroxyimbricatolic acid (2) presented moderate toxicity towards these targets, with IC50 values of 307 and 631 μM, respectively. The structure of 2 is presented for the first time.