171596-14-8

Basic information

• Product Name: 7-OXABICYCLO[4.1.0]HEPT-3-ENE-3-CARBOXYLIC ACID, 5-HYDROXY-, (1R,5S,6S)-
• Synonyms: DOEDERLEINIC ACID;7-OXABICYCLO[4.1.0]HEPT-3-ENE-3-CARBOXYLIC ACID, 5-HYDROXY-, (1R,5S,6S)-;7-Oxabicyclo[4.1.0]hept-3-ene-3-carboxylicacid,5-hydroxy-,(1R,5S,6S)-(9CI);(1R,5S,6S)-5-Hydroxy-7-oxabicyclo[4.1.0]hept-3-ene-3-carboxylic acid
• CAS NO: 171596-14-8
• Molecular Formula: C7H8O4
• Molecular Weight: 156.14
• Product Categories: CARBOXYLICACID
• Mol File: 171596-14-8.mol

Chemical Properties

• Boiling Point: 405.9°C at 760 mmHg
• Flash Point: 179°C
• Appearance: /
• Density: 1.613g/cm³
• Vapor Pressure: 2.78E-08mmHg at 25°C
• Refractive Index: 1.634
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 7-OXABICYCLO[4.1.0]HEPT-3-ENE-3-CARBOXYLIC ACID, 5-HYDROXY-, (1R,5S,6S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 7-OXABICYCLO[4.1.0]HEPT-3-ENE-3-CARBOXYLIC ACID, 5-HYDROXY-, (1R,5S,6S)-(171596-14-8)
• EPA Substance Registry System: 7-OXABICYCLO[4.1.0]HEPT-3-ENE-3-CARBOXYLIC ACID, 5-HYDROXY-, (1R,5S,6S)-(171596-14-8)

Safety Data

• Hazardous Substances Data: 171596-14-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
7-OXABICYCLO[4.1.0]HEPT-3-ENE-3-CARBOXYLIC ACID, 5-HYDROXY-, (1R,5S,6S)is used as a potential pharmaceutical compound for its unique structure and properties. Its carboxylic acid and hydroxyl groups may allow for interactions with biological targets, making it a candidate for drug development.
Used in Agriculture:
In the agricultural industry, 7-OXABICYCLO[4.1.0]HEPT-3-ENE-3-CARBOXYLIC ACID, 5-HYDROXY-, (1R,5S,6S)may be utilized for its potential as a bioactive molecule. It could be explored for applications such as pest control, crop protection, or as a component in fertilizers.
Used in Material Science:
7-OXABICYCLO[4.1.0]HEPT-3-ENE-3-CARBOXYLIC ACID, 5-HYDROXY-, (1R,5S,6S)is used in material science for its potential to contribute to the development of new materials with unique properties. Its bicyclic structure and functional groups may enable its use in the creation of polymers, coatings, or other advanced materials.

InChI:InChI=1/C7H8O4/c8-4-1-3(7(9)10)2-5-6(4)11-5/h1,4-6,8H,2H2,(H,9,10)/t4?,5-,6+/m1/s1

Upstream product

• 76985-84-7 (-)-methyl (1β,2α,6β)-2-hydroxy-7-oxabicyclo<4,1,0>hept-3-ene-4-carboxylate 
• 106861-60-3 (-)-methyl (1β,2β,6β)-2-hydroxy-7-oxabicyclo<4,1,0>hept-3-ene-4-carboxylate 
• 40983-58-2 methyl shikimate 
• 138-59-0 shikimic acid 

Relevant articles and documents

SHIKIMIC ACID-DERIVED COMPOUNDS FOR INHIBITION AND DETECTION OF AURORA A-ASSOCIATED TUMORS

The present invention provides inventive compounds of formulae (I) and (II), pharmaceutically acceptable forms thereof, pharmaceutical compositions thereof, and methods for treatment and their use.

Synthesis and preliminary evaluation of a library of polycyclic small molecules for use in chemical genetic assays

(-)-Shikimic acid, 3, was converted into both enantiomers of epoxycyclohexenol carboxylic acid, 7, which were attached to a solid support via a photocleavable linker. Tandem acylation-1,3-dipolar cycloaddition with nitrones 11a-g yielded tetracyclic templates 12a-g. After development of several efficient coupling reactions of iodobenzyl tetracycles 12b-d and completion of extensive validation protocols, a splitpool synthesis yielded a binary encoded library calculated to contain 2.18 million polycyclic compounds. These compounds are compatible with miniaturized cell-based 'forward' chemical genetic assays designed to explore biological pathways and 'reverse' chemical genetic assays designed to explore protein function. As a simple illustration of the potential of these compounds, several were shown to activate a TGF-β-responsive reporter gene in mammalian cells.