72705-05-6

Basic information

• Product Name: (E)-methyl 3-(3,7-dimethylocta-2,6-dien-1-yl)-4-hydroxybenzoate
• Synonyms: (E)-methyl 3-(3,7-dimethylocta-2,6-dien-1-yl)-4-hydroxybenzoate
• CAS NO: 72705-05-6
• Molecular Weight: 288.387
• Mol File: 72705-05-6.mol

Chemical Properties

• CAS DataBase Reference: (E)-methyl 3-(3,7-dimethylocta-2,6-dien-1-yl)-4-hydroxybenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-methyl 3-(3,7-dimethylocta-2,6-dien-1-yl)-4-hydroxybenzoate(72705-05-6)
• EPA Substance Registry System: (E)-methyl 3-(3,7-dimethylocta-2,6-dien-1-yl)-4-hydroxybenzoate(72705-05-6)

Safety Data

• Hazardous Substances Data: 72705-05-6(Hazardous Substances Data)

Upstream product

• 186581-53-3 diazomethane 
• 68631-48-1 (E)-3-(3,7-dimethylocta-2,6-dien-1-yl)-4-hydroxybenzoic acid 
• 99-96-7 4-hydroxy-benzoic acid 
• 106-24-1 Geraniol 
• 1057662-85-7 (E)-2-(3,7-dimethylocta-2,6-dien-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 105-87-3 3,7-dimethyl-2E,6-octadien-1-yl acetate 

Downstream Products

• 68631-48-1 (E)-3-(3,7-dimethylocta-2,6-dien-1-yl)-4-hydroxybenzoic acid 
• 214280-94-1 4-hydroxy-3-[3-methyl-3-(4-methyl-pent-3-enyl)-oxiranylmethyl]-benzoic acid methyl ester 
• 214280-92-9 3-(2,3-dihydroxy-3,7-dimethyl-oct-6-enyl)-4-hydroxy-benzoic acid methyl ester 
• 72705-09-0 m-Geranyl-p-hydroxybenzylalkohol 
• 72705-10-3 3-[(2E)-3,7-dimethyl-2,6-octadienyl]-4-hydroxybenzaldehyde 

Relevant articles and documents

Total synthesis of xiamenmycin C and all of its stereoisomers: stereochemical revision

Xiamenmycin C, a potent anti-fibrotic natural product, and all of its stereoisomers have been synthesized and their structures were fully characterized. Based on this study, the originally proposed structure of xiamenmycin C has been accordingly revised to be 2R,3S.

Organic Photocatalytic Cyclization of Polyenes: A Visible-Light-Mediated Radical Cascade Approach

A visible-light-mediated, organic photocatalytic stereoselective radical cascade cyclization of polyprenoids is described. The desired cascade cyclization products are achieved in good yields and high stereoselectivities with eosinY as photocatalyst in hexafluoro-2-propanol. The catalyst system is also suitable for 1,3-dicarbonyl compounds, which require only catalytic amounts of LiBr to promote the formation of the corresponding enols.

ENZYME ACTIVITIES IN CELL-FREE EXTRACTS OF SHIKONIN-PRODUCING LITHOSPERMUM ERYTHRORHIZON CELL SUSPENSION CULTURES

Lithospermum erythrorhizon cell cultures excrete large quantities of naphthoquinone pigments, viz. shikonin derivatives, which have made enzymatic studies impossible so far.This paper describes methods for the removal of shikonin derivatives from the cells with liquid paraffin during culture growth and for the preparation of active enzyme extracts.Chorismate mutase and shikimate dehydrogenase activities were used as indicators for the preparation of active extracts.The efficacy of the methods developed was proved by the demonstration of the enzymatic formation of m-geranyl-p-hydroxybenzoic acid from geranylpyrophosphate and p-hydroxybenzoic acid in cell-free extracts of L. erythrorhizon cultures, the first detection of a key enzyme of shikonin biosynthesis.Key Word Index - Lithospermum erythrorhizon; Boraginaceae; cell culture; naphthoquinones; shikonin; chorismate mutase; shikimate dehydrogenase.